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Sarasota Cottages

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    Travelers to Sarasota are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    18 Matching Rentals in SarasotaView all 307 rentals
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    Sea Turtle Cottage1 / 18
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Sea Turtle Cabana1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 14, 2019
    We stayed for two weeks. Cottage is perfect for two people and a small dog. It is decorated very cute with a Floridian beach theme. Was very clean on arrival and had all the...
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    About this property
    Sea Turtle Cabana is a 1 bedroom private studio, sharing land with a charming historic house also used by guests. The cabana is chic decorated, cozy, and suits 1-2 people comfortably. The bedroom has gorgeous hard wood floors, granite kitchen counters, and a separate Florida room style sitting &...
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    Location Information
    Sarasota, Southwest Gulf Coast 34234
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Sarasota Pinecraft Cottage 21 / 18
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Patio
    • Parking
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 13, 2019
    I never book a place without reviews, but this one seemed so cute. Had a miscommunication over location with the owner and my anxiety grew. Had I somehow been duped??All those...
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    About this property
    Nestled in the heart of Sarasota, our cottages are tucked away in the beauty and nature that surrounds the Pinecraft historical cultural community. We are conveniently located just a short stroll away from some of Sarasota’s best Amish restaurants, quaint village shops, and don’t forget about Big...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Sauna
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Parking
    • Washer
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With nearly 500 square feet of living space, your vacation home can comfortably accommodate up to six guests in our two bedroom unit. Vacation homes are less than 2 years old, equipped with a raised screen enclosed lanai. Fully furnished kitchen, bedroom, living room with pull out couch, and full...
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    Location Information
    Sarasota, Southwest Gulf Coast 34240
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Guest Cottage, clean, convenient and remodeled.1 / 10
    (10)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Private Yard
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Patio
    • Outdoor Dining Area
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 2, 2018
    Sue and Dawn have done an amazing job equipping their wonderful studio for a perfect family vacation. The grocery store was barely three minutes away and the kitchen had...
    Reviewed February 27, 2017
    The cottage was even better than I anticipated. Our host Sue was just the best. The cottage is very close to the Ringling Museum, repertory theater and other entertainment. Easy...
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    About this property
    This get away is located in the Ringling Museum area and is a perfect choice if you're seeking a great location. You'll enjoy a private fenced in yard with a pergola, lounge chairs etc. Walk, dog walk, jog, bike, skateboard! This is a great place for it all! We are located in a quiet community...
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    Location Information
    Sarasota, Southwest Gulf Coast 34234
    Rental Home - 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE COTTAGE.... It will be easy to fall in love with this property even before pulling up to the driveway. Located on the corner of Siesta Drive and Wisconsin Lane, the home is nestled on a canopy road boasting with beautiful, exotic Florida trees, sure to make you feel like you're finally on...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Luxury Beach Cotttage1 / 32
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Grill
    • Private Yard
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable Luxury Cottage on Gulf front Estate, nestled among Oaks & Palms. Tongue and groove wood cathedral ceiling, white wood floors, wains-coat, tile bathroom, washer, dryer and dishwasher. Large sliding glass doors to enjoy a view of gardens & ponds. Relax, get away and enjoy Siesta Key's laid...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    SUNRISE HOLIDAY RETREAT1 / 11
    (61)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Secure Parking
    • Patio
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 1, 2019
    Cynthia , the owner has put a lot of thought to details in this charming cottage. It has everything for a romantic get away. We were pleasantly surprised when we arrived. We...
    Reviewed April 22, 2019
    Me and my fiancé book this cottage for 2 nights.They have reasonable prices and no fee for dogs which is awesome.The cottage has everything what you need,king bed with very...
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    About this property
    We are the best kept secret in town being near enough to walk to the Beach and all of what Florida has to offer. Owner handles all bookings directly with special offers available. MC Or Visa also accepted Worldwide. Be sure to check your currency exchange. Nightly rate is $110.00 US Dollars....
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Parking
    • Grill
    • Air Conditioning
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy peace and quiet in this cozy 2 bedroom, 1 bathroom cottage. This laid back home lets you dive into the experience of how Florida used to be, before it became a top tourist attraction - the 'Olde Florida'. The cottage is just minutes from downtown Sarasota, The Ringling, and the picturesque...
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    Location Information
    Sarasota, Southwest Gulf Coast 34237
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    The Urban Cottage A Romantic Getaway!1 / 26
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Yard
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Porch
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 10, 2017
    This charmingly restored cottage just minutes away from downtown Sarasota with its galleries, restaurants and beautiful waterfront was the perfect answer for my Florida vacation...
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    About this property
    It’s shabby chic meets high tech and it’s all in the details! Elegant, light and airy and just darn adorable best describes The Urban Cottage. Be the first guests to experience the luxury! Monthly discounts available! The Urban Cottage at The Bryant House is a newly restored 950 square foot...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Best thing about this home is LOCATION. Very central to everything Sarasota. This home has its own private entrance, outside barbecue, washer/dryer, two large flat screens, and fully stocked kitchen. Comfy beds, wonderfully decorated, very kid-friendly furniture, NO Glass. Tons of Eateries, Grocery...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • Parking
    • Private Yard
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Single-level, private entrance, 900 sf, all BRAND-NEW inside: Beds, Large Flat Screens, fully-stocked kitchen, washer/dryer, etc. About a 15 minute drive to Siesta Beach or Downtown Sarasota. Walk to restaurants, CineBistro, LA Fitness, Barnes & Nobles, Publix, Trader Joe's & Lucky's Market. Don't...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    A True 3 Bedroom, 2 Bath Property With A Private Outdoor Kitchen And Spa Nestled on the serene and inviting Crescent Street, a true wood picket fence is the classic cottage signature which perfectly frames the tropical landscaping and delightful curb appeal. Modern comforts of the 1,465 square...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Balcony
    • Central Heating
    • Terrace
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Beach Cottage is the perfect home for your vacation. We are located about 3 miles to Siesta Key where you can enjoy the #1 Beach, great restaurants, entertainment and much more. You can also enjoy the a kayak/paddle board launch less than .5 mile from our door. The property is fully fenced for...
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    Location Information
    Gulf Gate Estates, Sarasota 34231
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that the homeowner lives on site, in a completely separate unit with some shared outdoor amenities ** Book your coastal retreat to this quaint 1-bedroom, 1-bath Sarasota vacation rental cottage located 15 minutes from Florida's white-sand beaches. This meticulously renovated Key...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Please note: the homeowner lives on-site, in a separate unit. Additionally, exterior-facing security cameras are present at the property. See below for location specifics * Plan your next beach escape at this gorgeous 1-bedroom, 1-bathroom vacation rental cottage! This cozy getaway offers 4...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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