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Wireless Internet
Air conditioning
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Heated pool
Private indoor pool
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Private tennis court
Cot available
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Private outdoor pool (unheated)
Private outdoor pool (heated)
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Shared outdoor pool (heated)
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Waterfront
Skiing – property near ski resort
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Golf course on site or within 15 min walk
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949 houses

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Riverfront Tropical Paradise W/ Private Island-Newly Updated Listing

Braden River house

2 bedrooms
1 bathroom

sleeps 6

Match: Rental types Freezer Staffed property Waterfront

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Price per night from

$252

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$178

Chinaberry 924 at Midnight Cove Siesta Key, FL.

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Freezer, Rental types, Waterfront, Staffed property

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Price per night from

$171

Firethorn 830 at Midnight Cove Siesta Key

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

3 of 4 match: Freezer, Rental types, Waterfront, Staffed property

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Price per night from

$142

Doveplum 221 at Midnight Cove Siesta Key, FL.

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Freezer, Rental types, Waterfront, Staffed property

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Price per night from

$256

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

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$194

Dunmore

Osprey house

3 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Staffed property, Rental types, Waterfront, Freezer

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Price per night from

$218

River House Retreat

Bradenton house

3 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Staffed property, Rental types, Waterfront, Freezer

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Price per night from

$266

Gulf and Bay Club 3bdrm “E” Luxury END CORNER Unit - RIGHT ON BEACH

Siesta Key condo

3 bedrooms
4 bathrooms

sleeps 8

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$905

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$345

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.

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$209

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$607

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$630

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

3 bedrooms
3 bathrooms

sleeps 6

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$630

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

4 bedrooms
3 bathrooms

sleeps 8

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$780

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

4 bedrooms
3 bathrooms

sleeps 8

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$757

Florida Ocean Front Condo

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$624

Beach front condo in Longboat Key

Longboat Key condo

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$431

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$437

Zilli Ocean Front 202 & Suite

Longboat Key condo

1 bedroom
1 bathroom

sleeps 6

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$309

Zilli Tower 503

Longboat Key condo

1 bedroom
1 bathroom

sleeps 6

3 of 4 match: Rental types, Waterfront, Freezer, Staffed property

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Price per night from

$344

Firethorn 313 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

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Price per night from

$249

Buttonwood 950 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$205

Firethorn 320 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 4

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$249

Chinaberry 415 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$264

Chinaberry 456 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$264

Chinaberry 413 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$264

Buttonwood 432 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$290

Chinaberry 423 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$264

Firethorn 711 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 4

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$137

Chinaberry 443 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$264

Firethorn 510 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 4

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$142

Doveplum 810 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$193

Buttonwood 447 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$290

Firethorn 614 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 4

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$142

Chinaberry 474 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$264

Chinaberry 951 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$171

Firethorn 323 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

2 of 4 match: Rental types, Freezer, Waterfront, Staffed property

2 of 4 filters match

Price per night from

$249

Viewing 38 of 949
rentals in Longboat Key

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Houses Longboat Key

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Viewing 38 of 949rentals in Longboat Key

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Viewing 38 of 949
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