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Holiday Rentals near Clearwater Jolley Trolley

410 N Myrtle Ave, Clearwater, Florida 33755-4433
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    Travellers to Clearwater are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Clearwater
    Affordable resort style condo with pool1 / 24
    (6)Excellent
    2.0 kilometres from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Luxury condo overlooking gorgeous pool1 / 100
    (26)Excellent
    2.2 kilometres from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Stunning Modern Single Family Home/Vacation Rental1 / 41
    (13)Very good
    0.9 kilometres from Clearwater Jolley Trolley
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Royal Marina | Avalon at Clearwater | Minutes to Clearwater Beach1 / 46
    (23)Excellent
    2.1 kilometres from Clearwater Jolley Trolley
    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
    This is our second stay in this beautiful condo and we found it as we knew it last time: clean, welcoming, fully equipped. A home away from home indeed! Thank you!
    Reviewed 13 April 2018
    The condo was perfect and beautiful! Has all of the amenities you would need plus beach toys, beach chairs and a pack n play! The area around it was also nice and had a few...
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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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    Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    LUXURY RETREAT near best GulfCoast Beaches1 / 13
    (2)Excellent
    2.1 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Terrace
    • Patio
    • Air Conditioning
    • Washer
    • Parking
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 2017
    Our condo was beautiful, updated and near the warm relaxing pool! It was well stocked and it was wonderful to have sheets, towels, toilet paper, etc available. It was so clean...
    Reviewed 25 May 2016
    Margaret was a great host. She e-mailed back quickly when I had any questions. The condo itself is beautiful! Clearwater has some good attractions, places to eat and great...
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    About this property
    The Avalon condominium complex in Clearwater, Florida is a gated community minutes away from Clearwater Beach and most famous beaches on the Gulf of Mexico. Minutes away from both Tampa and St Petersburg International Airports.Close to Florida's major attractions - Bush Gardens in Tampa; Disney...
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    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Charming Fully Furnished 3 Bedroom Townhouse1 / 23
    (5)Very good
    1.4 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2018
    We really enjoyed our stay. Less than 10 minutes from Clearwater Beach. If your looking for a luxury condo this is not for you. If you want a reasonable quiet place, clean...
    Reviewed 26 February 2017
    Two couples stayed in condo for three nights. We were able to walk to the store to get extra ice and small items that we had forgotten. The drive to the beach and golf course...
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    About this property
    1400 Square foot upstairs and downstairs newly remodeled, quaint town home in the heart of Clearwater. Five Minutes to the beach, 20 minutes to Tampa and airport, 1 1/2 bath, washer/dryer, WiFi, quiet neighborhood, small yard, parking, A/C, two queen size beds, one single bed, large closets, huge...
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    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Clearwater  Vacation Condo 2 bed.1 / 24
    (3)Very good
    2.1 kilometres from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Washer
    • Patio
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Housekeeping Included
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2017
    your condo was lovely, and clean witch is inportant to us and everthink we needed was there, i love clearwater beach
    Reviewed 10 May 2016
    I found the condo to be well furnished and guest ready when I arrived. The condo complex has a very nice swimming pool which I enjoyed. The condo is located only about 5...
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    About this property
    This vacation condo is pearfect for families and couples who want an affordable, resort-like stay in Florida. The Condo has been made brand new and has 2 bedrooms and 2 bathrooms. The condo is is on the third floor. The condo is only 5-10 mins away from Clearwater Beach.The Condo has been made...
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    Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Avalon at Clearwater1 / 29
    (28)Excellent
    2.1 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Bombshell Beachhouse-Waterfront Beachhouse Steps Away from Nation's #1 Beach1 / 11
    (2)Excellent
    2.8 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Balcony
    • Patio
    • Central Heating
    • Ocean Views
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We booked this property for my sister's bacherolette trip and it was everything we expected and more! There were 10 of us and this property provided more than enough space for...
    Reviewed 20 June 2017
    Fantastic modern house with exceptional views from all 3 floors including dolphin swim bys. Furnished to a high spec on all levels. Short walk to beach/restaurants etc. Loved...
