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Clearwater Cottages

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    Travelers to Clearwater are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    15 Matching Rentals in ClearwaterView all 559 rentals
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    Corner Cottage, 120 steps to the beach, Historic Beach House, sleeps  5, Pets ok1 / 34
    (35)Very good
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.1 / 49
    (8)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Cottage Clearwater Bch, Heated Pool, 2/2 Tangerine Dream1 / 16
    (43)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Orange Blossom-Key Lime Cottage-2 Pools-Clwtr Beach1 / 17
    (56)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Porch
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 6, 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 October 9, 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
    Clearwater, Florida 33767
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Coconut Cabana 2/1 Cottage, sleeps 4, Two heated pools, Walk to Beach1 / 14
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 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
    Reviewed August 24, 2018
    We loved our stay the pools was fun there place is clean and close to everything we walked everywhere lol and her and her husband are down to earth good people we will be going...
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    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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    Location Information
    Clearwater, Florida 33767
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Pink Dolphin Cottage 100 Steps to the Beach Sleeps 7, Pets Okay, Value1 / 32
    (3)Very good
    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 July 18, 2018
    Perfect cottage, super close to the beach! Really appreciated the beach chairs available for use during our stay. Within walking distance of Pier 60 and nighttime...
    Reviewed June 27, 2018
    I stayed at this beach house with my girlfriend The location is amazing less than 100 steps from the beach it was updated with great modern amenities freezing cold air...
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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
    Clearwater, Florida 33767
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Charming Cottage in Clearwater1 / 46
    (7)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • DVD Player
    • Shared Yard
    • Outdoor Dining Area
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 18, 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 September 21, 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 33755
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Grill
    • Balcony
    • Housekeeping Included
    • Cable/satellite TV
    • Patio
    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
    Clearwater, Florida 33767
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    A perfect place for a couple, Mango Tango Cottage1 / 12
    (24)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Grill
    • DVD Player
    • Porch
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 21, 2018
    Mango Tango Cottage is small but perfect for one person or a couple. Owners Teresa and Max are very helpful and the property is well maintained. Cottage has a well stocked...
    Reviewed July 13, 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...
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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
    Clearwater, Florida 33767
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Restored Beach Cottage , Beach Block, Pets Okay, Sleeps 6, Tiki Hut1 / 26
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Private Yard
    • 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
    Clearwater, Florida 33767
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Exclusive Quiet Beach Cottage - Monthly rental1 / 20
    (1)Excellent
    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
    Clearwater, Florida 33767
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Cozy Cottage Clearwater1 / 15
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Private Yard
    • Secure Parking
    • Air Conditioning
    • Patio
    • Outdoor Dining Area
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 10, 2018
    We weren't sure what to expect when we booked our stay. We found it to be relaxing and comfortable. The shared backyard is nice for pets and we even learned about the...
    Reviewed April 9, 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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    Location Information
    Clearwater, Florida 33755
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Banana Breeze/Lazy Lemon Cottage-2 heated Pools, Clearwater Beach,Gulf of Mexico1 / 20
    (42)Excellent
    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 May 8, 2018
    This is our 3rd visit to the cottages! We’ve stayed in 3 different cottages and loved each one! Location is wonderful, very close to beach and restaurants. All cottages are...
    Reviewed May 5, 2018
    Second year we’ve been there and we love it. Walking distance to everything in Clearwater Beach. Quieter part of the island. Teresa and Max are great and very responsive. Kid...
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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
    Clearwater, Florida 33767
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Seaside Beach Cottage 16 Steps to the Beach1 / 29
    (2)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 9, 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 August 15, 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% fr all Active Duty, Retired Military and Veterans of All Foreign Wars from September 2nd 2017 through December 18th 2018 \'excluding holidays\'. Please inform the...
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    Location Information
    Clearwater, Florida 33767
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Yard
    • 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
    Clearwater, Florida 33755
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    78° 64°
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    72° 57°
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    67° 51°
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    Additional Clearwater Info

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    • Local time: 10:50 AM (EDT)
    • Peak travel: March - April
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