Sarasota Cottages | FlipKey Vacation Rentals

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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Washing machine
Garden
Internet access
DVD player
Fireplace
Private tennis court
Cot available
Sauna
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Video player
Fax machine
Pool or snooker table
Table tennis
Ceiling Fans
Games room
Clothes dryer
Boat available
Cribs
Shared outdoor pool (heated)
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Linen provided
Staffed property
Hair dryer
Telephone
Solarium or roof terrace
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Stove
Private fishing lake or river
Fridge
Freezer
Microwave
Towels provided
Bicycles available
Climbing frame
Swing set or jungle gym
Trampoline
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Mountain Views
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront
Waterfront

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34 cottages

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Siesta Key Beach Cottages on Crescent

Siesta Key cottage

2 bedrooms
2 bathrooms

sleeps 6

Match: Rental types Children's pool

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Price per night from

$223

Townhouse in Resort Community of Gran Paradiso

Venice apartment

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Children's pool

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Price per night from

$237

Anna Maria Islands best location Heated pool Best prices!

Anna Maria Island house

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Rental types, Children's pool

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Price per night from

$858

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Rental types, Children's pool

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Price per night from

$205

Venice Immaculate RemodeledHome-2 Bdr/2 Bath-Pool-WIFl&CABLE-2 Miles to Beach

South Venice house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Children's pool

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Price per night from

$172

Seaplace Condo - 1975 GMD 104

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Children's pool

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Price per night from

$191

* SUPER SPECIAL RATES at Harbor Towers *

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 56 minutes

1 of 2 match: Rental types, Children's pool

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Price per night from

$114

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

1 of 2 match: Rental types, Children's pool

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Price per night from

$476

Sea Waves in Anna Maria Island with Private Dock

Anna Maria cottage

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Rental types

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Price per night from

$377

Newly renovation bay side cottage: Sea Breeze

Anna Maria cottage

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Children's pool, Rental types

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Price per night from

$354

Luxury Beach Cotttage

Sarasota cottage

1 bedroom
1 bathroom

sleeps 2

“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.

1 of 2 match: Children's pool, Rental types

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Price per night from

$531

2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!

Bradenton Beach cottage

3 bedrooms
2 bathrooms

sleeps 8

“Best home away from home at the beach.” I spent a lot of time searching for a bungalow at the beach and my expectations were surpassed when I opened the door! The owners were thoughtful in design, layout and furnishings to provide a laid back experience at the beach. I wished I could have stayed forever - it was that nice. I especially enjoyed the fully stocked kitchen which included colorful dishes to match the colorful walls and great blue floor! Best of all - location - you can walk everywhere as you are right in the historic Bridge Street neighborhood.

1 of 2 match: Children's pool, Rental types

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Price per night from

$245

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 41 minutes

1 of 2 match: Children's pool, Rental types

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Price per night from

$458

HISTORIC WATERFRONT COTTAGES..DOCK...BEACH...Couples, Families, Reunions!

Bradenton Beach cottage

4 bedrooms
4 bathrooms

sleeps 15

1 of 2 match: Children's pool, Rental types

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Price per night from

$294

Vacation Waterfront Cottage

Myakka City cottage

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Rental types

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Price per night from

$157

Manatee River Cottage in Historic Old Town

Palmetto cottage

3 bedrooms
1 bathroom

sleeps 7

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$148

Songbird Cottage

Anna Maria Island cottage

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Rental types

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Price per night from

$110

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Rental types

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Price per night from

$744

Bermuda-esque Island Cottage! Steps to Sand!

Longboat Key cottage

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Rental types

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Price per night from

$175

Pet Friendly Guest House - Enjoy some peace at Indian Beach - Saphire Shores!

Sarasota cottage

1 bathroom

sleeps 2

“Charming studio in lovely quiet neighborhood with fenced in private outside area.” This studio has everything you'll need. It's located in a beautiful neighborhood, great for walking. There's a small park just down the road a couple of blocks where you can sit and watch the amazing sun sets or just enjoy watching the boats ride by. The owners are very nice and have a few fur babies of their own, so they may allow you to bring your doggie,too! Sue/Dawn......thank you!!!! I hope to return & stay again.

1 of 2 match: Children's pool, Rental types

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Price per night from

$229