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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Table tennis
Games room
Pool or snooker table
Fax machine
Shared outdoor pool (unheated)
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Fridge
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Staffed property
Microwave
Linen provided
Towels provided
Bicycles available
Swing set or jungle gym
Trampoline
Private fishing lake or river
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
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Golf course on site or within 15 min walk
Lakefront
Golf within 30mins drive
Waterfront

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487 cottages

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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.

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Price per night from

$533

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.

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Price per night from

$230

Coral Reef Cutie 2Bedroom Bungalow - 4 Miles to Siesta Key

Osprey cottage

2 bedrooms
1 bathroom

sleeps 2

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$132

Charming Private Studio in Historic Downtown Area

Sarasota studio

Studio
1 bathroom

sleeps 3

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Price per night from

$259

Harbor Towers

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$138

Tiny House Siesta - Yellow Lifeguard Stand Tiny House

Siesta Key hotel apartment

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$423

Tiny House - Green Lifeguard Stand

Gulf Gate Branch house

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$465

Tiny House - Blue Lifeguard Stand

Gulf Gate Branch house

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$423

Tiny House - Margarita

Gulf Gate Branch house

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$471

Tiny House - Seashell

Gulf Gate Branch house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$315

Tiny House - Flamingo

Gulf Gate Branch house

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$400

Tiny House - The Siesta

Gulf Gate Branch house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$374

All Inclusive Executive Rental

Sarasota apartment

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$167

4 Bed 3bath Water front home

Sarasota house

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$436

Blue Haven B

Gulf Gate Estates house

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$125

Blue Haven Retreat

Gulf Gate Estates house

4 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$213

Blue Haven A

Gulf Gate Estates house

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$125

Newly Remodeled Spacious Loft in Sarasota!

Sarasota apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$295

Beachfront Getaway in Siesta Key

Siesta Key townhouse

1 bedroom
1 bathroom

sleeps 4

“Very comfortable, nice amenities and well run.” Loved the beach and the nearby restaurants. The free trolly ride was easy to use and a great way to go into the village.

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Price per night from

$224

Lido Sunshine L

Lido Key apartment

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$171

Piece of Paradise

Sarasota condo

2 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 3 minutes

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Price per night from

$96

Beautiful, Affordable Close to famous Siesta Beach

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

“It was wonderful!” Everything about the trip and condo was great! Mike met us to give us the keys and we called him for suggestions about restaurants, etc. and he was very helpful. The condo was very clean and had everything we needed. It was also great that we were able to use the beach chairs and umbrella. I am already trying to figure out when we can go again.

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Price per night from

$163