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The 10 Best Vacation Homes in Kissimmee, USA

Check out our selection of great vacation homes in Kissimmee

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

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The spacious holiday home features 4 bedrooms, a flat-screen TV with streaming services, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hot tub. The air-conditioned unit at the property features a bidet and a dressing room. The holiday home offers bed linen, towels and laundry service.

Everything was super clean. It was an easy check in and check out.

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9.4
Wonderful
5 reviews
Price from
$114
per night

The spacious holiday home features 3 bedrooms, a flat-screen TV with cable channels and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. The air-conditioned unit at the property features a hot tub and a dressing room. The accommodation is non-smoking.

The property was clean and very well kept. The pool was on the small side , but it was never too crowded. Our townhouse was immaculate and very comfortable. We had a great stay.

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9.3
Wonderful
7 reviews

The spacious holiday home is fitted with 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation has a private entrance and soundproofing.

ABSOLUTELY EVERYTHING!!! IT WAS EXTREMELY CLEAN. EVERY ROOM WAS BEAUTIFULLY DECORATED. THE BEDS WERE COMFORTABLE. THE VIEW ON THE BACK SUNROOM WAS SO PEACEFUL AND RELAXING. COMMUNICATION WAS ON POINT FROM THE TIME I BOOKED UNTIL I CHECKED OUT!!! EVERY DETAIL WAS LAID OUT THE OWNER DIDN'T SKIP A BEAT. WILL 200% BOOK THE HOME AGAIN!!

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9.7
Exceptional
7 reviews
Price from
$144
per night

Set in Kissimmee in the Florida region, Amazing Villas 20 minutes away from Disney! has a terrace. Guests may go for a swim in the private pool. The villa offers rooms with air conditioning, free private parking and free WiFi.

I loved the house we stayed in. It was a very lovely place. We didn't get to check out the main area because of the time we got back from doing things.

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9.9
Exceptional
7 reviews
Price from
$147.01
per night

Located in Kissimmee in the Florida region, Stunning Townhouses 5 Minutes away Disney! has a terrace. Guests can go for a swim in the private pool. The holiday home provides rooms with air conditioning, free private parking and free WiFi.

Great location and the layout of the place worked for out family!! Having the pool was awesome!!

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9.3
Wonderful
39 reviews
Price from
$114.34
per night

The holiday home is fitted with 5 bedrooms, 4 bathrooms, bed linen, towels, a TV with satellite channels, a dining area, a fully equipped kitchen, and a balcony with sea views.

ESPN Wide World of Sports is 15 km from the holiday home, while Disney's Boardwalk is 15 km away. The nearest airport is Orlando International Airport, 39 km from Candy Palm 8885 Water View Townhouse, Sleeps 12.

great property extremely beautiful would defiantly recommend to others the community center was nice loved everything about it

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9.3
Wonderful
6 reviews
Price from
$84.50
per night

The spacious holiday home features 3 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. Towels and bed linen are provided in the holiday home. The accommodation is non-smoking.

The property had everything we needed and very well maintained, beautiful area, very safe and close to everything.

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9.8
Exceptional
11 reviews
Price from
$93.12
per night

Featuring air-conditioned accommodation with a private pool, Charming 9BR Villa w Theme & Game Rooms by Disney is located in Kissimmee. Both free WiFi and parking on-site are available at the villa free of charge. The property is non-smoking and is set 20 km from Disney's Blizzard Beach Water Park.

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9.6
Exceptional
5 reviews
Price from
$215
per night

The 4-bedroom holiday home is fitted with a living room with a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and 4 bathrooms with a hair dryer. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance.

There was coffee we could make as soon as we got in and the home was already cooled. The house is exactly as advertised. A perfect home away from home.

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9.6
Exceptional
5 reviews
Price from
$76.50
per night

Set in Kissimmee, 12 km from Gatorland and 14 km from ESPN Wide World of Sports, 1061 Lake Berkley 4 Bed with Pool&Spa offers spacious air-conditioned accommodation with a patio and free WiFi. This property offers a private pool and free private parking. Disney's Hollywood Studios is 14 km from the holiday home and Disney's Blizzard Beach Water Park is 15 km away.

