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Wireless Internet
Air conditioning
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Private pool

Heated pool
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Cot available
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Private outdoor pool (heated)
Private outdoor pool (unheated)
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Bicycles available
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Golf within 30mins drive

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151 beach rentals

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Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

3 bedrooms
2 bathrooms

sleeps 8

Match: Bicycles available Trampoline

All filters match

Price per night from

$287

Newly Remodeled Spacious Loft in Sarasota!

Sarasota apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$295

🏝Paradise on the Sarasota Bay, Close to Gulf Beaches🏝 (Sarasota)

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$194

NEW LISTING Downtown Beach-town Pet-Friendly 10 Acre Park 1 BD/1BA Apartment-621

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$138

Bromeliad at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Trampoline, Bicycles available

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: Trampoline, Bicycles available

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: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$490

Sarasota Rambler | Downtown MidMod Stay

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$315

Downtown Sarasota Historic Burns Court Adorable Bungalow

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$295

Parrot Paradise Sarasota ~Low cleaning fee~ near Dtwn, beach, airport, pinecraft

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$108

Orchid at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Trampoline, Bicycles available

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: Trampoline, Bicycles available

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: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$490

Sarasota Apartment in Downtown !!!

Lido Key apartment

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 2 hours 9 minutes

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$189

Great Location and Best Price in Sarasota

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 2 hours 9 minutes

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$92

Beach-town Downtown Family and Pet-Friendly Home at 10 Acre Park in Sarasota-629

Sarasota house

3 bedrooms
4 bathrooms

sleeps 9

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$295

Mid-Century Charm | Walk to Beach | Work Ready

Venice house

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$306

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

2 bedrooms
3 bathrooms

sleeps 4

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$229

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

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$258

Costal Surfside 304: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$297

Palm Bay Club - 343: By Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$285

Palm Bay Club - G46: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$285

Costal Surfside Swank 302: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$514

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Trampoline, Bicycles available

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: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$457

Crescent Arms; by Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$411

Crescent Condos; by Beachside Management

Siesta Key condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$514

Siesta Beach House; by Beachside Management

Siesta Key villa

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$320

Banana Cabana: By Beachside Management

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$240

Hidden Paradise - Bungalow 2; by Beachside Management

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$285

Hidden Paradise - Bungalow 1; by Beachside Management

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$285

Direct Beachfront Delight: By Beachside Management

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Trampoline, Bicycles available

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: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$434

Stay near the beach and downtown

Sarasota house

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$69

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$189

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

2 bedrooms
2 bathrooms

sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$209

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$115

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Trampoline, Bicycles available

1 of 2 filters match

Price per night from

$128

Viewing 38 of 151
rentals in Siesta Key

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Vacation Rentals & Beach Rentals in Siesta Key

Per night

151 beach rentals

Viewing 38 of 151rentals in Siesta Key

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Viewing 38 of 151
rentals in Siesta Key