Vacation Rentals & Beach Rentals in Siesta Key

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3,546 beach rentals

WESTGATE LAKES RESORT & SPA-Orlando Studio

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 55 minutes

Match: Shared outdoor pool (unheated) Wheelchair adapted

All filters match

Price per night from

$129

Christmas Week Condo/ Next to Disney/ Dates Flexible/ River Island location

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated) Wheelchair adapted

All filters match

Price per night from

$196

These homes match some but not all of your filters. Clear all filters

villanirvana

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Family trip” This was a wonderful trip and the house was magnificent. My family felt very at home and the pool was wonderful after a long hot day at the park.

Responds fast! avg. 3 hours 6 minutes

1 of 2 match: Shared outdoor pool (unheated), Wheelchair adapted

1 of 2 filters match

Price per night from

$173

Luxury Penthouse Condo Overlooking Beach/Gulf

Treasure Island apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Review” The place was amazing! Perfect weather and a great week! Thank you so much for the opportunity! We had the best week!

1 of 2 match: Shared outdoor pool (unheated), Wheelchair adapted

1 of 2 filters match

Price per night from

$286

Vanderbilt Beach

Naples house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 33 minutes

1 of 2 match: Shared outdoor pool (unheated), Wheelchair adapted

1 of 2 filters match

Price per night from

$73

Marriott Grande Vista Resort and SPA

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Wheelchair adapted

1 of 2 filters match

Price per night from

$295

344 Beach Park Lane :: Cape Canaveral Vacation Rental

Cape Canaveral condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$83

Vanderbilt Villas

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$86

Huge Regal Palms Vacation Townhome

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“perfect place for a family vacationing in orlando” Close to all the attractions. A better deal than any hotel can offer. This will be my home away from home when we return to Florida. Affordable & comfortable all on a great resort.

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$81

Huge Regal Palms villa close to the clubhouse

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Great home away from home” Unit was an awesome alternative to hotel room stay for week visiting Orlando theme parks. We hit both Disney and Universal as well as a Braves exhibition game

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$92

The Dunes Grande Dominica

Naples house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$150

Tarpon Cove Barbados

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$83

4105 Ocean Beach Blvd. #325 :: Cocoa Beach Vacation Rental

Cocoa Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 1

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$87

Vanderbilt Villas

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$171

The Dunes

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$150

Sapphire Lakes Opal

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$50

Walk

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$167

The Dunes-Cayman

Naples Park condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$133

Gulf Cove

Naples Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$133

Regatta

Vanderbilt Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$167

Kalea Bay Tower

Naples Park condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$500

Pelican Bay St Simone

Naples apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$113

Regatta

Vanderbilt Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$200

Talis Park at Carrara

Bonita Springs condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$300

Park Shore La Mer

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$300

Olde Naples

Naples cottage

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,249

Vanderbilt Bay

Naples Park house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$182

Bonita Beach

Bonita Springs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$439

Chateau Vanderbilt

Vanderbilt Beach log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$117

Vineyards Bellerive

Golden Gate condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$100

Falling Waters Beach Resort

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$83

Lely Resort Flamingo Fairways

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$117

Positano Place

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$67

Regatta

Vanderbilt Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$214

Park Shore Horizon House

Naples log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$250

Regatta

Vanderbilt Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$167

Paseo

Fort Myers villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$100

Regatta

Vanderbilt Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$250

Viewing 38 of 3,546
rentals in Siesta Key

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