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Holiday Rentals with Pools in Oldsmar

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    Don't let other travellers get your favourite Oldsmar area holiday rental. You're so close to securing your perfect getaway. Book today.
    425 Matching Rentals in the Oldsmar AreaView all 662 rentals
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    Oldsmar
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Luxury ground floor Condo for rent1 / 11
    (1)Very good
    Oldsmar
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    The following rentals are within 15 kilometres of Oldsmar.
    Gulf/Beach Front Condo1 / 43
    (10)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Unit #2 at The Beachouse1 / 30
    (1)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Terrace
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2017
    #2 was a great location for beach, restaurant and shops. Staff were helpful and friendly and available 24/7. Unit was exactly as photos. Will definitely be back! Recommend...
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    About this property
    One bedroom, one bath suite. Kitchenette. Pool, wi-fi, cable TV. Parking for one car. Adults only, no children allowed. Clean, quiet and affordable, the 1 Bedroom Suite is perfect for couples who want more than a typical hotel room, and prefer a bit of privacy. Amenities include a kitchenette for...
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    33767, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 bedroom, 3 baths, pool and close to beach & golf1 / 23
    (5)Excellent
    Dunedin
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2016
    Very nice service from Petur, even though we had to contact him in the middle of the night (time difference) for the location and entry procedure he calmy helped us out. He...
    Reviewed 28 September 2016
    Peter was awesome. The air unit had issues the week we stayed but owner was very nice to us because of this. Otherwise the place was a very relaxing getaway! Loved the private...
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    About this property
    This house offers a nice vacation in Dunedin, close to the beach and several golf courses. There are 3 bedrooms and 3 baths. TV in each bedroom, Wifi and cable. The pool is tended by Pinch a Penny and the house is cleaned between guest by The Maids. There is washer and dryer in the garage along...
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    34698, Dunedin, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Royal Marina - Luxury Condo - Avalon at Clearwater1 / 46
    (20)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Secure Parking
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The condo was excellent! Very roomy. Felt right at home. The small touches were quite nice as far as decorations. Beds were comfortable. Having beach accessories (chairs...
    Reviewed 2 weeks ago
    We were looking for a place close to Pier 60 in Clearwater for a winter getaway. This is a nice location, easy drive to the beach. The condo is very nice, completely renovated...
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    About this property
    Come share our dream condo located in the heart of Clearwater! Newly remodeled, the condo can accommodate up to 6. These spacious suite features two appointed, separate bedrooms. The condo is only 3 miles away from the one of the most beautiful beach - Clearwater Beach. The condo is on the third...
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    33756, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Romance On The Beach! Great View of the Beach!1 / 88
    (15)Excellent
    Clearwater
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Air Conditioning
    • Washer
    • Porch
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 December 2017
    We loved this studio rental! It was nicely appointed, in a fantastic location, and the owners were extremely accommodating. They were nearby working on another unit and...
    Reviewed 9 July 2017
    We stayed a week in paradise and couldn't have asked for anything more. We had everything we needed and had a perfect stay. Bed was super comfortable, unit was good size...
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    About this property
    My most popular rental! Excellent view of the beach! Romantic, a great place for a honeymoon. This studio with a great view of the beach is located on the north end of Clearwater Beach Island and just a 30 seconds walk to the white sandy beach of the Gulf of Mexico. An airy studio which is...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This waterfront condo features brand new furnishings, a gourmet kitchen with granite...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Best Stressless  Vacation 4 U-N of Clearwater Beac1 / 20
    (7)Excellent
    Palm Harbor
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Balcony
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2017
    My husband and I cannot say enough positive things about this home and the hosts. This was our first time in Palm Harbor and the first time we used Flipkey. I wanted to surprise...
    Reviewed 31 July 2015
    After reviewing several properties my boyfriend and I decided to go with this unit and we are so glad we did. This unit was exceptionally clean and well taken care of...
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    About this property
    How do you describe a vacation in a place that offer everything you need? A clean, quiet and with a great location be your home away from home.This is what we have to tell you about this unic condo on Lake Tarpon in Florida............... Only 30 min away from Tampa International Airport, (TIA)...
