Vacation Rentals & Beach Rentals in Anna Maria Island

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1,871 beach rentals

Deluxe Townhome, plus pool area TV!

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Deluxe townhouse” Had a great time, The condo was very nice pleasant surroundings, would book there again. Close to many restaurants, and places to visit. Main thing it was close to Disney.

Responds fast! avg. 1 hour 34 minutes

Match: Shared outdoor pool (heated) Private indoor pool

All filters match

Price per night from

$138

ChampionsGate Best Florida Vacation Home

Orlando house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated) Private indoor pool

All filters match

Price per night from

$217

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

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Shared outdoor pool (heated) Private indoor pool

All filters match

Price per night from

$235

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

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Shared outdoor pool (heated) Private indoor pool

All filters match

Price per night from

$401

Luxury Town-House in Encantada Resort minutes to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated) Private indoor pool

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Price per night from

$144

DISNEY DREAM LUXURY HOME PRIVATE WATERPARK POOL SPA

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

“Perfect- it was better than what we had imagined.” The communication with the owner was what really surprised me. He was very responsive to all of my questions prior to our arrival. The house was very clean and in a great location. We were 15 minutes from Magic Kingdom and had many stores around the location of the house. I would not doubt to referred this home to anyone looking to spend a weekend in Orlando. We will definitely visit again!

Match: Shared outdoor pool (heated) Private indoor pool

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Price per night from

$457

THE HAVEN IN EMERALD ISLAND RESORT

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 25 minutes

Match: Shared outdoor pool (heated) Private indoor pool

All filters match

Price per night from

$172

The Haven Emerald Island close to Disney Parks

Emerald Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 13 minutes

Match: Shared outdoor pool (heated) Private indoor pool

All filters match

Price per night from

$172

CASA SOLTERRA RESORT - NEAR DISNEY

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

Match: Shared outdoor pool (heated) Private indoor pool

All filters match

Price per night from

$573

ORLANDO townhouse condo near Disney

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Private indoor pool

All filters match

Price per night from

$138

Townhome with heated pool near Disney & Orlando Attractions

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated) Private indoor pool

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Price per night from

$315

A MEMORABLE PLACE TO BREAK THE ROUTINE NEAR DISNEY

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 39 minutes

Match: Shared outdoor pool (heated) Private indoor pool

All filters match

Price per night from

$194

Gorgeous Disneys Dream - 5BR/5B Townhouse with pool in Champions Gate

ChampionsGate townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Shared outdoor pool (heated) Private indoor pool

All filters match

Price per night from

$103

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Westgate Lakes Resort and SPA

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$492

6024 11 bedroom luxury villa close to Disney

ChampionsGate villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 28

Responds fast! avg. 1 hour 26 minutes

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$401

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: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$224

Storey Lake Villa close to Club House Near Disney

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

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 20 minutes

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$305

Solterra Resort Fantastic Game Room Villa near Dis

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$264

Windsor Hills Villa w/ themed bedrooms 2mi to Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$306

Windsor Hills resort Villa w/Pool 2Miles to Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$326

HOMERIVER Peaceful Villa Beautiful view and paver

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$172

PARADISE PALMS RESORT SALT WATER POOL VILLA

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$277

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: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$217

home sweet home Cheerful 5-bedroom villa

Loughman house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$344

New Listing - spacious 4 bed/3 bath Pool home

Intercession City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$138

Creekside Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$121

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

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$228

Pool house near Bradenton Beach

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$773

Babcock National Bundled Golf Home @Babcock Ranch, FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$315

My Orlando home

Celebration apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$179

Executive Bay Club- great unit, great location!,

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

1 of 2 match: Private indoor pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$205

Fort Myers, Lake View, 2Br $ 2BA, Best Beaches

Iona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$81

Royal Harbor - downtown Naples condo

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$249

Welcome to our charming and stylish home located at Windsor at westside

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

1 of 2 match: Private indoor pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$401

Modern, chic & cozy 2br 2ba apartment in Wynwood

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$184

BELLA VIDA DREAMS

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$189

*Wonderful* 9BR Luxury close Disney

Reunion house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

1 of 2 match: Shared outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$390

Viewing 38 of 1,871
rentals in Anna Maria Island

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