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Oldsmar Cottages

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    20 Matching Rentals in the Oldsmar AreaView all 659 rentals
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    The following rentals are within 15 kilometres of Oldsmar.
    Cottage On The Water With Boat Dock1 / 18
    (2)Excellent
    Tarpon Springs
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pelican Cottage: A Tropical Paradise1 / 21
    (4)Excellent
    Tarpon Springs
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Charming Cottage in Clearwater1 / 46
    (6)Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Coconut Cabana 2/1 Cottage, sleeps 5, Two heated pools, Walk to Beach1 / 14
    (12)Excellent
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Washer
    • Porch
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Coconut Cabana is a fully equipped and supplied, 2 bedroom, 1 bath vacation rental. This cottage has central A/C, WiFI, complimentary W/D and more. The cottage has a living room, flatscreen cable Smart TV, full kitchen, table, two bedrooms, each with queen bed, closets, ceiling fans, bathroom...
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    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Crystal Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 1 bathroom home (clean, fresh and just updated) is located in a convenient and friendly neighborhood. Each bedroom has: - New mattresses, sleeping place for two - Large closet, one dresser and two nightstands that give you plenty of storage space for all your belongings The...
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    34681, Crystal Beach, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Cozy Cottage Clearwater1 / 15
    (2)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Patio
    • Outdoor Dining Area
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2017
    Sharon and John were wonderful hosts. The cottage was immaculate and well equipped. The bed was very comfortable. We especially enjoyed our morning coffee on the front, private...
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    About this property
    Centrally Located in a Beautiful Part of Clearwater, Florida minutes from the coast and award winning beaches. The Cottage offers a Fully Equipped kitchen with Full size appliances. Also included is High speed wireless internet and Brand New Flat Screened TV's. There is a separate bedroom with a...
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    33755, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Corner Cottage, 120 steps to the beach, Historic Beach House, sleeps  5, Pets ok1 / 34
    (34)Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Patio
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The picture above is indeed the cottage. Updated inside with hard surface counters, all necessary appliances and cooking needs. All tile floors. Fit our needs to the...
    Reviewed 12 June 2016
    We had so much fun at corner cottage. It was just the right size for our family, and so close to the beach. We walked to the beach each morning and evening, and let the kids nap...
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    About this property
    Beach lovers have enjoyed Clearwater Cottages since the 1920;s. The Blue Corner Cottage is 150 steps from the beach with no streets to cross. 2017remodel with granite countertops, Stainless steel appliances, cute and cozy. Feature high vaulted ceilings with hand made wood beams, and original...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Exclusive Quiet Beach Cottage - Monthly rental1 / 20
    (1)Excellent
    Clearwater
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Porch
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you like exclusive quiet beaches, this is it! This cute, 2 bedroom house is 2 blocks from a private beach in an exclusive area on north Clearwater Beach. There is a private entrance to the beach with a shower. The house has a private, fenced backyard and is located across the street from the...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Taylor's Tavern: 2 Blocks off Main Street!1 / 13
    (8)Excellent
    Safety Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Grill
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Great spot, private and very clean. This adorable efficiency had just what we needed for our stay. You are a 2 minute walk from the cutest variety of shops & restaurants...
    Reviewed 2 weeks ago
    Very quaint, cute, clean and perfect location. Convenience to lots of awesome restaurants and shopping.
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    About this property
    In the HEART of Safety Harbor, Florida, “Taylor's Tavern” is a charming 1 bedroom / 1 bath cottage, located on the grounds of a 1926 historical bungalow in the redevelopment district of downtown. It is decorated with romantic elegance and just 2 blocks from Main Street! It's a perfect get-a-way to...
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    34695, Safety Harbor, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pink Dolphin Cottage 100 Steps to the Beach Sleeps 7, Pets Okay, Value1 / 28
    (1)Average
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 November 2017
    The house was small for 4 people but the location was worth it, just a very short walk to the beach, also pets were allowed.
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    About this property
    Restored Beach Cottage, daily rentals, Private wood deck Tropical Backyard Just remodeled 1925 beach cottage 100 steps from the beach. Pink Dolphin Cottage features Samsung Smart Stainless Steel appliances, granite countertops with white beaded pine cabinets. Families have enjoyed these cute...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.1 / 35
    (7)Very good
    Clearwater
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Patio
    • Washer
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2015
    We had my daughter's first birthday here. We planned on being out on the deck for the party but the hideaway was the perfect size for everyone. The staff was great and it really...
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    About this property
    Hideaway Large Beach Apartment sleep up to 10 Guests (7 is standard occupancy) with Two Queen Beds,one Full Bed, children's bunk beds , and full size sleeper sofa. Great value for large family or two families with children and pet .. This is not an upscale fancy Condo, but for way less than...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 10
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    2BR Beach BlueJay Bungalow, Clearwater—Minutes to Sugar-white Sands & Dining1 / 24
    (1)Excellent
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cute 2BR, 1BA beach cottage in Clearwater (sleeps 4) is artfully decorated with new furnishings and shabby-chic décor. Within a 10-minute drive—or short bike ride—to Dunedin, restaurants, art festivals, and one of the top-rated beaches in the country. This home is less than a mile from the...
