Special offers and Exclusive deals

Search Hotels

2026-02-14
2026-02-15
Guests

Filter Results

Hotels by class

Hotel name

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Kissimmee holiday rentals

Chic Home Themed Bedrooms Game Room Best Spot

4831 Kings Castle Circle, Kissimmee, United States View map

**Chic Home is Your Ideal Retreat in Kissimmee** With top-notch services, including concierge assistance and shuttle arrangements, Chic Home makes your journey as smooth as possible. More

Book Now

8893 Candy Palm Road

8893 Candy Palm Road, Kissimmee, United States View map

Situated just a 60-minute drive from Kissimmee, 8893 Candy Palm Road offers an ideal blend of relaxation and accessibility in the heart of Florida. This spacious retreat invites guests to experience… More

Book Now

Conservation View, Resort, Pool Home-3116Pp

8945 Cuban Palm Road,, Kissimmee, United States View map

Situated in the serene landscapes of Kissimmee, the Conservation View Resort offers an exquisite retreat, seamlessly blending natural beauty with modern comforts. Just a scenic hour's drive from the… More

From US$ 237 Book Now

Sun Baked Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8089Dr

8089 Dreamsicle Drive, Kissimmee, United States View map

Located within 10 minutes' drive of the zoological Disney's Animal Kingdom Theme Park, the 2-bedroom Sun Baked Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8089Dr… More

From US$ 466 Book Now

Bsv_Villa8836

8836 Bengal Ct, Kissimmee, United States View map

**Welcome to the BSV Villa 8836, Kissimmee** Nestled just an hour's drive from the vibrant heart of Kissimmee, BSV Villa 8836 offers an idyllic retreat for travelers seeking both relaxation and… More

Book Now

2731Ee Villa 5 Bed/5 Ba

2731 Bookmark Dr, Kissimmee, United States View map

In the heart of Kissimmee, 2731Ee Villa offers an exquisite retreat just 11 km from the vibrant attractions of Kissimmee and 35 km from the bustling Orlando International Airport. This stunning… More

From US$ 284 Book Now

4220Aa Townhouse 4 Bedroom 3 Baths + Private Pool

4220 Paragraph Dr, Kissimmee, United States View map

Offering a location 4.3 km from the outlet mall "Lake Buena Vista Factory Stores", 4220Aa Townhouse 4 Bedroom 3 Baths + Private Pool Kissimmee villa gives access to various tourist spots in the area. More

Book Now

Family-Friendly Disney Getaway

3193 Owassa Court, Kissimmee, United States View map

The 2-bedroom Family-Friendly Disney Getaway is set in the Lake Buena Vista district, nearly a 25-minute walk from Local amusement Theme Park and at a 3.8 km distance from World of Disney. This… More

Book Now

Fully Upgraded 3Br Condo On Ground Floor

203 Watling Way, Kissimmee, United States View map

Immerse yourself in comfort and convenience at the Fully Upgraded 3Br Condo On Ground Floor, ideally situated just 60 minutes by car from the vibrant streets of Kissimmee. This sophisticated retreat… More

Book Now

Incredible Family Retreat With Ps5 Private Pool And Access To 2 Clubhouses

2701 Scrapbook Street, Kissimmee, United States View map

Discover the charm of the Incredible Family Retreat With Ps5 Private Pool And Access To 2 Clubhouses Kissimmee, a serene haven just 9 kilometers from the bustling heart of Kissimmee. Nestled in a… More

Book Now

9Br Lakeview Villa - Pool Jacuzzi & Pool Table

485 Ocean Course Avenue, Kissimmee, United States View map

More

Book Now

Wyndham Star Island Resort 2Br Apartment With Resort Access

Avenue Of The Stars 5000, Kissimmee, United States View map

Welcome to the enchanting Wyndham Star Island Resort 2Br Apartment With Resort Access Kissimmee, a perfect oasis for families and travelers alike, situated just a 20-minute drive from the vibrant… More

