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114 beach rentals

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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. 1 hour 1 minutes

Match: Bicycles available Boat available

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Price per night from

$266

Siesta Key private beach access

Siesta Key villa

3 bedrooms
3 bathrooms

sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

Match: Bicycles available Boat available

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Price per night from

$509

Sandy Toes Town Home

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

Match: Bicycles available Boat available

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Price per night from

$272

Bird of Paradise at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

Match: Bicycles available Boat available

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Price per night from

$489

Orchid at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

Match: Bicycles available Boat available

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Price per night from

$489

Split Leaf at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

Match: Bicycles available Boat available

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Price per night from

$489

Coconut at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

Match: Bicycles available Boat available

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Price per night from

$489

Bromeliad at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$489

Hibiscus at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$489

Pineapple at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$489

Banana Cabana: By Beachside Management

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$240

Direct Beachfront Delight: By Beachside Management

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$240

Super Cute Cottage--Private--Walk/Bike to Beach

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$258

Costal Surfside 298: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$457

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$263

Crescent Arms; by Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$411

Palm Bay Club - G46: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$286

Palm Bay Club - 343: By Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$286

Costal Surfside 304: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$297

Costal Surfside Swank 302: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$515

Siesta Beach House; by Beachside Management

Siesta Key villa

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$320

Hidden Paradise - Bungalow 2; by Beachside Management

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$286

Hidden Paradise - Bungalow 1; by Beachside Management

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$286

Beach House Residence - Penthouse; by Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$434

Crescent Condos; by Beachside Management

Siesta Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$515

Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 5

“Amazing!” I stayed here with my husband and we had a great time! We were in Orlando visiting family and we decided to arrange some us time. The condo was excellent and very clean! Kathy and her husband were very informative, respond quickly,and available when we needed them. What was great was that we had all beach items available to us and were very useful. We were in close proximity to everything and the beach and restaurants were great! Everyone in the area was very friendly and my husband and I want to definitely come back!

Responds fast! avg. 1 hour 14 minutes

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$224

Siesta Key- Beach Chic Retreat, Siesta Key 3 Bedroom 2 Bath Apartment

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 7

“This was the definition of home away from home” great value for your money...very cozy, with lots of new upgrades. Easy access to the beach and restaurants.

Responds fast! avg. 1 hour 14 minutes

1 of 2 match: Boat available, Bicycles available

1 of 2 filters match

Price per night from

$315