We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Kissimmee Villas

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 mi
Price per night
£0
£1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
Show more
3431 rentals in Kissimmee.
Sort by:
Tripadvisor Sort
Belle's Cove, Family-Friendly Villa with Gameroom and Hot Tub, holiday rental in Kissimmee

Belle's Cove, Family-Friendly Villa with Gameroom and Hot Tub

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Disney 5 Star Vacations / The Osprey Villa, holiday rental in Kissimmee

Disney 5 Star Vacations / The Osprey Villa

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Themed rooms, lots of space no crowds!, holiday rental in Kissimmee

Themed rooms, lots of space no crowds!

6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Villa Linton - Beautiful Florida Home with Themed Bedrooms, holiday rental in Kissimmee

Villa Linton - Beautiful Florida Home with Themed Bedrooms

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Family-Friendly Large Villa with a Pool, Jacuzzi,, holiday rental in Kissimmee

Family-Friendly Large Villa with a Pool, Jacuzzi,

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Disney Family Villa pool/spa/games room, 5 bds 4 bathrooms, 15 Mins to Disney, holiday rental in Kissimmee

Disney Family Villa pool/spa/games room, 5 bds 4 bathrooms, 15 Mins to Disney

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Roughtallys Villa, holiday rental in Kissimmee

Roughtallys Villa

7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Amazing Disney Condo, Pool & Hot tub Onsite, holiday rental in Kissimmee

Amazing Disney Condo, Pool & Hot tub Onsite

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Palm Tree Villa Florida, 5 Star Review Rating with Pool Lift & Wheel in Shower., holiday rental in Kissimmee

Palm Tree Villa Florida, 5 Star Review Rating with Pool Lift & Wheel in Shower.

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Debbie's Florida Retreat a Luxury Vacation Home, holiday rental in Kissimmee

Debbie's Florida Retreat a Luxury Vacation Home

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Save time - get the best Kissimmee rentals sent straight to your email!
Superb 4 Bedroom Home, just 3 minutes from Disney, holiday rental in Kissimmee

Superb 4 Bedroom Home, just 3 minutes from Disney

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Disney Vacation Villa with Lake View, holiday rental in Kissimmee

Disney Vacation Villa with Lake View

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
DISNEY WORLD! LOW $'S!  ENTIRE NEW Home! Harry Potter Theme, Sleeps 8!, holiday rental in Kissimmee

DISNEY WORLD! LOW $'S! ENTIRE NEW Home! Harry Potter Theme, Sleeps 8!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
villanirvana, holiday rental in Kissimmee

villanirvana

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Charming Mickey's Tree House,, holiday rental in Kissimmee

The Charming Mickey's Tree House,

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Star Lake Villa, close to Disney with pool, holiday rental in Kissimmee

Star Lake Villa, close to Disney with pool

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Fantasy Pool Home, holiday rental in Kissimmee

Fantasy Pool Home

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Disney Dream Villa At CLC Encantada Resort, holiday rental in Kissimmee

Disney Dream Villa At CLC Encantada Resort

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace., holiday rental in Kissimmee

BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace.

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
DISNEY DREAM LUXURY HOME PRIVATE WATERPARK POOL SPA, holiday rental in Kissimmee

DISNEY DREAM LUXURY HOME PRIVATE WATERPARK POOL SPA

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
New Opening 9 Br/6 Ba luxurious Pool House from $300/nt, Close To Disney, holiday rental in Kissimmee

New Opening 9 Br/6 Ba luxurious Pool House from $300/nt, Close To Disney

9 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Sonshines Florida Villa, Peaceful Getaway  and Pool, holiday rental in Kissimmee

Sonshines Florida Villa, Peaceful Getaway and Pool

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Stunning 6 Bed Pool Home Close to Disney Parks., holiday rental in Kissimmee

Stunning 6 Bed Pool Home Close to Disney Parks.

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
⭐Spacious 7 Bedrooms w/ Private Pool - Great Location!⭐, holiday rental in Kissimmee

⭐Spacious 7 Bedrooms w/ Private Pool - Great Location!⭐

7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney, holiday rental in Kissimmee

Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
New Upgraded Luxury Villa w/ Frozen & Star Wars Rooms at Encore!, holiday rental in Kissimmee

New Upgraded Luxury Villa w/ Frozen & Star Wars Rooms at Encore!

6 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
New 9br/6ba pool villa from $280/nt,Close to Disney, holiday rental in Kissimmee

New 9br/6ba pool villa from $280/nt,Close to Disney

9 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Bargain Vacation Home near Disney, holiday rental in Kissimmee

Bargain Vacation Home near Disney

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
(9110-CAL) Calabria 5 Bed South Face Pool, GAMES ROOM, holiday rental in Kissimmee

(9110-CAL) Calabria 5 Bed South Face Pool, GAMES ROOM

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Charming Townhouse with Pool and Tennis Court in Gated Community, holiday rental in Kissimmee

Charming Townhouse with Pool and Tennis Court in Gated Community

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Villa di Lusso, holiday rental in Kissimmee

Villa di Lusso

6 bedrooms
10 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Near Disney, 5 Star Princess Themed Home and Resort, holiday rental in Kissimmee

Near Disney, 5 Star Princess Themed Home and Resort

6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Luxury Home with Exceptional Games Room. 610, holiday rental in Kissimmee

Luxury Home with Exceptional Games Room. 610

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Magical Manor, Beautiful Emerald Island Lake View Villa, holiday rental in Kissimmee