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    About this property
    Welcome to The Bombshell Beach House! This 3 story, 3 bedroom luxury water-front townhouse located in Clearwater Beach, FL has been a childhood dream come true for me as a Clearwater native! As avid travelers, my husband and I wanted to create a STAY-CATION spot that mixed in all of the comforts of...
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    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Island Key Condos 302 Waterfront Condo 5 min walk to Beach1 / 24
    (1)Very good
    2.7 kilometres from Clearwater Jolley Trolley
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Terrace
    • Internet Access
    • Balcony
    • Cable/satellite TV
    • Washer
    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
    Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Serenity on Clearwater Beach Unit 11 / 17
    (2)Very good
    1.0 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 January 2018
    We were greeted with chocolate chip cookies when arrived at the condo, I had questions with parking and Jennifer was great, she answered all our questions. The place was walking...
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    About this property
    Enjoy this beautifully furnished beach rental located on the island of world renowned Clearwater Beach. Just a short walk to the sand, this 3 bedroom, 2 1/2 bath town home is beautifully decorated with large expansive and comfortable living areas. The town home sleeps (maximum) eight people and is...
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    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Slice of Paradise II1 / 10
    (1)Excellent
    0.9 kilometres from Clearwater Jolley Trolley
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SLICE OF PARADISE II This charming 2-BR unit offering an area for grilling and chilling! Enjoy the charm of this nicely decorated tropical beach apartment! Nestled in the Tourist District of North Clearwater Beach you are only a few blocks over to the white sands and blue waters of Clearwater...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Clearwater Beach Waterfront Townhouse on the ICW1 / 48
    (9)Excellent
    2.9 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Hot Tub
    • Patio
    • DVD Player
    • Washer
    • Ocean Views
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 March 2018
    We thoroughly enjoyed our stay at this townhouse in February 2018. It has something for everyone. My husband especially loved being able to fish on the dock...as he did every...
    Reviewed 14 March 2018
    my family and I can't say enough about the accommodations in this home. in summary, it had basically all our family needed for the stay (spouses, two children, grandparent...
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    About this property
    Ahhh! The Clearwater Beach Life. Located on the Intracoastal Waterway in Clearwater Beach, this 2400 sq. foot (3400 sq. foot total) beautifully appointed 3BR/3BA Mediterranean style townhome with private elevator, comes with every amenity your family needs for an amazing vacation. The unit includes...
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    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Bayside Condos 10 Direct Bayside View1 / 22
    (2)Excellent
    2.6 kilometres from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    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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    Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clearwater Beach, modern one bedroom in Avalon Complex1 / 44
    (13)Excellent
    2.1 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Secure Parking
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 January 2018
    Don’t hesitate to rent this apartment, spacious, excellently equipped and clean. Owners available if any problems. Would highly recommend.
    Reviewed 9 December 2017
    The location for us was excellent close to shopping and restaurants and just a short drive to Clearwater Beach. The condo it self was very nice well decorated, clean...
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    About this property
    Modern condo at The Avalon complex in Clearwater, Florida. Avalon is a gated community only 5 minutes away from Clearwater Beach on the Gulf of Mexico - voted as the #1 Beach in the US in 2013. It is close to Florida's major attractions - Disney World, Universal Studios, SeaWorld and Busch Gardens....
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Beautiful 2bedrs/2baths, 5min from the beach, with pool1 / 28
    (10)Excellent
    2.1 kilometres from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Patio
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2018
    If I could give this a 10 Star rating I would!! This condo is incredible, we felt like we were at home, Convenient is not the word, you are so close to everything you will NEVER...
    Reviewed 17 August 2017
    We really enjoyed staying at your condo. I absolutely fell in love with the area. We could not have been happier.