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    34684, Palm Harbor, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Luxury Condo near Clearwater Beach1 / 37
    (8)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Balcony
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This condo is absolutely beautiful with everything you need at your finger tips. Margaret and Peter are wonderful to deal with and very accommodating. I would recommend this...
    Reviewed 23 June 2016
    1st and foremost, the communication with the owner is fantastic. She couldn't be nicer or more helpful. The condo is beautifully decorated, comfortable, and conveniently...
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    About this property
    The AVALON is a resort style condominium complex with all the appointed amenities including a heated pool, fitness centre, clubhouse and Wi-Fi. Only 7 minutes drive away from Clearwater Beach which is rated one of the top beaches in the USA. Second floor Unit approximately 750 square feet living...
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    Location Information
    33756, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Avalon at Clearwater1 / 29
    (28)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Balcony
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 November 2017
    Fantastic stay at the Avalon the condo was super everything we needed was on hand great location short drive to the beach supermarket within walking distance Would definetly...
    Reviewed 31 August 2017
    ...Felt like a home in the sun as soon as we arrived! The location is super and the condo complex amenities suited us very well. The condo overlooks the pool. To be fair we have...
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    About this property
    Avalon at Clearwater is a gated development set in Clearwater,FL., close to the Gulf Beaches which are only a 10 minute drive away.The Avalon offers a host of features including a year round heated resort style swimming pool, close by bars and restaurants, internet access, and clubhouse with a...
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    Location Information
    33756, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Clearwater Beach Bliss -  Lower Unit1 / 33
    (5)Very good
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Terrace
    • Air Conditioning
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2015
    We booked this place to spend Christmas with our son who is living near Tampa. Checkin was easy with electronic key system. We had to ask for more towels when we checked in but...
    Reviewed 31 July 2014
    I stayed here for 4 nights with my girlfriend and 2 friends. We were impressed from the moment we arrived. It is even better than in the pictures and it is very well kept and...
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    About this property
    Clearwater Beach Bliss - Lower Unit Pool Home - Weekly Rental This charming 2-BR unit opens directly into a beautifully landscaped back yard retreat, and can be rented on its own or as a perfect compliment to the Beach Retreat. Enjoy the charm of this beautifully decorated tropical beach apartment!...
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    Location Information
    33767 1037, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    GulfSideSuite at 30 seconds Walk to the Beach. WOW1 / 22
    (17)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We spent 3 weeks in unit A and loved it. Practically on the beach (20 steps to the sand from the property). The room is adorable with it's beach decor. Fully equiped kitchen...
    Reviewed 8 January 2018
    My husband and I loved the Gulf side suite. The condo had everything we needed and then some including - beach towels, umbrellas -beach and rain, (quality) beach chairs, 2...
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    About this property
    Located on the north end of Clearwater Beach Island and just a 30 seconds walk to the white sandy beach of the Gulf of Mexico. A well appointed large size studio with a large walkin shower, kingsize bed, central heat and air, nice new kitchen with ceramic cooktop and a 40' HD LED TV/with cable...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Clearwater
    5 Bedrooms, 2 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5 BEDROOM HOUSE: This house is perfect for small events up to 30 guest & can sleep up to 18. It features a huge pool deck area, a fully equipped kitchen, 8ft pool table, open living concept, smart tvs, & XBox 4x/games. This nature lover's dream is literally centrally located just minutes to all the...
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    Location Information
    33759, Clearwater, Florida
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 18
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    Honeymoon Cottage1 / 17
    (1)Excellent
    Dunedin
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Children's Pool
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2017
    I came for a week and stayed three! I came to check out this RV park and others in the area, to check out RV's, Park Models, condos and houses and the local area in general to...
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    About this property
    Recently renovated and refurbished park model home with spacious sunroom in the Dunedin RV Resort, across the street from the Pinellas Trail, Honeymoon Island State Park and the ferry to Caladesi Island, two miles to downtown Dunedin, and 10 miles from Clearwater beach. We are located at the...
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    Location Information
    34698, Dunedin, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater Beach Budget Beauty1 / 67
    (13)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    We arrived a couple hours early and were fortunate enough to be able to get access to our place. Karen's Condo is Beautiful....just like the photos! Comfortable, quiet area...
