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Wireless Internet
Air conditioning
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Private pool

Heated pool
Private indoor pool
Balcony or terrace
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Jacuzzi or hot tub
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DVD player
Grill
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Cot available
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Sea view
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Children's pool
Clothes dryer
Ceiling Fans
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Table tennis
Games room
Swing set or jungle gym
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Climbing frame
Bicycles available
Towels provided
Linen provided
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Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

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Smoking - Ask
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Beach or lakeside relaxation
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Golf within 30mins drive

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594 houses

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Luxury Resort Sleeps 26!

Palma Sola house

8 bedrooms
5 bathrooms

sleeps 26

Responds fast! avg. 3 hours 39 minutes

Match: Rental types Staffed property Pets allowed

All filters match

Price per night from

$2,289

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

Match: Rental types Staffed property Pets allowed

All filters match

Price per night from

$149

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

2 bedrooms
1 bathroom

sleeps 7

Responds fast! avg. 1 hour 57 minutes

2 of 3 match: Rental types, Staffed property, Pets allowed

2 of 3 filters match

Price per night from

$194

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

Siesta Key hotel apartment

2 bedrooms
1 bathroom

sleeps 6

2 of 3 match: Rental types, Staffed property, Pets allowed

2 of 3 filters match

Price per night from

$447

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

2 of 3 match: Rental types, Staffed property, Pets allowed

2 of 3 filters match

Price per night from

$234

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

2 of 3 match: Rental types, Staffed property, Pets allowed

2 of 3 filters match

Price per night from

$482

Banana Cabana: By Beachside Management

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Rental types, Staffed property, Pets allowed

2 of 3 filters match

Price per night from

$240

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

2 of 3 match: Rental types, Staffed property, Pets allowed

2 of 3 filters match

Price per night from

$320

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

2 of 3 match: Rental types, Staffed property, Pets allowed

2 of 3 filters match

Price per night from

$343

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.

2 of 3 match: Rental types, Staffed property, Pets allowed

2 of 3 filters match

Price per night from

$115

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

1 bedroom
1 bathroom

sleeps 2

2 of 3 match: Pets allowed, Rental types, Staffed property

2 of 3 filters match

Price per night from

$344

Doveplum 221 at Midnight Cove Siesta Key, FL.

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Pets allowed, Rental types, Staffed property

2 of 3 filters match

Price per night from

$256

Firethorn 830 at Midnight Cove Siesta Key

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

2 of 3 match: Pets allowed, Rental types, Staffed property

2 of 3 filters match

Price per night from

$142

Chinaberry 924 at Midnight Cove Siesta Key, FL.

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Pets allowed, Rental types, Staffed property

2 of 3 filters match

Price per night from

$171

Downtown Sarasota Historic Burns Court Adorable Bungalow

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$295

Sarasota Waterfront and Marina Community with Tikki Bar and Grill

North Sarasota condo

1 bedroom
1 bathroom

sleeps 4

1 of 3 match: Rental types, Pets allowed, Staffed property

1 of 3 filters match

Price per night from

$102

Shorewalk waterfront Condo Bradenton

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 4

“Nice and affordable condo convenient to shopping and restaurants.” This unit has been updated and is a very comfortable place to stay. The owner responded promptly when we contacted him.

Responds fast! avg. 2 hours 1 minutes

1 of 3 match: Rental types, Pets allowed, Staffed property

1 of 3 filters match

Price per night from

$95

Buttonwood 442

Gulf Gate Estates condo

3 bedrooms
2 bathrooms

sleeps 6

1 of 3 match: Rental types, Pets allowed, Staffed property

1 of 3 filters match

Price per night from

$290

120 Steps to the Beach with beach gear included!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 3 match: Rental types, Pets allowed, Staffed property

1 of 3 filters match

Price per night from

$424

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

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

1 of 3 match: Rental types, Pets allowed, Staffed property

1 of 3 filters match

Price per night from

$194

Amazing views, 11th flr, On the beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 3 match: Rental types, Pets allowed, Staffed property

1 of 3 filters match

Price per night from

$409

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key apartment

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 56 minutes

1 of 3 match: Rental types, Pets allowed, Staffed property

1 of 3 filters match

Price per night from

$194

Palm Bay Club - 343: By Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 3 match: Rental types, Pets allowed, Staffed property

1 of 3 filters match

Price per night from

$286

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

1 of 3 match: Rental types, Pets allowed, Staffed property

1 of 3 filters match

Price per night from

$229

Southern Birdie: Large 4/3 Heated Pool Home w/ fenced in yard, close to beaches!

Oneco house

4 bedrooms
3 bathrooms

sleeps 10

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$314

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

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$108

The Hideaway: 4/2 W Heated Pool and Outdoor Spaces, 10 mins to Sarasota Beach

Gulf Gate Estates house

4 bedrooms
2 bathrooms

sleeps 10

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$371

Tripletail

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$1,719

Garden House: 2/1 home w vibes, private yard, pet friendly and close to beach!

Bradenton house

2 bedrooms
1 bathroom

sleeps 4

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$172

Delightful Oasis #2

Bradenton house

3 bedrooms
2 bathrooms

sleeps 8

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$178

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 2 hours 31 minutes

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$344

Jacaranda Artist Retreat

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$218

Tiny House Siesta - Red Lifeguard Stand

Siesta Key house

2 bedrooms
1 bathroom

sleeps 4

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$442

Paradise 3 Bedroom Pool Home Close to Siesta Key Beach and IMG Academy

Braden River house

3 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 9 minutes

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$373

Spectacular views! By LoveRentals

Holmes Beach house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$363

On The Rocks

Bradenton Beach house

8 bedrooms
9 bathrooms

sleeps 18

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$953

Anna Maria Beach House

Anna Maria house

5 bedrooms
7 bathrooms

sleeps 8

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$662

Misty Beach

Holmes Beach house

2 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Staffed property, Rental types, Pets allowed

2 of 3 filters match

Price per night from

$186

Viewing 38 of 594
rentals in Longboat Key

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Houses Longboat Key

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594 houses

Viewing 38 of 594rentals in Longboat Key

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Viewing 38 of 594
rentals in Longboat Key