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    About this property
    The condo is located on the top floor (3Rd floor), tastefully decorated with new furniture, new hardwood floors and vaulted ceilings in the main living area. The condo offers two bedrooms, two newly renovated bathrooms, a big kitchen that opens in a large space created by the dining room and the...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    POOL VIEW Feel at Home in a modern condo1 / 28
    (13)Excellent
    2.1 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Secure Parking
    • Balcony
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Exactly as advertise. Great location. Very clean. Owners are great. Thanks Erwin and Elena. We will certainly spend another vacation at your condo in the near future. John
    Reviewed 1 April 2018
    We had a fantastic stay at the condo. It was clean, the bed was comfortable and the grounds are safe and maintained. We visited The Florida Aquarium, Bush Gardens, Clearwater...
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    About this property
    New listed! Enjoy your stay and Feel at Home in a modern condo with pool view For your best vacation, welcome to stay in our newly renovated and tastefully decorated condo for having a relaxed vacation ! Family with kids, young retired ( snow birds) or just couples who want to spend romantic...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The Cove  Sunset House and Gardens1 / 56
    (2)Very good
    2.3 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Porch
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Shared Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2017
    I stayed in one of the hostel rooms at this property. I found myself wanting to spend as much time HERE as out in town (which is also fabulous). Owner puts her heart and soul...
    Reviewed 27 May 2015
    The Cove feels like it's in a somewhat secluded area, but there is easy access within a few miles to beaches, the cute town of Dunedin, bike trail, and big-box shopping if...
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    About this property
    An awesome front porch with a neat little apartment attached to it. A taste of old Florida-Relax under the front porch while sipping sweet tea and forget all about the snow up north! Sleeps 3. 4 is ok if at least 2 are children under 12. 5 mi to Clearwater Beach and 1 mi to downtown Dunedin....
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    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Royal Paradise - Avalon at Clearwater | Minutes to Clearwater Beach1 / 45
    (15)Excellent
    2.1 kilometres from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    It was really perfect unit for our family. Our kids loved this place and felt it like at home. Condo was beautifully updated, clean and equipped with everything we need (chairs...
    Reviewed 1 week ago
    We had a wonderful vacation at an excellent condo. The owners have done a wonderful job renovating the unit. There is literally nothing to complain about. The mattresses are...
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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
    Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.9 kilometres from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SEASIDE SECLUSION 3U Nestled within our renowned quaint resort beach town this beach house boasts a spacious floor plan...Two bedrooms, 2 bathrooms and pool that will keep you coming back year after year. The atmosphere in Clearwater Beach is unhurried; the temperatures are warm with refreshing...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    YOUR HOME AWAY FROM HOME  from CLEARWATER BEACH!!!1 / 21
    (1)Excellent
    2.1 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Hot Tub
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2017
    Upon opening the door we were impressed with our 'home away from home'. Very clean and neat. Everything that we needed to continue our daily routine as a family of 4 with two...
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    About this property
    1 BED apartement, Sleeps 4 , minutes from Clearwater Beach ! This beautiful Second floor (top) fully furnished, very clean 1 bedroom/1 bath condo with it's own private entry is nicely decorated and perfect for a get away vacation. This property is very well equipped for a family of 4, featuring a...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The Hideout:Charming Studio Apartment1 / 46
    (5)Excellent
    2.3 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Patio
    • Parking
    • Air Conditioning
    • DVD Player
    • Grill
    • Porch
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2017
    Vicky's super amazing guide book was super amazing.It saved me a lot of time & was very accurate. A perfect spot for me & my small dog for a week.I highly recommend the...
    Reviewed 16 April 2017
    Loved it! It was an amazing stay! Recommend for sure! No complaints. It was like a home away from home.
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    About this property
    The Hideout is a charming studio apartment that sits towards the back of the building. It has private patio, large bathroom and separate kitchen. There is free onsite parking. Although the Hideout has a seperate sleeping area, I still consider it a studio apartment due to its size. The property...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Waterfront Condo 21. Quiet Location, but walk to Live music & great restaurants!1 / 39
    (12)Excellent
    2.6 kilometres from Clearwater Jolley Trolley
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Grill
    • Wi-Fi
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2018
    Condo is very convenient to all amenities. Can drive to every directions within 30 minutes. The condo was very comfortable for two people and had all the amenities you would need.
