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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Cot available
High chair
Sea view
Safe
Dishwasher
Children's pool
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
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Table tennis
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Swing set or jungle gym
Fax machine
Linen provided
Iron
Hair dryer
Stove
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Towels provided
Video player
Bicycles available
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Staffed property
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Housekeeping Included

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Pets
Pets allowed
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Car not required

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Smoking - Ask
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Golf course on site or within 15 min walk
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575 houses

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Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

Match: Rental types Private outdoor pool (unheated) Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$149

Gorgeous Pool Home. 12 min from the beaches of Anna Maria, IMG

Bradenton villa

3 bedrooms
2 bathrooms

sleeps 10

2 of 4 match: Rental types, Staffed property, Golf course on site or within 15 min walk, Private outdoor pool (unheated)

2 of 4 filters match

Price per night from

$281

White Sand Beaches- Bayfront Park

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 8

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$631

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Staffed property

2 of 4 filters match

Price per night from

$436

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 4 match: Rental types, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Staffed property

2 of 4 filters match

Price per night from

$178

Anna Maria Island Beach Sands 101

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Rental types, Staffed property, Golf course on site or within 15 min walk, Private outdoor pool (unheated)

2 of 4 filters match

Price per night from

$286

Anna Maria Island Beach Sands 203

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Rental types, Staffed property, Golf course on site or within 15 min walk, Private outdoor pool (unheated)

2 of 4 filters match

Price per night from

$215

Anna Maria Island Beach Palms 6B

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Rental types, Staffed property, Golf course on site or within 15 min walk, Private outdoor pool (unheated)

2 of 4 filters match

Price per night from

$187

Doveplum 221 at Midnight Cove Siesta Key, FL.

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$256

Chinaberry 924 at Midnight Cove Siesta Key, FL.

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$171

Firethorn 830 at Midnight Cove Siesta Key

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$142

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 4 match: Rental types, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Staffed property

2 of 4 filters match

Price per night from

$115

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

2 of 4 match: Rental types, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Staffed property

2 of 4 filters match

Price per night from

$746

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 4 match: Rental types, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Staffed property

2 of 4 filters match

Price per night from

$117

Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & Save 10% to 25% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Staffed property

2 of 4 filters match

Price per night from

$285

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 4 match: Rental types, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Staffed property

2 of 4 filters match

Price per night from

$114

Mid Century Home With Private Heated Pool

Tallevast house

2 bedrooms
2 bathrooms

sleeps 8

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$182

Elegant HEATED POOL Home. 12 min to Beaches of Anna Maria Island. IMG Academy

Bradenton house

4 bedrooms
3 bathrooms

sleeps 10

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$287

Stunning & Bright Sarasota Home

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$395

Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 0 minutes

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$229

Newly Updated Cozy Condo! 2x Pools~AC~WiFi. Near IMG~Beaches~AMI~Restaurants~SRQ

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 11 minutes

2 of 4 match: Rental types, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Staffed property

2 of 4 filters match

Price per night from

$132

Anna Maria Island Beach Watch

Bradenton Beach house

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$250

Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR

Bradenton Beach house

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$229

SNOWBIRDS 25 - 40% OFF 5* Waterfront Canal Pool Home-Dock/Kayak/Bikes/Family fun

Holmes Beach house

2 bedrooms
2 bathrooms

sleeps 4

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$230

Anna Maria Island Beach Haven

Cortez house

2 bedrooms
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$1,503

Beautiful Longboat Key Home!

Bradenton Beach house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 27 minutes

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$517

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

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$108

Anna Maria Beach Serenity

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$951

Rare Castle Style Stay! Downtown

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$212

Anna Maria Island Edgewater Bungalow

Holmes Beach house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$296

Anna Maria Island Surfside Bungalow

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$355

Anna Maria Island Sun's Up A

Bradenton Beach house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$495

Anna Maria Island Sun's Up B

Bradenton Beach house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$476

Anna Maria Island Beach Palace

Bradenton Beach house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$595

AMI Gulf Lookout-Views Of The Gulf From Every Room-Rooftop Terrace

Cortez house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Private outdoor pool (unheated), Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$385

Firethorn 610 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

2 of 4 match: Rental types, Golf course on site or within 15 min walk, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$142

Chinaberry 424 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Golf course on site or within 15 min walk, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$264

Buttonwood 950 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Golf course on site or within 15 min walk, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$205

Viewing 38 of 575
rentals in Longboat Key

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Houses Longboat Key

Per night

575 houses

Viewing 38 of 575rentals in Longboat Key

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Viewing 38 of 575
rentals in Longboat Key