Vacation Rentals & Beach Rentals in Anna Maria Island

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862 beach rentals

Marriott Grande Vista Resort and SPA

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Golf course on site or within 15 min walk Wheelchair adapted

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Price per night from

$295

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 2 minutes

Match: Golf course on site or within 15 min walk Wheelchair adapted

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Price per night from

$173

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

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Wheelchair adapted

1 of 2 filters match

Price per night from

$196

WESTGATE LAKES RESORT & SPA-Orlando Studio

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 51 minutes

1 of 2 match: Golf course on site or within 15 min walk, Wheelchair adapted

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Price per night from

$129

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: Golf course on site or within 15 min walk, Wheelchair adapted

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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: Golf course on site or within 15 min walk, Wheelchair adapted

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Price per night from

$133

1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

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Price per night from

$132

DISNEY WORLD SWEETWATER CLUB CONDOMINIUM

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation stay!!!!” EVERYTHING was above what I expected! The condo was very nice and comfortable I couldn't have stayed in a better area I give this vacation home a 10 all around! I will stay here again and again if/when I visit Florida again!!! THANKS MANNY

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

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Price per night from

$75

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$127

Florida villa

ChampionsGate villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 33 minutes

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$185

2 room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

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Price per night from

$455

7 Room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$539

7 Room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$882

5 room TampaGolfVillas by AmericanVacationLiving

Tampa condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$340

Keyvilla-The Disney Retreat. Free Spa Heat!

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

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Price per night from

$185

Reunion Resort-luxe 3BR/3BA Villa-Water Park

Reunion hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Terrific Property” Dear Stacy and Craig, What a time we had! Expecting, as many Orlando-travelers do, that the theme parks would be our only major attractions, we were so pleased to be able to add our accommodations to this list as well. The Sagers have made it absolutely impossible for their guests not to have a first-class time in their condo on the Reunion property. And what an amazing property it is! Swimming pools galore (to include my daughter and son's favorite water park with a lazy river) and my personal favorite swimming and late-afternoon beverage/snacking pool area, Seven Eagles. It is here that we were able to really let-down after an amusement park day and relax only to go home to Stacy and Craig's little slice of heaven with beds that beacon even the most restless tourists. I loved the beds! So incredibly comfy with just the perfect linens making vacationers want to stay in bed just a little longer before heading back out to Sea World; Animal Kingdom; the Magic Kingdom, and the the like (all of which are not more than 15 minutes away). A true place of luxury, the Reunion four star hotel is always available to the Sager's guests serving up pub and kid fare all day and night; fine dining; and late night cocktails and sushi on the 11th floor where fireworks from local theme parks are a daily occurrence. Will we go back, yes! In fact, we have already booked again with the Sagers so we can dream away some of those cold winter days and nights looking forward to our next tip down. Thanks to you both for a wonderful stay. Jen and Dan Smith

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

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Price per night from

$205

Regal Palms 539 La Mirage Sreet

Davenport condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

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Price per night from

$229

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!

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

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Price per night from

$457

4 BDRM,GAME ROOM,2 MASTER BDRMS,2 LIV RMS.10MIN TO DISNEY. PRV POOL SUN ALL DAY

ChampionsGate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$166

Luxury 2BR Suite at Vacation Village at Weston

Weston hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$1,145

Amazing Villa with south facing pool and conservation view

Orlando villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$228

Spacious villa, South Facing Pool with Lake View close to Disney

Clermont villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$166

LUXURY DREAMS DISNEY HOUSE PRIVATE POOL SPA GAMEROOM

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$400

Responds fast! avg. 1 hour 55 minutes

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$263

Gorgeous 3 bedroom end-unit condo on golf course!

Lehigh Acres condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$86

Beautiful Villa. Nice house. Great pool all in one

ChampionsGate villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$228

Lovely SPACIOUS Home Near Beach/Food/Golf/Fun/Shopping/Gym and More

Port Saint Lucie house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$458

Palmetto Villa II

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$401

3 bedrooms luxurious home,2 full bath, swimming pool, fully remodeled,pool table

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$544

Palm Key Villa is a large 7 bedroom villa with pool in the Emerald Island Resort

Four Corners villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$192

Windsor Dream - 6 bedroom pool home with game room in the Windsor Hills Resort

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$208

Star Lake View - 4 bedroom pool home, with pool close to Disney attractions

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$148

Mickeys Maingate Mansion - surprise your fam with this awesome vacation villa!

Four Corners villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$197

Mickeys Haven, handicapped accessible pool home with 6 bedrooms near Disney

Four Corners villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$192

Villa Paradiso a 6 bedroom 5 bathroom pool home the family will remember forever

Four Corners villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$179

Timeless Memories, 10 mins to Walt Disney World, pool and spa and with game room

Four Corners villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$179

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$117

Mickeys Retreat is a very nice 6 bedroom contemporary pool home with games room

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Wheelchair adapted, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$247

Viewing 38 of 862
rentals in Anna Maria Island

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