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417 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

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Price per night from

$267

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$207

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$347

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.

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Price per night from

$513

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!

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Price per night from

$275

Bird of Paradise at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$493

Orchid at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$493

Split Leaf at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$493

Coconut at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$493

Tiny House Siesta - Yellow Lifeguard Stand Tiny House

Siesta Key hotel apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Boat available, Microwave

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Price per night from

$425

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Boat available, Microwave

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Price per night from

$450

Hibiscus at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$493

Bromeliad at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$493

Pineapple at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Microwave

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Price per night from

$493

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.

1 of 2 match: Boat available, Microwave

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Price per night from

$164

Private Studio Apartment - Separate, Private Entrance - Walk to Siesta Village

Siesta Key apartment

1 bathroom

sleeps 2

“gracious and spacious” Lovely home and great location to walk throughout Siesta Key Village and the beautiful sands of the beach!! We were able to have everyone together for a great vacation.

1 of 2 match: Boat available, Microwave

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Price per night from

$149

Luxury Village Townhouse w/ Gulf and Beach Views

Siesta Key townhouse

2 bedrooms
2 bathrooms

sleeps 8

“A wonderful home in an equally wonderful location.” The home provides a truly enjoyable family situation. The quality of the furnishings is very nice, the living space is very well maintained and clean and my interaction with the owner was always timely and courteous. My wife and I shared the home with our 14 year old granddaughter during our stay and the quiet enjoyment of the pool and the easy 1-2 minute walk to the Gulf of Mexico and the 5 minute walk to the heart of Siesta Key Village made the location hard to beat. Except for our day trips no car was needed. This is our second stay in the home and we will look to reserving it for our next visit. There were absolutely no disappointments only wonderful experiences.

1 of 2 match: Boat available, Microwave

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Price per night from

$661

Siesta Beach House - 204

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Boat available, Microwave

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Price per night from

$115

Siesta Beach House - 202

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Boat available, Microwave

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Price per night from

$115

Vista Hermosa - 302C

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Microwave

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Price per night from

$173

Siesta Beach House - 310 / Come n' Beach It

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Microwave

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Price per night from

$115

Beach Road - Capri

Siesta Key studio

Studio
1 bathroom

sleeps 4

1 of 2 match: Boat available, Microwave

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Price per night from

$91

Sea Club II

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$91

Siesta Surf Cottage #3

Siesta Key log cabin

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Boat available, Microwave

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Price per night from

$153

Siesta Surf Cottage #1

Siesta Key log cabin

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$141

Siesta Beach House - 203 / Sunny Daze

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$115

Beach Road - Bari

Siesta Key studio

Studio
1 bathroom

sleeps 3

1 of 2 match: Boat available, Microwave

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Price per night from

$80

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$303

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

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$127

Lovely Siesta Key 3BR 2.5BA Condo, Island Paradise

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$495

Beautiful Townhouse in Prime Location with Private Beach Access!

Siesta Key townhouse

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Boat available, Microwave

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Price per night from

$239

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$231

Relaxing Condo on Siesta Key - Close to beach - Mermaids Rest

Siesta Key condo

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$334

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

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$259

Hidden Paradise - Bungalow 1; by Beachside Management

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$287

Direct Beachfront Delight: By Beachside Management

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$241

Costal Surfside 304: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$298

Banana Cabana: By Beachside Management

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Microwave

1 of 2 filters match

Price per night from

$241

Viewing 38 of 417
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Vacation Rentals & Beach Rentals in Siesta Key

Per night

417 beach rentals

Viewing 38 of 417rentals in Siesta Key

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Viewing 38 of 417
rentals in Siesta Key