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Jacuzzi or hot tub
Wireless Internet
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Heated pool
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Balcony or terrace
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Grill
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Cot available
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Shared outdoor pool (unheated)
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Swing set or jungle gym
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Linen provided
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Pets
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Skiing – property near ski resort
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Golf course on site or within 15 min walk
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74 beach rentals

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LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

2 bedrooms
2 bathrooms

sleeps 6

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$161

GUEST HOUSE

Fruitville guest house

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 29 minutes

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$107

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

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$266

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.

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$115

Seaplace Condo - 1975 GMD 104

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$192

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

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$178

Casey's Fun 'n Sun Bungalow- Hot Tub/Pet Friendly

Nokomis house

2 bedrooms
1 bathroom

sleeps 5

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$139

Bromeliad at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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: Swing set or jungle gym, Jacuzzi or hot tub

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: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$489

Fishermans Cove FC Unit 205B *

Gulf Gate Estates condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$266

Beachplace Building 3 unit 302

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$187

Orchid at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$489

Coconut at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$489

Split Leaf at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$488

The Strand Sarasota

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$190

Amazing Water Views, Hot Tub, Walk to Turtle Beach

Gulf Gate Estates condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$179

Short Walk to Turtle Beach! Complex on the Intracoastal. Enjoy Hot Tub & Patio

Gulf Gate Estates condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$140

Free Activities! Walk to Beach, Hot Tub/Patio/Dock, WiFi

Gulf Gate Estates condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$140

Intracoastal Views, Walk to Beach, Hot Tub, Patio

Gulf Gate Estates condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$179

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,029

Dream beach, pool/spa retreat!

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 9

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$344

Bird of Paradise at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$489

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$776

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$559

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$856

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

2 bedrooms
3 bathrooms

sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$548

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$776

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$605

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$628

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$856

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$628

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$856

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$685

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$753

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

2 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$548

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$856

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$856

Viewing 38 of 74
rentals in Siesta Key

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Vacation Rentals & Beach Rentals in Siesta Key

Per night

74 beach rentals

Viewing 38 of 74rentals in Siesta Key

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Viewing 38 of 74
rentals in Siesta Key