Location was perfect for the event we went to and house was in a great gated community. Will definitely try to rent next year again.

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9
Wonderful
7 reviews
Price from
$121.88
per night

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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  • Beautiful, home in a gated community
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 5 reviews

    Beautiful, home in a gated community offers accommodations in Kissimmee, 7 miles from Gatorland and 14 miles from Florida Mall.

    Had all amenities needed and was clean. The just was outstanding.

  • Theme Park Gateway!
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 7 reviews

    Theme Park Gateway! is located in Kissimmee, just 7.6 miles from Disney's Blizzard Beach Water Park and 7.7 miles from Disney's Animal Kingdom.

    Dům má tři ložnice, mohli jsme se večer dívat i na Netflix, v areálu je bazén a vířivka. V domě najdete vše potřebné.

  • Luxurious Farm Style House
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 7 reviews

    Offering a tennis court, Luxurious Farm Style House provides accommodations in Kissimmee. This property offers access to a terrace and free private parking.

  • Amazing Villas 20 minutes away from Disney!
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 7 reviews

    Amazing Villas 20 minutes away from Disney! enjoys a location in Kissimmee, 10 miles from Disney's Animal Kingdom and 11 miles from Disney's Blizzard Beach Water Park.

  • Stunning Townhouses 5 Minutes away Disney!
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 39 reviews

    Stunning Townhouses 5 Minutes away Disney! enjoys a location in Kissimmee, 8.2 miles from Disney Springs and 8.2 miles from Gatorland.

    Pessoal respondeu prontamente as minhas perguntas.

  • Candy Palm 8885 Water View Townhouse, Sleeps 12
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 6 reviews

    Candy Palm 8885 Water View Townhouse, Sleeps 12 is located in Kissimmee, just 8.7 miles from Disney's Blizzard Beach Water Park and 9.1 miles from Disney's Wide World of Sports.

    Amplio, cómodo, la piscina super familiar para relajarse

  • Charming 9BR Villa w Theme & Game Rooms by Disney
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Charming 9BR Villa w Theme & Game Rooms by Disney offers accommodations in Kissimmee, 12 miles from Disney's Blizzard Beach Water Park and 13 miles from Disney's Wide World of Sports.

  • 5 mins from Disney, Family Friendly Townhome
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    5 mins from Disney, Family Friendly Townhome offers accommodations in Kissimmee, 5.8 miles from Disney's Wide World of Sports and 5.9 miles from Disney Springs.

Save money on vacation homes in Kissimmee – budget options available!

  • Full Kitchen , Dream bathroom will be a memory:)
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2 reviews

    Full Kitchen, Dream bathroom will be a memory:) offers accommodations in Kissimmee, 12 miles from SeaWorld's Discovery Cove and 12 miles from SeaWorld Orlando.

  • Beautiful Fully Furnished 2-Bedroom Luxury Home
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1 review

    Beautiful Fully Furnished 2-Bedroom Luxury Home offers accommodations in Kissimmee, 18 miles from SeaWorld's Discovery Cove and 18 miles from SeaWorld Orlando.

  • 1061 Lake Berkley 4 Bed with Pool&Spa
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 7 reviews

    1061 Lake Berkley 4 Bed with Pool&Spa offers accommodations in Kissimmee, 7.6 miles from Gatorland and 8.7 miles from Disney's Wide World of Sports.

  • 201 Hideaway beach 4 beds - pool&spa
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Offering an outdoor swimming pool, 201 Hideaway beach 4 beds - pool&spa features accommodations in Kissimmee. This property offers access to table tennis, mini-golf, and free private parking.

  • Stay at Hogwarts Harry Potter's Home, Free Parking, Pets Allowed
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 8 reviews

    A recently renovated vacation home, Stay at Hogwarts Harry Potter's Home, Free Parking, Pets Allowed offers accommodations in Kissimmee.