    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...
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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
    Clearwater, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Dew Drop Inn - 5 min to beach1 / 22
    (4)Excellent
    0.7 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Outdoor Dining Area
    • Porch
    • Washer
    • Wi-Fi
    • Parking
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2017
    The Dew Drop Inn is very close to lots of great places that our family visited during our stay there. We were less than 10 minutes away from several beaches and the Clearwater...
    Reviewed 2 January 2017
    The place was great for 5 of us, the kitchen is well equipped, the beach towels were helpful, it's quite buggy sitting outside, the upstairs bathroom door could be fixed so it...
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    About this property
    The Space You'll love the historic charm of this 2-story Foursquare Bungalow home! Built in 1925, 'Dew Drop Inn' has architectural details found only in early Florida homes. Beautiful hardwood floors and custom decorating accent the living room with brick fireplace. This home has been completely...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.1 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Space Spacious one bedroom queen bed suite with big walk in closet, a queen sofabed, wifi, and 42' flat screen TV, laundry, located within the gated community, Avalon at Clearwater. Ground floor location means no stairs to climb! Guest Access Fantastic amenities include a gorgeous heated...
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    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Charming Cottage in Clearwater1 / 46
    (7)Very good
    2.3 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Outdoor Dining Area
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2015
    The cottage was exactly as pictured and the owner was very quick to respond to all of our needs in the booking process. Check in was simple and the cottage was clean. My only...
    Reviewed 21 September 2014
    Very cute little cottage. Close to the beach.Perfect for one or couple looking to be out of typical hotel scene. Lovely garden and surroundings.Would definitely rebook.
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    About this property
    Charming cottage in a quiet neighborhood near many attractions. 5 miles from Clearwater Beach and 1 miles to delightful downtown Dunedin! Full kitchen-Stove, fridge, sink, microwave. Generously stocked with cookware and servingware. The cottage has it's own private driveway with room for...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Summer Breeze1 / 21
    (1)Excellent
    0.9 kilometres from Clearwater Jolley Trolley
    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summer Breeze offers a huge new pool and deck along with spacious accommodations that are perfect for family reunions. This home has been custom-designed and furnished with tropical accents. The Summer Breeze Beach House is one street over from the Bay Areas most-famous tropical Beach! Youll enjoy...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    0.9 kilometres from Clearwater Jolley Trolley
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Clearwater Beach Splendor is just a short walk away from the white sands of Clearwater Beach and the Intercoastal! Offering a nice selection of comfortable and relaxing accommodations that will please the most discriminating vacationer. The colors that fill each room are reminiscent of the...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    2.3 kilometres from Clearwater Jolley Trolley
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
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    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachcomber's Luxury Home This property is a monthly rental only - please contact us directly for rates and availability. Your ultimate vacation begins with this incredible beach house. This deluxe 5 bedroom 4.5 bathroom house is a splendidly designed 3-level house with all the comforts of home...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    0.9 kilometres from Clearwater Jolley Trolley
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the beauty of the Gulf staying at the luxurious Casa Del Mar & La Casita Studio Suite. Conveniently located in a beautifully landscaped neighborhood across the street from the Bay Areas most famous beach! This newly renovated custom-designed historical home is the perfect setting for you and...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    2.6 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming studio condo is the perfect place to relax in between afternoons on the sand and time out by the heated pool. This unit provides a queen sized bed with large, wall mounted flat screen TV which can be seen either from the bed or the couch. A nautical touch is the hallmark of the...
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    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    MODERN CONDO IN GATED COMMUNITY MINUTE FROM BEACH1 / 38
    (3)Excellent
    2.1 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a one bedroom one bath newly renovated luxurious condo with a full kitchen, bathroom, closet, large bedroom, and cozy living area. The kitchen is fully equipped with a microwave, toaster, coffee maker, large fridge, full stove, set of silverware, pots and pans, cups, and glasses. Bedroom...
