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374 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: Fridge Swing set or jungle gym

All filters match

Price per night from

$267

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

Match: Fridge Swing set or jungle gym

All filters match

Price per night from

$115

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Fridge Swing set or jungle gym

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Price per night from

$178

Tiny House Siesta - Yellow Lifeguard Stand Tiny House

Siesta Key hotel apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, 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: Swing set or jungle gym, 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: Swing set or jungle gym, 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: Swing set or jungle gym, 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: Swing set or jungle gym, 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: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$490

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: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$660

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: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$148

Siesta Beach House - 204

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, 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: Swing set or jungle gym, Fridge

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: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$79

Siesta Surf Cottage #3

Siesta Key log cabin

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$153

Beach Road - Capri

Siesta Key studio

Studio
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$91

Siesta Beach House - 310 / Come n' Beach It

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, 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: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$140

Sea Club II

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$166

Siesta Beach House - 202

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Swing set or jungle gym, 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: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$172

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, 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: Swing set or jungle gym, 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: Swing set or jungle gym, 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: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$238

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

Siesta Key condo

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$333

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Swing set or jungle gym, 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: Swing set or jungle gym, 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: Swing set or jungle gym, 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: Swing set or jungle gym, 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: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$259

Costal Surfside 298: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$458

Palm Bay Club - G46: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Swing set or jungle gym, Fridge

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: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$298

Beach House Residence - Penthouse; by Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$435

Costal Surfside Swank 302: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$516

Siesta Beach House; by Beachside Management

Siesta Key villa

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$320

Hidden Paradise - Bungalow 1; by Beachside Management

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Swing set or jungle gym, Fridge

1 of 2 filters match

Price per night from

$286

Viewing 38 of 374
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Vacation Rentals & Beach Rentals in Siesta Key

Per night

374 beach rentals

Viewing 38 of 374rentals in Siesta Key

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Viewing 38 of 374
rentals in Siesta Key