    Very clean and nicely decorated. Also, the owner is quick to respond to messages.

  • Waterfront Brand New Modern Luxury 8 BR pool house! Sleeps 16
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 6 reviews

    Waterfront Brand New Modern Luxury 8 BR pool house! Sleeps 16 offers accommodations in Kissimmee, 7.3 miles from Gatorland and 9.2 miles from Disney Springs.

  • 2974 Viscount Villa 3bed+ Pool&Spa
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    2974 Viscount Villa 3bed+ Pool&Spa offers accommodations in Kissimmee, 7.4 miles from Disney's Animal Kingdom and 8 miles from Disney's Blizzard Beach Water Park.

  • WonderFul 4Bd Near Disney w Pool at StoreyLake 2557
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 5 reviews

    A recently renovated vacation home, WonderFul 4Bd Near Disney w Pool at StoreyLake 2557 offers accommodations in Kissimmee. This vacation home offers air-conditioned accommodations with a patio.

Great access to the city center! Check these vacation homes in Kissimmee

  • Themed 5 bds House near Disney & Universal with pool,crib,gameroom & more
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

    A recently renovated vacation home, Themed 5 bds House near Disney & Universal with pool, crib,gameroom & more offers accommodations in Kissimmee.

  • SUPER VIVID - COLORs with POOL & VIEWs
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    SUPER VIVID - COLORs with POOL & VIEWs is located in Kissimmee, just 7.1 miles from Gatorland and 8.7 miles from Disney's Wide World of Sports.

  • Magical Themed Home - Disney 15 min
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Magical Themed Home - Disney 15 min is located in Kissimmee, just 8.2 miles from Gatorland and 8.2 miles from Disney Springs. With pool views, this accommodation provides a patio.

  • Luxury 4BR Home - Private Pool BBQ - Near Disney
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Luxury 4BR Home - Private Pool BBQ - Near Disney offers accommodations in Kissimmee, 8.1 miles from Gatorland and 8.2 miles from Disney's Wide World of Sports.

  • The Villas at Seven Dwarfs - Luxury Villa - Near Disney - Water Park
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    7.2 miles from Gatorland in Kissimmee, The Villas at Seven Dwarfs - Luxury Villa - Near Disney - Water Park provides accommodations with access to a fitness room and public bath.

  • Marvelous Villa 4Beds 4 bath,pool,and lake front.
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    10 miles from Gatorland in Kissimmee, Marvelous Villa 4Beds 4 bath, pool,and lake front. Offers accommodations with access to a hot tub. This property offers a private pool and free private parking.

  • Private Pool at Hidden Gem ready for your family:)
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Private Pool at Hidden Gem ready for your family:) is located in Kissimmee, just 5.7 miles from Gatorland and 11 miles from Florida Mall. This property offers a private pool and free private parking.

  • Newly Updated 3 Bedroom Home
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Newly Updated 3 Bedroom Home is located in Kissimmee, just 11 miles from Gatorland and 12 miles from Disney's Wide World of Sports.

  • Casa perto da Disney
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Casa perto da Disney offers accommodations in Kissimmee, 6.1 miles from Gatorland and 6.5 miles from Disney Springs. This property offers a private pool, free Wifi, and free private parking.

  • Spacious, Quiet, and Delightful 4 bedroom Townhome
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    7.7 miles from Disney's Blizzard Beach Water Park in Kissimmee, Spacious, Quiet, and Delightful 4 bedroom Townhome features accommodations with access to a hot tub and fitness center.

  • House of Dreams Reunion Village in Airbnb
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    A recently renovated villa, House of Dreams Reunion Village in Airbnb offers accommodations in Kissimmee. This property offers access to a terrace and free private parking.

  • Venetian Bay Villa 4 Bedroom Townhouse - Near Disney
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

    5.2 miles from Gatorland in Kissimmee, Venetian Bay Villa 4 Bedroom Townhouse - Near Disney provides accommodations with access to a hot tub and fitness room.