    Reviewed 20 June 2017
    Perfect location, nice dock, friendly folks. Would definitely visit again. Only downside was early checkout time
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    About this property
    Enjoy all the beauty of the beach without busting your budget. Quiet villa located within a waterfront resort offers a slice of tropical paradise and other benefits including a private fishing dock right off the Intracoastal Waterway. A quick walk down the block will have you setting up your...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    4-star luxury resort living for a Great price1 / 11
    (2)Excellent
    Palm Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Balcony
    • Washer
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2016
    This room is a great escape. The owner's place is so quiet I slept better than I do at home. The bed is king size and soft due to a nice feathered mattress cover. The property...
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    About this property
    Innisbrook is an award winning golf, tennis and nature resort with wonderful walking trails and every amenity one would expect of a luxury 4-star resort. To learn about all the many wonderful things this 1,000 acre 4 golf course resort offers, you should visit their site. Innisbrook Resort is...
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    Location Information
    34684, Palm Harbor, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    PRIVATE POOL HOME IN THE HEART OF CLEARWATER!1 / 26
    (8)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2017
    We throughly enjoyed our stay at this house. The pool was fantastic and John was extremely helpful. The property (in my opinion) would benefit from a kettle and it did not have...
    Reviewed 3 August 2017
    We had a wonderful vacation in this fabulous villa.we stayed with our 2 teenage boys who enjoyed the pool and going to the local Wendy's for a milkshake. The manager was very...
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    About this property
    YOUR OWN PRIVATE OASIS! Check out this fabulous 2 bedroom, 2 bath VACATION rental in sunny Clearwater! Accommodations for 5, which include a beautiful master bedroom with flat screen TV and private bath, second bedroom and pull out sofa sleeper! Lush outdoor living which includes a gorgeous in...
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    Location Information
    33765, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Min. to beach, call now, Private Rooftop Terrace1 / 24
    (3)Very good
    Clearwater
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Hot Tub
    • Washer
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2017
    Our family of 6 enjoyed this house greatly! There was plenty of beds for everyone and it was kid friendly. It is not modern, but I feel like we liked it better because of that...
    Reviewed 26 June 2017
    We took a family vacation with 3 adult couples and 4 girls ages 3-7. The location could not be better. Within a couple of blocks you can get to beach, restaurants, mini market...
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    About this property
    Newer Luxury 5 Story Townhome built in 2007. Don't worry about the stairs as the private elevator accesses all the floors including the rooftop terrace! Enjoy breathtaking views of the Gulf of Mexico and intercoastal waterways from your private rooftop terrace including a hot tub, gas grill & patio...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DOCKSIDE CONDOMINIUMS #203 Weekly Rental (Saturday to Saturday) The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beach get a way is the perfect place for that long awaited vacation. Beautifully decorated The living area has a vaulted...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Key West Condo at The Beachouse1 / 31
    (1)Excellent
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Terrace
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2016
    My husband and I booked the Key West Condo for a week. The condo was very clean and well stocked with all the comforts of home. Our hosts Helen and Bill were very pleasant...
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    About this property
    Two bedroom, 1 bath. Washer/dryer. Cable TVs, Wi-fi. kitchen. Parking one car. All adults, no children allowed. King bed in one, queen in 2nd bedroom. The “Key West Condo” is an incredibly spacious 2 Bedroom / 1 Bath condo that feels more like home than it does a hotel. Situated on the first floor...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Beachside Getaway Super Location1 / 24
    (12)Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Waterfront
    • Parking
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 April 2017
    A very nice room, only a few minutes from the beach. A great location and well kept building. Good communication with owner. Thanks
    Reviewed 12 March 2017
    We had a amazing time at Clearwater . We will be back next year . It was a great place to stay. Place was very clean . We wish we had a stove to cook .