Magical Manor, Beautiful Emerald Island Lake View Villa

6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
⭐Good Location for Theme Parks - Spacious 8 Bedrooms Villa w/ Private Pool⭐, holiday rental in Kissimmee

⭐Good Location for Theme Parks - Spacious 8 Bedrooms Villa w/ Private Pool⭐

8 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
A perfect Holiday House Waitting U at Windsor Palms Resort 10mins to Disney, holiday rental in Kissimmee

A perfect Holiday House Waitting U at Windsor Palms Resort 10mins to Disney

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
VP_1801R Veranda Jewel, holiday rental in Kissimmee

VP_1801R Veranda Jewel

13 bedrooms
11 bathrooms
Sleeps 25
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Stunning Lake View House 2mls to Disney,games room, holiday rental in Kissimmee

Stunning Lake View House 2mls to Disney,games room

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
SweetDreamsRUs - 4miles to Disney, Free WiFi, Free Pool Heat, South Facing Pool, holiday rental in Kissimmee

SweetDreamsRUs - 4miles to Disney, Free WiFi, Free Pool Heat, South Facing Pool

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Luxury Lakeside House with private solar heated pool & spa, holiday rental in Kissimmee

Luxury Lakeside House with private solar heated pool & spa

5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Kissimmee Windsor at Westside's 'The Second Star to the Right' vacation home, holiday rental in Kissimmee

Kissimmee Windsor at Westside's 'The Second Star to the Right' vacation home

7 bedrooms
6 bathrooms
Sleeps 17
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Ultimate luxury 15 bedroom suites for 30 guests, holiday rental in Kissimmee

Ultimate luxury 15 bedroom suites for 30 guests

15 bedrooms
15 bathrooms
Sleeps 30
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
New 9Br/6Ba luxurious Pool House from $300/nt, Close To Disney, holiday rental in Kissimmee

New 9Br/6Ba luxurious Pool House from $300/nt, Close To Disney

9 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Mickeys Clubhouse Windsor Palm Frozen & New Minion themed rooms, holiday rental in Kissimmee

Mickeys Clubhouse Windsor Palm Frozen & New Minion themed rooms

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Golden Palms Resort 8 Bedroom Vacation Home with Pool (1904), holiday rental in Kissimmee

Golden Palms Resort 8 Bedroom Vacation Home with Pool (1904)

8 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
New 8br/6ba pool villa from $260/nt , Close to Disney, holiday rental in Kissimmee

New 8br/6ba pool villa from $260/nt , Close to Disney

8 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Florida Villa Dreams Come True, holiday rental in Kissimmee

Florida Villa Dreams Come True

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 10, holiday rental in Kissimmee

Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 10

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Dis Oasis Villa at Windsor Palms Resort - Close to Disney!, holiday rental in Kissimmee

Dis Oasis Villa at Windsor Palms Resort - Close to Disney!

6 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Villa Dream - Storey Lake, holiday rental in Kissimmee

Villa Dream - Storey Lake

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Previous
Frequently Asked Questions about Kissimmee

Villas in Kissimmee
Kissimmee, near Orlando in Florida, is a great family friendly destination, as it is so near so many of Florida's most famous tourist attractions and theme parks, including Walt Disney World. In addition to these attractions and a glorious sub-tropical climate, the area presents unique opportunities to spot exotic and endangered wildlife. Whether your family are, roller-coaster fanatics or naturalists, or a mixture of both, you will have a packed time in the area, and you can cut down on the expenses by investigating the wide range of villas and holiday rentals on offer.
More
Villas in Kissimmee
Kissimmee, near Orlando in Florida, is a great family friendly destination, as it is so near so many of Florida's most famous tourist attractions and theme parks, including Walt Disney World. In addition to these attractions and a glorious sub-tropical climate, the area presents unique opportunities to spot exotic and endangered wildlife. Whether your family are, roller-coaster fanatics or naturalists, or a mixture of both, you will have a packed time in the area, and you can cut down on the expenses by investigating the wide range of villas and holiday rentals on offer.
Things to do in Kissimmee
Kissimmee is within easy reach of Disney World, Sea World Orlando and Universal Studios, but you can also go for lesser known attractions such as Forever Florida, where you can go on safari on horseback or on a coach to spot alligators, black bears and even the incredibly rare Florida panther. Florida is of course also famous for its swamps, so a trip to Boggy Creek is also a perfect day out, you can take a ride in a swamp buggy out to explore the wetlands and see turtles and various exotic birds. These kinds of attractions provide memories which will last a lifetime, and are great for kids. And for a bit of fun, make sure you go to Medieval Times for a dinner show with a difference, as knights joust on horseback. This is an expensive venue, but could be a highpoint of an unforgettable family holiday, and of course you'll be saving a considerable amount of money by renting a villa rather than forking out for a hotel room.
Kissimmee Holiday Rentals
A holiday full of theme parks can be an expensive business with even a small family. But you can make your budget go further by opting to rent a villa, as prices start around £500 a week for villas for up to six people. With air conditioning, pools, broadband and TVs included as standard, you can make yourself completely at home during your stay, and maybe even spend a day in the villa between theme park trips - with the extra space of self-catered accommodation this becomes a real option, whereas in a hotel kids are generally climbing up the walls within twenty minutes! By renting a villa, you can enjoy a low cost holiday in Kissimmee, and probably get to relax a whole lot more!