Vacation Rentals & Beach Rentals in Anna Maria

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1,015 beach rentals

Cottage By The Water With Boat Dock

Tarpon Springs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 36 minutes

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$138

Awesome Mickey Themed Kids Rooms-bbq in back yard!

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$137

Marriott Grande Vista Resort and SPA

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$295

LOCATION LOCATION LOCATION!! 1 MILE FROM UNIVERSAL STUDIOS!

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$218

Weekly 2 bedroom Apartment for 8 guest all amenities included

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 17 minutes

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$121

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$149

Westgate Lakes Resorts

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$224

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Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$128

1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$132

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: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$206

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: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$75

Florida villa

ChampionsGate villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 33 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$186

2 room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, 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: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$539

7 Room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$883

5 room TampaGolfVillas by AmericanVacationLiving

Tampa condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$341

Keyvilla-The Disney Retreat. Free Spa Heat!

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$186

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: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$167

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: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$458

Luxury 2BR Suite at Vacation Village at Weston

Weston hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$1,147

Responds fast! avg. 1 hour 55 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$264

Windsor Palms Resort Condo Taina

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$132

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: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$459

Beautiful Villa. Nice house. Great pool all in one

ChampionsGate villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$228

Palmetto Villa II

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$402

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: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$545

Tropical Nights - Gorgeous 8 bedroom villa with pool & games room, sleeps 16

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$278

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$220

Disney Daze Villa - refurbished 5bedroom, pool, private theater, games room

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$247

Empire of Champions is an elegant and spacious four bedrooom townhome with pool!

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$155

Disney Backstage Villa is a private 4 bed/3 bath villa with pool and games room

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$156

Disney Magic Vacation, lovely 4BR/3BA with pool and game room, near Disney

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$148

Dutch Royal Retreat, 4 bed/4 bath pool home with games room in Windsor Hills

Four Corners villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$148

Mickeys Ranch - spacious 4 bed/4 bath pool home in Windsor Hills near clubhouse

Four Corners villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$148

Sharing the Dream Villa a family-friendly 5BR/3BA Pool Home with Game Room!

Four Corners villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$148

Moonlight Ridge is a beautifully appointed 5edroom villa with Marvel game room

ChampionsGate villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$214

Mickeys Sunspot, a spacious 6 bedroom/5 bath pool home with Star Wars game room

Four Corners villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$185

Regal Splendor Villa, spacious+stylish towhome in ChampionsGate Resort with pool

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$148

Viewing 38 of 1,015
rentals in Anna Maria

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