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Vacation Rentals & Beach Rentals in Siesta Key

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50 beach rentals

Gorgeous Direct gulf Front 2 Bedroom Condo on Siesta Keys... JUST REMODELLED

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

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$188

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

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 10 minutes

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$125

WOW Factor Siesta Key Beach Gulf Front Condo in Siesta Dunes on #1 Beach in USA

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 19 minutes

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$277

Crystal Sands Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

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$405

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.!

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$169

Spectacular Siesta Key Beachfront Condo, Sarasota Surf & Racquet Club

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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$245

Palm Bay Club - 100 Yards From The Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 8

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$247

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 6

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$164

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$313

EP-301 Gulf View Spacious Condo on Siesta Key Beach #1 in USA

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 8

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$282

Amazing Beachfront Condo, Siesta Key, 100ft+ Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 53 minutes

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$195

Ringling Bungalow - Lagoon View

Siesta Key hotel apartment

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$235

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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$227

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

Siesta Key house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$455

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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$228

Pineapple Bungalow - Courtyard View

Siesta Key hotel apartment

1 bedroom / 1 bathroom / sleeps 4

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$163

Cute 2Bedroom/ 1Bath Cozy Cottage Steps from Siesta Key Beach!-Barefoot Bungalow

Siesta Key cottage

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$171

Dolphin Bungalow - Courtyard View

Siesta Key hotel apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$176

Coquina Bungalow - Courtyard View

Siesta Key hotel apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$176

Sunset Bungalow - Courtyard View

Siesta Key hotel apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$176

Come to the Sea and Stay on the Key!

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$138

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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$235

Great rentals within 20 miles that match your search

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$96

Awesome Farmington Vistas Condo in Venice FL 3 BR

Venice condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 37 minutes

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$101

SARASOTA : Paradise for golfers and beach lovers

Sarasota house

4 bedrooms / 3 bathrooms / sleeps 8

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$268

Luxury lakefront Sunshine Shorewalk 2B condo, 1 km. IMG Academy, 10 min to beach

Bradenton villa

2 bedrooms / 2 bathrooms / sleeps 4

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$118

Resort 66 on the beautiful BEACH - Gulf of Mexico,

Anna Maria Island condo

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$169

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

$136

Sapphire Shores Arcadia

North Sarasota apartment

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$95

Two Story Condo on the Gulf of Mexico

Longboat Key condo

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$641

Lovely Lakeside Condo near beaches, shops & IMG

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$110

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

2 bedrooms / 2 bathrooms / sleeps 4

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$79

Amazing Hacienda Style Villa - Very Close To Siesta

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 8

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$436

Braden River Bayou Cottage

Lakewood Ranch cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 10 minutes

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Price per night from

$130

Newly Renovated, Private, First Floor Corner Unit On the Beach

Bradenton Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$131

GUEST HOUSE

Fruitville guest house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 15 minutes

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Price per night from

$74

50 steps to the beach

Holmes Beach condo

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$229

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

Bradenton house

3 bedrooms / 3 bathrooms / sleeps 5

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Price per night from

$169

Viewing 38 of 50
rentals in Siesta Key

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