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    Location Information
    33755, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Restored Beach Cottage , Beach Block, Pets Okay, Sleeps 6, Tiki Hut1 / 26
    (1)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Private Garden
    • Parking
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great Value for familiy, 2 adults , up to 4 kids and pets, Beach side , 1925 Real Beach Cottage just 200 steps to the sand, Clearwater Beach, 5 blocks walk to Pier 60, in quiet historic part of Clearwater Beach called Clearwater Cottages, where there are several beach houses. 2016 remodel White...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Parking
    • Housekeeping Included
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom Renovated Beach Cottage, Beach Bungalow, Luxury Beach Cabin,B&B ( free breakfast for 2, daily one week guests ) Lemon Cottage is cute as a button. With no streets to cross you are just 300 steps to the beach, and 5 blocks walk to Famous Pier 60. Enjoy a Classic Beach Cottage with...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    A perfect place for a couple, Mango Tango Cottage1 / 12
    (23)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Grill
    • DVD Player
    • Porch
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2017
    Located within steps of the wonderful Clearwater beach, this condo is small but functional. Everything worked as advertised and the owners were a joy to work with. We would go...
    Reviewed 5 June 2017
    Great location. Steps to the amazing Clearwater Beach, restaurants, activities, and nightlife. The list goes on. We love it here because you have the peace and tranquility of a...
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    About this property
    What a great place for a couple. Our tropical Mango Tango, one bedroom, one bathroom vacation rental is part of a cottage resort complex located on the quiet Cyprus Avenue behind the Chapel By The Sea Church. These beautiful homes are landscaped together in a tropical garden, with palm trees and...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Banana Breeze/Lazy Lemon Cottage-2 heated Pools, Clearwater Beach,Gulf of Mexico1 / 20
    (39)Excellent
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Air Conditioning
    • Porch
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2017
    We enjoyed five days on Clearwater Beach, staying at Lazy Lemon on friends' recommendation. We spent the first few days without a rental car, so it was great that we had easy...
    Reviewed 20 November 2017
    Our 2nd year, so love the cottages, pools and location. A very clean and comfortable place. Great owners and friendly people at other cottages. We will see you next year, Thanks!
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    About this property
    Our 2/1 Banana Breeze/Lazy Lemon vacation home is part of a family friendly self-catering 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel by the Sea Church, on Clearwater Beach Island. These beautiful homes are landscaped together in a tropical garden, with 2 new heated pools,...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Cottage Clearwater Bch, Heated Pool, 2/2 Tangerine Dream1 / 16
    (41)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Porch
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 November 2017
    The cottage was very clean and is located at the quiet end of Clearwater Beach. The beds were comfortable as was the living room furniture. All the comforts of home were...
    Reviewed 14 June 2017
    This is a fantastic cottage with everything you could possibly need to enjoy your stay! The location is perfect and the cottage is very clean and well stocked with towels...
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    About this property
    Our 2/2 Tangerine Dream vacation rental is part of a family friendly cottage resort located on the quiet Cyprus Avenue behind the Chapel by the Sea Church on the Island of Clearwater Beach. These beautiful homes are landscaped together in a tropical garden, with 2 heated pools, patio, and all...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Orange Blossom-Key Lime Cottage-2 Pools-Clwtr Beach1 / 17
    (55)Excellent
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Porch
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2017
    A perfect get away with everything nearby. There were no surprises other than it is really more beautiful than pictured on this site. Everything is close by and the cottages...
    Reviewed 9 October 2016
    Loved the location, a small walk to the beach, a gas station real close and the little deli on corner was great.... The only thing I was disappointed in was the choices in...
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    About this property
    This bright large 2 bedroom,1 bath vacation rental is part of a 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel By The Sea Church on Clearwater Beach. Email now for best selection. These beautiful homes are landscaped together in a tropical garden setting with palm trees,...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Seaside Beach Cottage 16 Steps to the Beach1 / 30
    (2)Very good
    Clearwater
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2017
    Its an older house that has been very nicely renovated. Husband and myself stayed in poolhouse and kids and grandkids in main house. We loved the pool. Washer and dryer was...
    Reviewed 15 August 2017
    Overall we had a lovely time at this unit and it is within walking distance of the main hub of clearwater which is great. The beach is also just out the front door and the pool...
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    About this property
    Military Discount!! As a thank you for serving our country and protecting our freedom we would like to offer a Military Discount of 5% f all Active Duty, Retired Military and Veterans of All Foreign Wars from September 2nd 2017 through December 15th 2017. Please inform the reservationists at the...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Turned off by noisy concrete condos with stairs and bad parking? If so, this single-story cottage complete with a large outdoor space is ideal for you! Nestled in a quaint and quiet, residential neighborhood, Bertie's Nest is completely new inside and is the perfect place for turn-key, comfortable...
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    Location Information
    33755, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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