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366 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: Climbing frame Fridge

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Price per night from

$267

Tiny House Siesta - Yellow Lifeguard Stand Tiny House

Siesta Key hotel apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$423

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: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$163

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: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$448

Bromeliad at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$490

Hibiscus at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$490

Pineapple at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$490

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: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$148

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: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$659

Siesta Surf Cottage #3

Siesta Key log cabin

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$153

Beach Road - Bari

Siesta Key studio

Studio
1 bathroom

sleeps 3

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$79

Siesta Beach House - 202

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$115

Siesta Beach House - 203 / Sunny Daze

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$115

Vista Hermosa - 302C

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$172

Siesta Beach House - 310 / Come n' Beach It

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$115

Siesta Surf Cottage #1

Siesta Key log cabin

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$140

Beach Road - Capri

Siesta Key studio

Studio
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$91

Sea Club II

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$166

Siesta Beach House - 204

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$115

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$301

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: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$201

Lovely Siesta Key 3BR 2.5BA Condo, Island Paradise

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$493

Beautiful Townhouse in Prime Location with Private Beach Access!

Siesta Key townhouse

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$238

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$230

Orchid at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$490

Coconut at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$490

Split Leaf at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$490

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

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$258

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

Siesta Key condo

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$332

Palm Bay Club - G46: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$285

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$263

Costal Surfside 298: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$457

Banana Cabana: By Beachside Management

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$240

Beach House Residence - Penthouse; by Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$434

Two bedroom, two bath condo by Siesta Key Beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$458

Jamaica Royale

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$138

Plymouth Harbor

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$269

Chasin' Waves

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Climbing frame, Fridge

1 of 2 filters match

Price per night from

$319

Viewing 38 of 366
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Vacation Rentals & Beach Rentals in Siesta Key

Per night

366 beach rentals

Viewing 38 of 366rentals in Siesta Key

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Viewing 38 of 366
rentals in Siesta Key