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Holiday homes in Kissimmee (Page 2)

Enjoy your stay and find the best Holiday homes in Kissimmee at affordable prices

Searching for a holiday home in Kissimmee (Florida)? Explore a great selection of vacation homes in Kissimmee to find the one that best fits to your needs, starting from $62 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Kissimmee and region (20 miles)
4104 Enchanted Oaks Cir #1508 in Kissimmee, USA

4104 Enchanted Oaks Cir #1508

Holiday home in Kissimmee, Florida
4104 Enchanted Oaks Cir #1508 is situated in Kissimmee, 16 km from Disney Springs, 16 km from ESPN Wide World of Sports, as well as 16 km from Disneys...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $81.00 Show details »

White Bermuda in Kissimmee, USA

White Bermuda

Holiday home in Kissimmee, Florida
Set in Kissimmee, 8.7 km from Gatorland and 16 km from Disney Springs, White Bermuda offers free WiFi and air conditioning.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $199.57 Show details »

Venetian Bay Villa 4 Bedroom Townhouse - Near Disney in Kissimmee, USA

Venetian Bay Villa 4 Bedroom Townhouse -...

Holiday home in Kissimmee, Florida , 4006 Santa Maria Drive
Featuring an outdoor swimming pool, a fitness centre, and a garden, Venetian Bay Villa 4 Bedroom Townhouse - Near Disney features accommodation in Kis...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment

Exceptional 4 Reviews 10.0

from $163.00 Show details »

Beautiful Brand New 5 Bed With Pool And Spa 2481 Villa in Kissimmee, USA

Beautiful Brand New 5 Bed With Pool And...

Villa in Kissimmee, Florida
Beautiful Brand New 5 Bed With Pool And Spa 2481 Villa is set in Kissimmee, 10 km from Gatorland, 15 km from Disney Springs, as well as 15 km from ESP...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $260.70 Show details »

Venetian Bay Villages Resort in Kissimmee, USA

Venetian Bay Villages Resort

Holiday home in Kissimmee, Florida , 4004 Santa Maria Drive
The Venetian Bay Villages Resort is 20 minutes’ drive from Walt Disney World and 15 miles from Universal Studios.
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Good 10 Reviews 7.8

from $148.57 Show details »

#1BR Condo 15Mins To Disney, Universal, Old Town & Parks in Kissimmee, USA

#1BR Condo 15Mins To Disney, Universal,...

Villa in Kissimmee, Florida , 4129 Southern Oaks Court
Set in Kissimmee, 10 km from Gatorland and 16 km from Disney Springs, The Oak 1br Villa - Near Disney-Universal Studio HWY192 offers accommodation wit...
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Family rooms

Poor 7 Reviews 3.9

from $103.26 Show details »

True Happiness, Housing Near Disney Word in Kissimmee, USA

True Happiness, Housing Near Disney Word

Holiday home in Kissimmee, Florida , 2270 San Vital Drive Unit 107 Building 42
Featuring an outdoor swimming pool, a fitness centre, and a garden, House San Vital features accommodation in Kissimmee with free WiFi and garden view...
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Outdoor pool

Very good 50 Reviews 8.4

from $114.75 Show details »

Cozy Tiny Home Near Disney World & Orlando Parks! in Kissimmee, USA

Cozy Tiny Home Near Disney World & Orlan...

Holiday home in Kissimmee, Florida , 2744 Camper Avenue
Located in Kissimmee, 5.2 km from Gatorland and 16 km from Florida Mall, Close to Disney & Parks - Marvelous Stays Cottages provides accommodation wit...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Fabulous 35 Reviews 8.8

from $118.33 Show details »

Modern Townhouse with Pool Close to Disney & Silver Spurs Arena in Kissimmee, USA

Modern Townhouse with Pool Close to Disn...

