Villas Anna Maria Island

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1,811 villas

The Golden Bear

Orlando villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 24

Responds fast! avg. 2 hours 21 minutes

Match: Rental types Private indoor pool

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Price per night from

$2,497

LUXURY VILLA RIVERFRONT, LARGE 3 BED, 2 BATH, GULF ACCESS, HEATED POOL & SPA

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Rental types Private indoor pool

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Price per night from

$235

Villa Rosegarden

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Rental types Private indoor pool

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Price per night from

$201

⭐Deluxe Villa+Private Pool+Hot Tub+Theatre Room+Pool with Waterslides⭐

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Rental types Private indoor pool

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Price per night from

$401

SPACIOUS AND CLEAN DISNEY RENTAL VILLA IN FLORIDA

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Rental types Private indoor pool

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Price per night from

$97

V7001-Disney Vacation Home-Private Pool-13BR/10BA

Davenport villa

  • 13 bedrooms
  • 10 bathrooms
  • sleeps 29

Match: Rental types Private indoor pool

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Price per night from

$686

G6001-Disney‘s neighbor Luxury resort 13BR/10BA

Davenport villa

  • 13 bedrooms
  • 10 bathrooms
  • sleeps 26

Match: Rental types Private indoor pool

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Price per night from

$686

Windsor Hills resort Villa w/Pool 2Miles to Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 25 minutes

Match: Rental types Private indoor pool

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Price per night from

$325

“Started Rocky But Ended Great!” Booking this villa was easy and the owner was pretty friendly. We ran into a few issues the day of arrival a case of mistaken identity. Called the owner to see of we could check in early and she told me the reservation was canceled. I was devastated, but I knew it had to be a mistake. After about 30 Minutes of showing proof it was determined she had me confused with another guest. She apologized and we checked in successfully. The house was great, clean, and comfortable. It took about a day for the pool heat to function properly but after that the pool and jacuzzi were great. Oh and the washing machine did not work properly. Overall After day 1 Jennifer and Kevin were so accommodating and nice. My family and I really enjoyed staying in this property and it is really close to the disney parks!!!! We would definitely stay again!!!

Match: Rental types Private indoor pool

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Price per night from

$229

VILLA MAGIC LAKE VIEW CLOSE DISNEY

Reunion villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 19

Match: Rental types Private indoor pool

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Price per night from

$286

Luxury High Grove Villa 4bds w/Pool, near Disney

Clermont villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 25 minutes

Match: Rental types Private indoor pool

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Price per night from

$174

Solterra Villa 6 bedrooms/ Unique Pool, Close Dis

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 25 minutes

Match: Rental types Private indoor pool

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Price per night from

$322

6024 11 bedroom luxury villa close to Disney

ChampionsGate villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 28

Responds fast! avg. 1 hour 43 minutes

Match: Rental types Private indoor pool

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Price per night from

$401

Storey Lake Villa close to Club House Near Disney

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 25 minutes

Match: Rental types Private indoor pool

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Price per night from

$277

PARADISE PALMS RESORT SALT WATER POOL VILLA

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 25 minutes

Match: Rental types Private indoor pool

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Price per night from

$277

Windsor Hill Villa 2 miles To Disney A/C Game Room.

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 25 minutes

Match: Rental types Private indoor pool

All filters match

Price per night from

$305

PARADISE PALMS RESORT Lighting Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 25 minutes

Match: Rental types Private indoor pool

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Price per night from

$281

Lovely villa w/ Beautiful Pool, Close to Disney

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 25 minutes

Match: Rental types Private indoor pool

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Price per night from

$275

New Villa 5 room all include wet park for free

Davenport villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Rental types Private indoor pool

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Price per night from

$194

Windsor at Westside Themed Bedroom 8 miles to Dis

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 25 minutes

Match: Rental types Private indoor pool

All filters match

Price per night from

$278

Windsor Hills Villa w/ themed bedrooms 2mi to Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 25 minutes

Match: Rental types Private indoor pool

All filters match

Price per night from

$306

Solterra Resort Fantastic Game Room Villa near Dis

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 25 minutes

Match: Rental types Private indoor pool

All filters match

Price per night from

$263

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

ORLANDO townhouse condo near Disney

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$138

Westgate Lakes Resort and SPA

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$491

4 bedroom 2 bath near all theme parks and near champion gate are

ChampionsGate house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$223

HOMERIVER Peaceful Villa Beautiful view and paver

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 25 minutes

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$172

EPM at Orlando Vacation Home

Four Corners house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 6 minutes

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$217

Creekside Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$120

Pool house near Bradenton Beach

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$772

Babcock National Bundled Golf Home @Babcock Ranch, FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$315

Luxury Town-House in Encantada Resort minutes to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$144

Amazing Storey Lake Resort home, private pool, Grill, WIFI, 10 min Disney

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$228

New Listing - spacious 4 bed/3 bath Pool home

Intercession City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$138

home sweet home Cheerful 5-bedroom villa

Loughman house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$344

Terra Beach Resort

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$146

BELLA VIDA DREAMS

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$189

Cape Balisier, Lakeside Retreat

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$555

2594 Incredible Luxury New Mansion At Veranda Palms

Orlando house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 of 2 match: Rental types, Private indoor pool

1 of 2 filters match

Price per night from

$275

Viewing 38 of 1,811
rentals in Anna Maria Island

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