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    About this property
    Pelican Pointe resort is across the street from powdery white sands of the Gulf of Mexico located in the heart of popular Clearwater beach. Just a few blocks from Pier 60 and walking distance to all local attractions, eateries and beach shops. Relax at this fully furnished studio with 1 queen bed...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Balcony
    • Hot Tub
    • DVD Player
    • Internet Access
    • Waterfront
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This bright, luxury, Penthouse condo, dominated by the coastal inspired decor and colors, evokes serenity and sophistication of the Sunshine State living. Start your relaxing and comfortable holiday experience at your vast private balcony, accessible from the Living Room and the Master Bedroom by...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    404 Bay Harbor1 / 31
    (1)Excellent
    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2017
    We rented this condo while we were in Clearwater for our wedding. This condo is very beautiful, and spacious! The balcony offers amazing sunrises, and being on the bay you...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This contemporary 3 BR, 3BA condo overlooking the marina in Clearwater Beach features a king...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Dockside Condominiums #2011 / 26
    (1)Excellent
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2017
    Loved this condo. Location was fantastic, You could walk to so many places. Condo was very spacious and so clean. Had a car but didn't really need one. Would definitely...
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    About this property
    DOCKSIDE CONDOMINIUMS #201 Weekly Rental (Saturday to Saturday) The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beautiful beach get a way is the perfect place for that long awaited vacation.Beautifully decorated in Caribbean theme). The...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Luxury condo overlooking gorgeous pool1 / 100
    (23)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 5 December 2017
    Beautiful, clean as a whistle, extremely organized and neat, fully stocked, all beach gear provided, awesome and private covered porch overlooking beautiful pool area...
    Reviewed 27 October 2017
    My husband and I were very pleased with how clean and organized the condo was. The binders, which were all labeled contained local attractions, restaurants and even a few...
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    About this property
    Lovely 2 bedroom 2 bath condo with balcony overlooking a beautiful resort style pool. Gated community. Second (top) floor with vaulted ceilings. 25 minutes from Tampa International Airport. Two miles to Clearwater Beach. Walking distance to grocery store, restaurants and shopping. THREE flat...
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    33756, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Relaxing, Romantic & Modern Condo ~ Gorgeous Heated Pool~ 5 Min to Beach!1 / 45
    (3)Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2017
    Beautiful condo, it had everything we needed. Would definitely recommend it, it was very close to the beach and very comfortable.
    Reviewed 9 April 2017
    Nice one bedroom condo near Clearwater Beach, Close to everything with Large pool. We real enjoyed all of the really nice parks for riding our bikes.
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    About this property
    Enjoy your perfect vacation rental. Great location and quiet area. Close to beaches, shopping, supermarkets, restaurants and golf courses. Free parking space in the front of the building. Only 5 minutes drive away from Clearwater Beach which is rated one of the top beaches in the USA. The condo...
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    Location Information
    33756, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    406 Dockside1 / 31
    (1)Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
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    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2017
    This was one of 2 units we rented at Dockside for a family gathering. It was beautiful and clean. It had the bonus of a private balcony off the bedroom that faces north and...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This newly remodeled 1 BR, 1BA condo offers a kitchen with granite counter tops, stainless...
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    33767, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Serenity on Sand Key - Lighthouse Towers Beachfront Condo1 / 14
    (7)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    • Hot Tub
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2014
    Jack and Carrie are easy to contact and helpful. The beach at Sand Key is much deeper than most others. The color of the water is eye catching. The unit is located 1/2 mile...
    Reviewed 13 October 2014
    Serenity on Sand Key was an ideal home for our working vacation. The condo was convenient, beautifully equipped, and pristine. The owners communicated with us before, during...
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    About this property
    ****PLEASE CONTACT OWNER FOR BEST RATE**** If you search, you can find 'Serenity on Sand Key'. Enjoy relaxing in your fully equipped, 12th floor condo. With water views from every room, this condo is located directly on the pristine white sands of Clearwater's finest, most private beach. Sand Key...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Royal Paradise - Avalon at Clearwater1 / 45
    (10)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 3 weeks ago
    We booked a week at this Condo located in the Avalon complex in Clearwater. The weather was on the cool side, however the pool area was warm enough to enjoy. The location makes...
    Reviewed 8 October 2017
    This beautiful condo was everything we hoped for and more. Tastefully furnished and well equipped, Cristian and Cristina's condo was immaculately clean and extremely...