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    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beautiful Condo at The Avalon Clearwater1 / 28
    (9)Excellent
    2.2 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2018
    The condo was very nice and conveniently located in the condo complex. Loved the gated security. Stayed in January and the weather was not real warm, so didn't go to the beach...
    Reviewed 7 August 2017
    Condo was well appointed, kitchen was nicely stocked with cooking utensils. Décor was warm and inviting as well as comfortable. All in all a lovely place to stay.
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    About this property
    This newly renovated first floor condo is your perfect vacation oasis. This property is very well situated in a gated community. We are located only 3.5 miles from the beach (Clearwater Beach - voted most beautiful beach in the USA in 2013). Several restaurants, a shopping center and a...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2.6 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
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    • Waterfront
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly Updated Studio Style Condo Whole unit has freshly painted walls and trim, new wall art, new futon, coffee table, dining table and stools. In addition, the unit has new lamps with LED lights. The kitchen has been updated with a new set of knives, butcher block and drinking glasses. There...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Gulf Getaway-5 min 2 beach, Downtown1 / 16
    (2)Very good
    0.7 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 November 2017
    Next time I go to Clearwater I will stay her! Bathrooms were clean, plenty of towels provided. Bedrooms had great closet space & extra pillows & blankets. The kitchen was...
    Reviewed 30 November 2015
    This house is very spacious for the price, it was great for two families and it had everything we needed for our stay. The owner was real nice to.
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    About this property
    The Space This home is in the Magnolia Park neighborhood which had many homes built in the 1920’s. It’s location is close to downtown Clearwater and has quick easy access to Clearwater Beach by car, bike trail, or trolley bus. Clearwater Beach was voted Best Beach Town in Florida, 2013, by USA...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brightwater Blue Townhomes Vacation Rental w/ Boat Slip on Clearwater Beach~New!1 / 36
    (1)Excellent
    2.8 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2017
    We just returned from a week in Clearwater and loved our stay. This townhouse was walking distance from almost everything we wanted to do including the beach, marina, dining...
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    About this property
    Welcome to Brightwater Blue, our Brand new vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach,...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2.6 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay longer & save more! Discounts for longer stays in 2018. 10 nights $150/nt. 14 nights $110/nt. 30 Nights $80/nt (2018 only) Price will be adjusted for longer stays after request) Beautiful Condo directly on the beach with amazing Gulf views from every where in the condo! The condo is...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2.2 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Leave your worries behind when you head to Clearwater, Florida for a relaxing retreat at this 3-bedroom, 2-bathroom vacation rental house! Nestled in a peaceful neighborhood, this 2,070-square-foot abode provides up to 6 guests with modern amenities and an ideal location close to Clearwater Beach....
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.6 kilometres from Clearwater Jolley Trolley
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Private Outdoor Pool (Heated)
    • DVD Player
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    • Waterfront
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This updated studio condo directly overlooks the pool and Clearwater Harbor - 2 NIGHT MINIMUM STAY! We have a queen bed, and a full size sofa bed, a 32' flat screen TV, free wifi and a dvd player and fully stocked kitchenette for those home cooked meals. There is also a charcoal barbecue grilll...
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    Clearwater, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Brightwater Point 105 Grand Water Views1 / 25
    (5)Excellent
    2.6 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Shared Outdoor Pool (Unheated)
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 November 2014
    The most wonderful condo in a fabulous location. Spotlessly clean and comfortable..... home from home. The best view ever; enjoyed the manatee, dolphins and osprey. Beach only a...
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    About this property
    When coming to Clearwater Beach for a month, one can\'t help but to spoil themselves with the biggest three bedroom property and the best Bay Views\' available. Whether it\'s the rooftop terrace with views of the entire bay and downtown Clearwater, the gorgeous and upscale furniture of the three...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2.8 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    INFINITY SUN BEACH HOUSE Infinity Sun Beach House, located on one of Clearwater Beach's newest waterfront communities, introduces a magnificent coastal contemporary townhomes with British Colonial influences constructed to the most current building standards and codes while promoting energy...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    801 Harborview Grande1 / 31
    (13)Excellent
    2.7 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2016
    We loved this place. We traveled with three teenagers and it was perfect. This condo has EVERYTHING. Even has beach chairs and boogie boards on the balcony for your use...