  • Modern Townhouse with Pool Close to Disney & Silver Spurs Arena
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

    Featuring an outdoor swimming pool, Modern Townhouse with Pool Close to Disney & Silver Spurs Arena offers accommodations in Kissimmee.

  • Modern Four Bedrooms Townhouse Retreat Close to Disney and Outlets at Le Reve Resort (214821)
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews

    7 miles from Gatorland in Kissimmee, Modern Four Bedrooms Townhouse Retreat Close to Disney and Outlets at Le Reve Resort (214821) offers accommodations with access to a fitness center.

  • Renovated Entire House Heated Pool Close 2 Disney
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 28 reviews

    Renovated Entire House Heated Pool Close 2 Disney is a recently renovated vacation home in Kissimmee where guests can make the most of its outdoor swimming pool, garden, and barbecue facilities.

    Loved the location, the pool was great! Very nice house!

  • Moradda Lake View Home with a Private Pool 491
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 10 reviews

    Moradda Lake View Home with a Private Pool 491 is located in Kissimmee, just 7.6 miles from Gatorland and 8.9 miles from Disney's Wide World of Sports.

  • Beautiful Four Bedrooms Townhouse with Splash Pool at Le Reve Resort (211521)
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 11 reviews

    6.9 miles from Gatorland in Kissimmee, Beautiful Four Bedrooms Townhouse with Splash Pool at Le Reve Resort (211521) features accommodations with access to a fitness center.

    Sehr gepflegt, modern und außergewöhnlich! Check In und Check Out unkompliziert!

  • Charming Four Bedrooms Townhome at Compass Bay Resort 3213
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 10 reviews

    Featuring an outdoor swimming pool, Charming Four Bedrooms Townhome at Compass Bay Resort 3213 features accommodations in Kissimmee.

    OTIMA LOCALIZAÇÀO...Wall Mart - Supermercado - muito próximo.

  • Cozy Four Bedrooms Townhouse Close to All Theme Parks at Le Reve Resort (213421)
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    6.9 miles from Gatorland in Kissimmee, Cozy Four Bedrooms Townhouse Close to All Theme Parks at Le Reve Resort (213421) features accommodations with access to a fitness center.

  • Creekside House #46712
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 3 reviews

    Creekside House #46712 is located in Kissimmee, just 7.8 miles from Gatorland and 10 miles from Disney Springs. This property offers a private pool, free Wifi, and free private parking.

  • Cozy Tiny Home Near Disney World & Orlando Parks!
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 30 reviews

    Cozy Tiny Home Near Disney World & Orlando Parks! is located in Kissimmee, just 3.2 miles from Gatorland and 10 miles from Florida Mall.

    Location was good. Having washer and dryer was nice.

  • Casita mi Encanto a Cozy & Spacious House, 4-bedroom 3-Bath & pool
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 32 reviews

    Casita mi Encanto a Cozy & Spacious House, 4-bedroom 3-Bath & pool is a recently renovated vacation home in Kissimmee where guests can make the most of the garden and barbecue facilities.

    Todo casa limpia acojedora,excelente lugar oara una familia

  • Charming Townhouse with 2 King Suites & Amazing Pool only 10 Mins to Disney
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 24 reviews

    Charming Townhouse with 2 King Suites & Amazing Pool only 10 Mins to Disney is a recently renovated vacation home in Kissimmee where guests can make the most of its infinity pool, fitness center, and...

    Everything it was amazing I hated leaving , the kids loved it

  • Island 1
    Central location
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 3 reviews

    Island 1 offers accommodations in Kissimmee, 4.2 miles from Gatorland and 11 miles from Florida Mall. This property offers a private pool and free private parking.

  • Cozy Three Bedrooms Townhome at Lake Berkley Resort (1123)
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 27 reviews

    Cozy Three Bedrooms Townhome at Lake Berkley Resort (1123) is located in Kissimmee, just 7.6 miles from Gatorland and 8.7 miles from Disney's Wide World of Sports.

    que al llamar me asistieron inmediatamente con amabilidad y cordialidad

  • Breeze Vacation Townhome at Lake Berkley Resort (1065)
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 21 reviews

    Breeze Vacation Townhome at Lake Berkley Resort (1065) is located in Kissimmee, just 8.9 miles from Disney's Hollywood Studios and 9.1 miles from Disney's Blizzard Beach Water Park.