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    About this property
    Professionally Decorated Condo in Avalon at Clearwater complex. This condo is everything you need for a family up to 6. These spacious suite features two appointed, separate bedrooms. The condo is only 3 miles away from the one of the most beautiful beach - Clearwater Beach. The condo is on the...
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    Location Information
    33756, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Island Key Condos 302 Waterfront Condo 5 min walk to Beach1 / 24
    (1)Very good
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    First off... this condo unit is very clean, very spacious and the furnishings and appliances appear to be new. Also, it is in a great location with a great view. Unit 302 is...
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    About this property
    Here is your chance to stay in a large, 2 bedroom, 1 bath unit on the water. This building was built in 2005. The units feature tall ceilings and a full width balcony that looks North out over the intra-coastal waterway. You have the use of an assigned parking space under the building. The...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Avalon BLUE HEAVEN : Newly renovated one bedroom!1 / 25
    (2)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
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    Reviewed 27 June 2017
    My wife and I stayed here for 7 days and the entire stay was perfect. The condo was very well designed and homey. There was nothing we feel it was missing, everything we needed...
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    About this property
    Completely renovated and ready for you starting January 10. This beautiful one bedroom apartment will seduce you with its perfect location and its oversized terrace overlooking the garden. The 730 square feet is very well divided into an open space including the living/dining/kitchen aria with...
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    Location Information
    33756, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Why I LOVE this Condo \'Enough comfortable seating for a big family to hangout and country sea-side chic decor.\' - LB \'Harborview Grande is the perfect building with views from your front door to your back patio\' - JW Refurnished and refreshed in October 2012! Enjoy the expansive views from...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Smoking allowed
    About this property
    Clearwater Beach Suites is the perfect beach vacation setting, located at the north end of the beach resort community. Stroll from your front door onto a very short street that dead ends onto the beach. Your feet will hit the sand after a walk of a minute or less. The beach access here is one of...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Consider this your luxurious base of operations. The perfect place to plan your time here on the island of Clearwater Beach. With the white, powdery sand of the beach just across the street, or the beautiful pool deck on the intra-coastal waterway you have the best of both worlds for dipping in the...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clearwater Beach Waterfront Condo 21 Avail Match 4 to 7th!1 / 78
    (11)Very good
    Clearwater
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2017
    My two kids and I enjoyed this condo. It has everything you need to enjoy your stay in Clearwater Beach. This condo sleeps 3-4 comfortably with the queen bed and pull out couch...
    Reviewed 24 August 2016
    Fantastic place to stay, slightly of main street. Quiet, comfortable,clean. within walking distance to beach, great restaurants ,shopping. beautiful views from balcony. I will...
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    About this property
    This Beautiful waterfront studio is set up like a 1 bedroom with a heavy privacy curtain separating the bedroom area from the living room area. The condo is located on the Bay side or intracoastal waters of Clearwater Beach. There are wonderful water views from the living-room and third floor...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DOCKSIDE CONDOMINIUMS #605 Weekly Rental (Saturday to Saturday) The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beautiful beach get a way is the perfect place for that long awaited vacation. Beautifully decorated Dockside 605's shared...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Private Outdoor Pool (Heated)
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FIVE PALMS SUITE 102 Take your excursion over to unit 102 into a lush beachy island feel. Surround yourself with soothing and ocean like decorations that ample the room. This unit features two queen size beds, bathtub/shower, full kitchen, sofa sleeper, and a dining table. Five Palms Condominium’s...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Clearwater Beach Waterfront Condo #191 / 32
    (8)Very good
    Clearwater
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Waterfront
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 May 2017
    The accommodations were very nice. Convenient to all things. Quiet and clean.Would stay here again!
    Reviewed 25 October 2013
    While attending a conference in Clearwater, my husband and I thought that this small, studio condo would provide a pleasant escape from the busy conference facility at the end...
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    About this property
    HOW FAR TO THE BEACH? Clearwater Beach is about a 10 minute walk or 2 minute drive from the condo but there is also beach access the next street over at the Sheppard's Beach Bar. It's about a 2 minute walk. Florida Free Rides will also drive you to the beach or anywhere you like on the beach for...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    404 Dockside1 / 31
    (4)Very good
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 November 2017
    The apartment had everything we needed and a bit more. Could sit and watch over the water for hours. Easy walk to plenty bars and restaurants all with a good variety of food...