    Reviewed 12 June 2014
    We stayed in #801 at the Harbourview Grande and absolutely loved this condo. The views were incredible and the condo was beautiful. The location was perfect. We walked across...
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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! Beautiful Waterfront Penthouse level Condo at Clearwater Beach - 3 bedroom, 2 bath This...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Clearwater Beach Waterfront #19  2 Queen beds! Walk to Live music by the water!1 / 32
    (8)Very good
    2.6 kilometres from Clearwater Jolley Trolley
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Waterfront
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    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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    Clearwater, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Serenity on Clearwater Beach Unit 11 / 17
    (2)Very good
    1.0 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    SERENITY ON CLEARWATER BEACH Vacation Rental Unit 1 Enjoy this beautifully furnished beach rental located on the island of world renowned Clearwater Beach. Just a short walk to the sand, this 3 bedroom, 2 1/2 bath town home is beautifully decorated with large expansive and comfortable living areas....
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    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Vacation Home Rental - 6 Minutes From Clearwater Beach 2BR/1 + Garage1 / 32
    (2)Excellent
    2.0 kilometres from Clearwater Jolley Trolley
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2017
    The owner was very pleasant to work with. Very responsive to questions and knowledgeable of the area. The house is very clean and well maintained. The house was stocked with...
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    About this property
    Beautifully remodeled home in Florida. Located just 6 minutes from the AWARD winning white sand beaches of Clearwater. Has washer & dryer on property, garage with remote for you to park in so NO getting in 100+ degree car & NO DEED RESTRICTIONS on the property so that means bring your RV, boat, jet...
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    Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    1BR Pool View Condo in Clearwater Florida1 / 18
    (5)Excellent
    2.1 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Loved the location! Groceries, gas across the street, wonderful bar and grill next door and you are just minutes away from the beaches. The condo has everything that you need...
    Reviewed 21 February 2018
    The condo was EXACTLY as pictured. It was clean and nicely decorated. It had plenty of kitchen supplies like dishes, utensils, small appliances, large refrigerator, ultra...
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    About this property
    Watch spectacular sun rises from our pool view balcony and magnificent sunsets from the US no. 1 beach at Clearwater Beach, just 7 minutes drive away. Enjoy a recently remodeled third floor one bedroom Condo with spacious open plan living area and high vaulted ceilings and balcony in the gated...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Luxury Water Adventure1 / 17
    (1)Excellent
    2.5 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    Reviewed 24 January 2018
    I had one of the best vacations I have ever had staying on this boat. It is elegant and beautifully done. Enjoyed sitting out on the top deck to have a drink each day at sunset...
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    About this property
    Why stay by the water when you can stay ON the water? For the price of what it costs to rent a small boat for the day, you can wake up in this 52-foot air-conditioned houseboat surrounded by the beauty of the ocean on all sides of you. This deluxe water oasis is moored out in a calm and shallow...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2.6 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brightwater Point Condo Unit 206 When coming to Clearwater Beach for a month, one can\'t help but to spoil themselves with the most significant three bedroom property and the best Bay Views\' available. Whether it\'s the rooftop terrace with views of the entire bay and downtown Clearwater, the...
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    Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    CLEARWATER LUXURY RESORT STYLE  CONDO1 / 79
    (20)Excellent
    2.1 kilometres from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
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    • Patio
    • Washer
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    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    My husband and I spent a week in this condo at Clearwater. The owner is a really nice guy...he was very helpful. His housekeeper is also a sweetheart. We loved the location...
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    About this property
    Elegant resort style property with all the appointed amenities including a heated pool, fitness centre, clubhouse with internet access and minutes from one of the World's Best Beaches, Clearwater Beach rated one of the top beaches in the USA and steps from Pier 60 celebrated for breathtaking...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2.7 kilometres from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this large, three bedroom, two 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 assigned parking space under the building. The location puts you in the...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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