Vacation Rentals & Apartments in Holmes Beach

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923 apartments

Beautiful and Spacious Orlando Pool Home

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Awesome Place to Stay!” Stayed there for a week and had an absolute ball. Villa is extremely clean and exactly as pictured on the website. We had so much fun in the pool we forgot the Villa had a pool table! Definitely booking this one again next vacation!

Match: Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$138

New Luxury Villa Europa with Pool Theater /10 min to Disney

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$344

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

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$401

Disney 5 minutes - 2 King Mstr, Pool, H Tub, Games

Reunion house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Family Vacation” Very clean place to rent in safe location, will rent again. The communications with the owners could have been better. The place is about 5 miles from Disney locations. Not all amenities were available to us that were stated in the description, no iron.

Match: Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$212

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: Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$457

SPACIOUS AND CLEAN DISNEY RENTAL VILLA IN FLORIDA

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$96

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$149

Stylish Home 4br, Priv Pool-Bbq-Golf Country Club

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$155

8 bedrooms, 5 bathrooms. Theater Room + Pool/Spa + WiFi, Baby crib and baby gear

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$516

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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: Private indoor pool, 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: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$127

1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$132

Windsor Palms Resort/southwestPool/GamesRoom/Gated

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Cozy and great location” Stayed for wife's birthday and it was great. Cozy home with all the extras. Big screen TV to watch the games, gameroom to keep the kids entertained, pool was nice size.10 to 15 mins away from the mouse named Mickey. I Will come again. Recommend 100%. Owner communication is superb...

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$401

Regal Palms 539 La Mirage Sreet

Davenport condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$229

Florida villa

ChampionsGate villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 35 minutes

1 of 2 match: Private indoor pool, 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: Private indoor pool, 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

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$882

7 Room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$539

5 room TampaGolfVillas by AmericanVacationLiving

Tampa condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$340

Keyvilla-The Disney Retreat. Free Spa Heat!

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$186

BRAND NEW HOME - 1584TL - The Retreat at Champions Gate 5 Bedroom 5 Bathroom

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$367

LUXURY DREAMS DISNEY HOUSE PRIVATE POOL SPA GAMEROOM

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$400

Luxury 2BR Suite at Vacation Village at Weston

Weston hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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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: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$228

Windsor Palms Resort Condo Taina

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$132

Responds fast! avg. 1 hour 55 minutes

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$265

Buenosdiasbeaches

Estero bungalow

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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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: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$166

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: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$458

Gorgeous 3 bedroom end-unit condo on golf course!

Lehigh Acres condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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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: Private indoor pool, 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: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$401

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: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$166

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: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$205

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: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$544

Mickeys Escape - Fabulous 5 bed townhouse with plunge pool in ChampionsGate

ChampionsGate townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$162

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: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$277

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$220

Viewing 38 of 923
rentals in Holmes Beach

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