Holiday home in Kissimmee, Florida , 627 Cornerstone Drive
Modern Upgraded Townhouse with Pool & Close to Disney Parks is situated in Kissimmee, 23 km from Florida Mall, and features a patio, garden, and free ...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Exceptional 3 Reviews 10.0

from $212.00 Show details »

Creekside House #46712 in Kissimmee, USA

Creekside House #46712

Holiday home in Kissimmee, Florida
Creekside House #46712 is located in Kissimmee, 13 km from Gatorland, 16 km from Disney Springs, as well as 16 km from ESPN Wide World of Sports.
  • Parking
  • Swimming pool
  • Swimming Pool

Superb 3 Reviews 9.0

from $268.00 Show details »

Casita mi Encanto a Cozy & Spacious House, 4-bedroom 3-Bath & pool in Kissimmee, USA

Casita mi Encanto a Cozy & Spacious Hous...

Holiday home in Kissimmee, Florida , 240 Old Mill Circle
Boasting pool views, Casita mi Encanto features accommodation with an outdoor swimming pool and a terrace, around 12 km from Gatorland.
  • Parking
  • Family rooms
  • Spa and wellness centre
  • Outdoor pool
  • Kids' pool

Fabulous 38 Reviews 9.0

from $407.93 Show details »

3 Bed 258 in Kissimmee, USA

3 Bed 258

Holiday home in Kissimmee, Florida , 258 Old Mill Circle
Located in Kissimmee, 12 km from Gatorland and 16 km from Disney Springs, 3 Bed 258 offers free WiFi, a terrace and air conditioning.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $167.57 Show details »

Family Getaway with Pool, Only 8 Mi to Disney! in Kissimmee, USA

Family Getaway with Pool, Only 8 Mi to D...

Holiday home in Kissimmee, Florida
Set in Kissimmee, 13 km from Gatorland, 16 km from Disney Springs and 16 km from ESPN Wide World of Sports, Family Getaway with Pool, Only 8 Mi to Dis...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $195.00 Show details »

Magnificent Home- Private Pool Game Room SO2601 in Kissimmee, USA

Magnificent Home- Private Pool Game Room...

Holiday home in Kissimmee, Florida
Boasting air-conditioned accommodation with a private pool, Magnificent Home- Private Pool Game Room SO2601 is situated in Kissimmee.

no reviews

from $500.00 Show details »

Luxury Vacation Home Private Pool and Game Room in Kissimmee, USA

Luxury Vacation Home Private Pool and Ga...

Villa in Kissimmee, Florida , 2603 Calistoga Avenue
Situated in Kissimmee, within 7.4 km of Gatorland and 16 km of SeaWorlds Discovery Cove, Luxury Vacation Home Private Pool and Game Room offers accomm...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $244.50 Show details »

Private pool, modern home near Disney in Kissimmee, USA

Private pool, modern home near Disney

Villa in Kissimmee, Florida
Private pool, modern home near Disney is set in Kissimmee, 16 km from SeaWorlds Discovery Cove, 16 km from SeaWorld Orlando, and 17 km from Disney Spr...
  • Parking
  • TV
  • Air conditioning
  • Hairdryer
  • Private bathroom

Fabulous 1 Reviews 9.0

from $337.00 Show details »

You have Found the Perfect Holiday Villa on Sonoma Resort with every 5 Star Amenity, Orlando Villas 2658 in Kissimmee, USA

You have Found the Perfect Holiday Villa...

Villa in Kissimmee, Florida
Situated in Kissimmee, You have Found the Perfect Holiday Villa on Sonoma Resort with every 5 Star Amenity, Orlando Villas 2658 features accommodation...
  • Parking
  • Tea/Coffee maker
  • TV
  • Air conditioning
  • Hairdryer

no reviews

from $496.00 Show details »

Imagine Your Family Renting This Luxury Contemporary Style Villa on Sonoma Resort, Orlando Villa 2659 in Kissimmee, USA

Imagine Your Family Renting This Luxury...

Villa in Kissimmee, Florida
Situated in Kissimmee, Imagine Your Family Renting This Luxury Contemporary Style Villa on Sonoma Resort, Orlando Villa 2659 features a private pool a...
  • Parking
  • Tea/Coffee maker
  • TV
  • Air conditioning
  • Hairdryer

no reviews

from $496.00 Show details »

Unique 10 Bedrooms Pool Home Next to Disney World and Universal Studios in Kissimmee, USA

Unique 10 Bedrooms Pool Home Next to Dis...