    Reviewed 11 June 2017
    This was my families first vacation. We stayed in 404 dockside. The place was full of all the amenities you would need to make the stay plesant including towels, toiletries...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This tastefully furnished 3 bedroom, 2 bath condo is loaded with amenities including an...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Terrace
    • Waterfront
    • Washer
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy a fun filled vacation on Clearwater Beach, FL at the Harborview Grande Condo. This 5th floor, 3 bedrooms 2 bathrooms’ unit is spacious with a full kitchen and plenty of room for the whole family. This condo has all the conveniences of home including flat screen TV’s. Walk out on to...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Bayside Condos 10 Direct Bayside View1 / 22
    (2)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 May 2017
    Bayside 10 was the perfect spot for our family of 5. It turned out to be an ideal location for privacy while still being close to all of the attractions. We had no use for a car...
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    About this property
    Newly Renovated Kitchen in this 2 Bedroom 2 Bathroom Condo Come Escape, Relax and Recharge in this condo with Clearwater Bay view Whether you are envisioning a spontaneous getaway or a carefully planned trip, a weekend escape or a month of pure rest. This modern condo in a small complex will fit...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clearwater Beach Suites 103 Close enough you can smell the Beach!1 / 25
    (1)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2017
    This condo was clean and perfect for a couple. Everything was exactly as advertised!! Would definitely stay here again.
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    About this property
    Clearwater Beach Suites is the perfect beach vacation setting, located at the north end of the beach resort community. Stroll from your front door onto a very short street that dead ends onto the beach. Your feet will hit the sand after a walk of a minute or less. The beach access here is one of...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    502 Bay Harbor1 / 31
    (13)Excellent
    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    One of the best experiences of my life! The condo was beautiful and a lot bigger than I expected. There was an issue with a door handle and they were out to fix it right away...
    Reviewed 21 March 2016
    Bigger and nicer than it looks in the pics. In the heart of Clearwater beach, walking distance of everything. I would definitely recommend to friends and would love to go back!
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Luxury Waterfront 3 bd/3ba Vacation Condo at Clearwater Beach, Florida--502 Bay Harbor Enjoy...
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    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    203 Bay Harbor1 / 28
    (1)Excellent
    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This spacious waterfront condo has been newly renovated with all new furnishings, new floors,...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FIVE PALMS SUITE 104 Suite 104 is conveniently located on the ground level a short distance from the tropical pool and tranquil pier. It’s decorated with a Tommy Bahama flair to give you that tropical island feel. The living area contains a fully-equipped kitchen with full-sized stainless steel...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FIVE PALMS SUITE 105 Stroll on over to our newly renovated, two-story unit that has a private deck along the intercostal. With new flooring added to the unit, this condo is filled with tropical accents and soft colors. 105 includes its own washer & dryer, full kitchen with dishwasher, 2 bedrooms...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Condo, 3 Bedrooms, 3 Baths, (Sleeps 6-8) The key to a great vacation is having a fabulous place to stay and you have hit the jackpot here! You are looking at a completely updated and furnished unit in the Bay Harbor building, the newest (2007) and one of the most architecturally stylish buildings...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    2 bedroom with king beds, 2 bath, washer/dryer, full kitchen, Keurig coffee maker, spectacular view of the marina. One assigned parking space. Adults Only over age 25. Hardwood floors. Pool. Beach is less than 150 yards away. Pier 60 is less than a 5 minute walk. The “Penthouse” is like nothing...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Five Palms Suite #201 - Daily - Weekly - Monthly1 / 18
    (1)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 June 2017
    This place is real value for money. Excellent location, walkable from Beach, Pubs, grocery store, on the clearwater beach area, well equiped, kitchen provided, one unit...
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    About this property
    FIVE PALMS SUITE 201 Put on your swimsuits and swim on over to this alluring, and comfortable unit. Take a dip in the pool just only down stairs or lounge out and enjoy the hot sun. This unit features a queen size bed, full kitchen. bathtub/shower, pull out sofa and a dining table. Five Palms...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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