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Vacation Rentals & Beach Rentals in Siesta Key

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36 beach rentals

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 16 minutes

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Price per night from

$196

Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 26 minutes

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$125

Crystal Sands Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

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$333

Newly Renovated Waterfront Condo w/Beach Access

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

“Awsome” We stayed at this condo for 7 days. We enjoyed our stay, everything was perfect , ocean just across the road , just a short walk, private beach access, condo itself was very well kept, beautiful kitchen, everything inside is new, appliances, showers, TV and couches, Pool right outside the condo. Deborah was very helpful with everything. Thank you!. I would come back here again.!

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$164

Palm Bay Club - 100 Yards From The Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 8

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$278

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 6

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$162

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$304

Amazing Beachfront Condo, Siesta Key, 100ft+ Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$196

Breath Taking 3bedroom/2bath steps from Siesta Key Beach-Bianco Sands 1128

Siesta Key villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$549

Beach, Village, Dock, Private Heated Pool... Fantastic Location, No Car Needed!

Siesta Key house

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$457

Relaxing 2bed/2bath Pool Side, Steps from Siesta Key Beach!-Bianco Sands1126

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$827

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN, UPDATED KITCHEN!

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$257

Siesta Key townhouse steps away from the beach and the village

Siesta Key townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$470

Great rentals within 20 miles that match your search

Casa Calm: King Room, Yoga, Spa

Sarasota private room

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$141

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 25 minutes

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Price per night from

$79

GUEST HOUSE

Fruitville guest house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 46 minutes

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$74

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$100

Comfy cozy private room!

Bradenton condo

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$143

Private, quiet, and very safe on 1 acre wooded lot just north of Lakewood Ranch

Bradenton house

3 bedrooms / 3 bathrooms / sleeps 3

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$166

IMG golf private 3 bed home

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$200

Perfect Venice Island 2+2 Vacation Rental close to downtown and the beach!

Venice house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$132

Beach front condo in Longboat Key

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 21 minutes

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Price per night from

$286

Sand Castle well appointed home steps from beaches

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 14 minutes

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$514

Lovely Lakeside Condo near beaches, shops & IMG

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

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$143

Awesome Farmington Vistas Condo in Venice FL 3 BR

Venice condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 31 minutes

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Price per night from

$98

4bed/3bath Englewood home with heated pool, walking distance to Manasota Beach!

South Venice house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$287

NW Bradenton Exectitive Home

Bradenton house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$453

~ OCEAN FRONT DLX STUDIO ~ SPECIAL $142/night , Feb 6-13

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 27 minutes

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Price per night from

$148

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$287

Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key villa

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$184

PLAYA ESMERALDA BOUTIQUE INN/AQUAMARINE SUITE

Cortez apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 33 minutes

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Price per night from

$228

Amazing Hacienda Style Villa - Very Close To Siesta

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$423

'Reel Paradise' Newly renovated Steps to beach & our fishing dock on Bay

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 2

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$171

Private home 3 bed, 2 bath, pool 12 min to beaches

Venice house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$226

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 13 minutes

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Price per night from

$360

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 13 minutes

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Price per night from

$196

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