    Me gustó más el cuarto con vista al lago, la sala y cocina

  • Charming 3-Bedroom Villa in Gated Community - Your Perfect Getaway!
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 14 reviews

    5.5 miles from Gatorland in Kissimmee, Charming 3-Bedroom Villa in Gated Community - Your Perfect Getaway! features accommodations with access to a fitness center.

  • Luxury Home in Bears Den Near Disney with Private Pool, Movie Room, Pool Table & Resort Amenities - 7924JC
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 2 reviews

    5.3 miles from Gatorland in Kissimmee, Luxury Home in Bears Den Near Disney with Private Pool, Movie Room, Pool Table & Resort Amenities - 7924JC features accommodations with access to a fitness...

FAQ about vacation homes in Kissimmee







Vacation Homes That Guests Love in Kissimmee

  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 5 reviews
    Very clean, excellent amenities, including fully stocked kitchen with decent pots and pans. Plenty of space, quiet and good proximity to Disney and Universal parks. Also well suited for local restaurants and shops. We were very busy so didn’t actually have time to explore all that the property had available to it (local pool, tennis courts, volleyball etc).
    Rachel
    Family with young children
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 22 reviews
    This house was amazing. Everything was absolutely perfect. The house was clean and the pool was very warm. We couldn't get the kids out the pool our whole stay. The resort amenities was a plus. There was enough bedrooms and bathrooms to accommodate all of us and is very spacious. I loved that the house was completely stocked with cooking utensils and dishes for us. We always book a vacation home whenever we go so it can feel more like home. This was one of my favorite places to stay thus far. I'll definitely booked this home again.
    Shameeka
    Family with young children
  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 9 reviews
    This place was amazing very clean. We had a great time close by everything
    Ken Tammy
    Family with young children
  • 10
    Scored 10
    Exceptional
    Rated exceptional
     · 2 reviews
    The property was very spacious and in a quiet location. The apartment was very clean and had everything you need to have a comfortable holiday! It had a lovely pool area with plenty of sun loungers and free parking.
    Thomas
    Family with young children
  • Avg. price/night: $70.07
    7.5
    Scored 7.5
    Good
    Rated good
     · 1,350 reviews
    Rooms very clean and tidy and location very central to all our golf courses
    Michael
    Travelers with friends
  • Avg. price/night: $89.11
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 847 reviews
    It’s very simple but really good, not noise, no smell and very clean
    Carine
    Group
  • 8.3
    Scored 8.3
    Very Good
    Rated very good
     · 26 reviews
    The location was perfect for us - having a private pool was lovely Kitchen was stocked well with plates etc: Beds were very comfy.
    Kenneth
    Group
  • 8.0
    Scored 8.0
    Very Good
    Rated very good
     · 23 reviews
    The Hideaway Club which has a lazy river, pool and hottub was wonderful. On the nice days we got some sun and enjoyed the pools. On a few cool evenings we still walked over and hit the hot tub. The townhouse itself was spacious and had everything we needed. Wonder vacation Homes was very responsive to questions and resolving the one issue we had (1 of the toilets broke and they sent a handyman over who fixed it the next day), easy to reach them wth a question by text.
    Lori
    Family with young children
  • 8.2
    Scored 8.2
    Very Good
    Rated very good
     · 2,261 reviews
    Pools, Starbucks, different activities, nice spacious vacation homes.
    Mary
    Family with young children
  • 7.2
    Scored 7.2
    Good
    Rated good
     · 65 reviews
    Very nice and clean house, Sue was very nice and answered all of my questions and helped with anything we needed, she also replied fast to messages, great customer service, will definitely use her and this vacation homes in our next visit.
    Sam
    Family with young children

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