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Wireless Internet
Air conditioning
Swimming pool
Private pool

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

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible

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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
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Cycling trips
Golf course on site or within 15 min walk
Waterfront
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront

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361 condos

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Quiet and Comfortable Condo Near Turtle Beach

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 5

“Siesta sweet spot” Great value for location. Nice pool, visits with the manitees. Close to everything. This time of year ocean water was amazing

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$127

Chinaberry 922 at Midnight Cove Siesta Key, FL.

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$171

Firethorn 612 at Midnight Cove Siesta Key, FL.

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 4

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$142

Siesta Harbor Beach Access Only a 6 Min Walk, Canal Views, WiFi, Pool/Hot Tub, C

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 4 minutes

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$104

Siesta Key Beach | Private Pool

Fruitville house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$402

Beach house for rent in siesta key beach.

Siesta Key house

5 bedrooms
3 bathrooms

sleeps 14

Responds fast! avg. 2 hours 0 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,006

Now Available - Modern Pool Home 1/29-2/26 2022 due to last minute cancellation!

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$275

BeautifulHome with Pool - 3 miles from Siesta Key Beach

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 38 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$242

Beautiful house for rent at siesta key beach with pool, theater and game room

Siesta Key house

7 bedrooms
3 bathrooms

sleeps 15

Responds fast! avg. 2 hours 0 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$2,846

Updated 4/2 pool home, 5 Mins to Siesta Key

Siesta Key house

4 bedrooms
2 bathrooms

sleeps 9

Responds fast! avg. 1 hour 26 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$328

Zen Bungalow

Sarasota house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$259

New Coastal Pool + Game Room home - sleeps 10

Sarasota house

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$569

#1 EXCLUSIVE Siesta Key Beach House /3 payments

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$259

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

2 bedrooms
3 bathrooms

sleeps 4

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$230

Private Pool Home Paradise- Detached Guest Suite- 8 minutes to Gillespie Park. 6

Sarasota house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$147

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: Rental types, Private outdoor pool (unheated)

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Price per night from

$534

Updated Home, Saltwater Pool/Spa, BBQ, Pond Views, 6 Min Bike Ride to Siesta Key

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$229

Lookout: By Beachside Management

Siesta Key house

4 bedrooms
6 bathrooms

sleeps 10

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$747

Rare opening in March. 5 Min Walk to Beach, Pool

Gulf Gate Estates house

4 bedrooms
4 bathrooms

sleeps 10

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$750

Siesta Key 4 Bedroom, Walk to Siesta Key Beach in 7 mins, Canal Home, Heated Spl

Siesta Key house

4 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$330

Lower Prices! Private Pool, WiFi, King Master w/En-suite, Garage, Washer/Dryer,

Gulf Gate Estates house

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$121

Steps to Siesta Key Beach, Pool/Spa/Tiki Bar

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$318

Midcentury modern pool home on Siesta Key w/ gorgeous backyard

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$304

4 min Walk to Siesta Key Beach Access, Wifi/YTube TV, Private Heat Optional Pool

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$265

Lower Pricing! Beautifully Renovated, Heated Pool, WiFi/Smart TV, Small Dog OK

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$342

Mid Century Modern Canal Home, Pool, King Master

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$306

Great Private Pool, Heat Extra, 2.5 miles to Beach, Dog Allowed, WiFi/Cable, BB

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$131

Gorgeous Siesta Key Home, Heated Pool/Spa w/Remote, Bike to Beach, WiFi, Game R

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$245

New Listing Fully Renovated, Saltwater Pool, Smart TV’s /WiFi, Covered Parking,

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$204

Private Pool, 6 Mins Beach, 2 Family Rooms, Cable

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$163

Added New Pool! South Sarasota Home, 10 Min to Siesta Key, Wi-Fi, Screened Patio

Gulf Gate Estates house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$149

Home with Private Pool, Fenced Yard, Smart TV, Single Car Garage, BBQ

Sarasota house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$120

Lower Prices! Walk to Village, Heated Saltwater Pool

Siesta Key house

3 bedrooms
4 bathrooms

sleeps 6

“Beautiful and clean private home with pool and close to everything!” The home was in walking distance to village and beach. Beautiful and clean home with private pool. The home had everything that we could ask for. We had an outstanding time on our vacation. We will definitely return to this home again.

Responds fast! avg. 4 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$197