Holiday home in Kissimmee, Florida , Calistoga Avenue
Featuring an outdoor swimming pool, a fitness centre, and a garden, Unique 10 Bedrooms Pool Home Next to Disney World and Universal Studios provides a...
  • Parking
  • Bar
  • Fitness centre
  • Family rooms
  • Spa and wellness centre

no reviews

from $432.00 Show details »

Stunning 7 Bd Close to Disney w/ Pool @ Sonoma 2639 in Kissimmee, USA

Stunning 7 Bd Close to Disney w/ Pool @...

Holiday home in Kissimmee, Florida , 2639 Calistoga Avenue
Featuring an outdoor swimming pool, a garden, and a shared lounge, Stunning 7 Bd Close to Disney w/ Pool @ Sonoma 2639 provides accommodation in Kissi...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Pleasant 2 Reviews 6.5

from $241.33 Show details »

New Lovely Home at Sonoma Resort at Tapestry in Kissimmee, USA

New Lovely Home at Sonoma Resort at Tape...

Holiday home in Kissimmee, Florida , 3830 Oakville Avenue
Situated in Kissimmee, New Lovely Home at Sonoma Resort at Tapestry offers a balcony with pool and garden views, as well as a year-round outdoor pool,...
  • Parking
  • Fitness centre
  • Family rooms
  • Spa and wellness centre
  • Outdoor pool

Exceptional 11 Reviews 9.7

from $350.10 Show details »

Sonoma Resort 7 Bedroom Vacation Home with Pool 1759 in Kissimmee, USA

Sonoma Resort 7 Bedroom Vacation Home wi...

Holiday home in Kissimmee, Florida , Sonoma Boulevard
Located 7.3 km from Gatorland, Sonoma Resort 7 Bedroom Vacation Home with Pool 1759 provides accommodation in Kissimmee with access to an indoor pool.
  • Parking
  • Fitness centre
  • Family rooms
  • Indoor pool
  • Outdoor pool

Exceptional 3 Reviews 10.0

from $350.00 Show details »

Brand new home at Sonoma Resort at Tapestry in Kissimmee, USA

Brand new home at Sonoma Resort at Tapes...

Holiday home in Kissimmee, Florida , 3840 Oakville Avenue
Located in Kissimmee, Brand new home at Sonoma Resort at Tapestry offers a balcony with pool and garden views, as well as a year-round outdoor pool, f...
  • Parking
  • Fitness centre
  • Family rooms
  • Spa and wellness centre
  • Outdoor pool

Superb 8 Reviews 9.4

from $391.59 Show details »

Luxury Lush Villa - F01 in Kissimmee, USA

Luxury Lush Villa - F01

Holiday home in Kissimmee, Florida , Calistoga Avenue 2634
Situated in Kissimmee, Designers Choice 5 Bedroom With Pool, Hot Tub, Sleeps 15 features accommodation with a private pool and free WiFi.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 2 Reviews 10.0

from $188.87 Show details »

Emerald Villa - F04 in Kissimmee, USA

Emerald Villa - F04

Holiday home in Kissimmee, Florida , Calistoga Avenue 2634
Within 7.6 km of Gatorland and 16 km of SeaWorlds Discovery Cove, Beautiful 5 Bedroom Family Home With Heated Pool features free WiFi and a fitness ce...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $245.91 Show details »

Number of Holiday homes in Kissimmee 1000
Number of guest ratings 63551
Average price per night $205.76
Lowest price per night $62.00
Highest price per night $1.220.00

Most popular Holiday-homes in Kissimmee

The most popular Holiday-homes in Kissimmee based on average guest rating (Top 10).

Cheapest Holiday-homes in Kissimmee

The cheapest Holiday-homes in Kissimmee based on room rate per night (Top 10).

Most booked Holiday-homes in Kissimmee

The most booked Holiday-homes in Kissimmee based on popularity with guests (Top 10).

Holiday homes in Kissimmee (Florida), comfortable and familiar

Staying in a holiday or vacation home in Kissimmee can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Kissimmee for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Kissimmee should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com