Book Now

6Br 6Bath Pvt Home Pool 10Min Disney 3282Ft

2962 Buccaneer Palm Rd, Kissimmee, United States View map

The 6Br 6Bath Pvt Home Pool is a luxurious escape nestled in the heart of Kissimmee, where family fun meets relaxation just minutes from Disney. This stunning property encompasses an impressive 3.282… More

From US$ 641 Book Now

5 Bed House W- Pool In Paradise Palms 3180Pp

8942 Sugar Palm Road, Kissimmee, United States View map

Set in the serene community of Paradise Palms, the 5 Bed House W- Pool In Paradise Palms 3180Pp offers a luxurious retreat, sculpted for family gatherings or a peaceful getaway. This stunning… More

From US$ 286 Book Now

Exquisite Home With Theater, Themed Rooms Near Disney With Waterpark & Resort Access At Encore Resort- 7664Ff

7664 Fairfax Drive, Kissimmee, United States View map

In the enchanting community of Celebration, Exquisite Home With Theater, Themed Rooms Near Disney With Waterpark & Resort Access At Encore Resort-7664Ff is a splendid retreat that invites guests to… More

From US$ 686 Book Now

Brand New Corner Lot Pond View Vacation Home

Scene Lane 4387, Kissimmee, United States View map

**Discover the Tranquility of the Brand New Corner Lot Pond View Vacation Home** Nestled just 9 km from the vibrant heart of Kissimmee, the Brand New Corner Lot Pond View Vacation Home offers a… More

From US$ 250 Book Now

Cinderellas Castle

Oneida Loop, Kissimmee, United States View map

**Discover Enchantment at Cinderellas Castle Kissimmee** Guests are well-positioned for convenient transportation, with Orlando International Airport just 45 km away, allowing for hassle-free… More

From US$ 301 Book Now

Marvelous 4Bd With Pool At Storey Lake Resort 2601

Reading Trail 2601, Kissimmee, United States View map

**Welcome to the Marvelous 4Bd With Pool At Storey Lake Resort 2601**, a stunning oasis nestled just 10 minutes from the vibrant heart of Kissimmee. Here, every moment is infused with luxury and… More

Book Now

Private Pool Townhome At Paradise Palms Resort

8962 Majesty Palm Road, Kissimmee, United States View map

In the heart of Kissimmee, the Private Pool Townhome at Paradise Palms Resort offers a blissful retreat for families and friends alike. This elegantly designed accommodation is just a 60-minute drive… More

Book Now

Comfy 3Br Lakeview Condo With 2Clubhouses

Paradox Circle 3161, Kissimmee, United States View map

**Welcome to Comfy 3Br Lakeview Condo With 2Clubhouses** - a serene oasis just twenty minutes by car from the vibrant heart of Kissimmee. Nestled in a picturesque setting, this charming condo offers… More

From US$ 171 Book Now

House By The Mouse

Indian Creek, Kissimmee, United States View map

**Welcome to House By The Mouse Villa**, an enchanting getaway nestled within the vibrant landscape of Kissimmee. Conveniently located just an hour's drive from Kissimmee's bustling attractions and a… More

From US$ 491 Book Now

7 Bedrooms 65 Bathrooms Solara 9041Fktw

9041 Flamingo Key Way, Kissimmee, United States View map

**Discover the Essence of Comfort at Solara 9041Fktw** Strategically located, Solara 9041Fktw offers easy access to Orlando's vibrant attractions, making it an ideal base for exploration. More

Book Now

Lily Garden

8952 Zurich Ln, Kissimmee, United States View map

Positioned in the heart of Kissimmee, the enchanting Lily Garden offers a perfect blend of luxury and comfort within a serene setting. Guests are just a 60-minute ride from the vibrant attractions of… More

From US$ 159 Book Now

Luxury Home, Private Pool, Themed Bedrooms, Prime Location

4246 Paragraph Drive, Kissimmee, United States View map

**Welcome to the Luxury Home, where comfort meets sophistication in a setting designed for both relaxation and adventure. Nestled just a 20-minute drive from the vibrant heart of Kissimmee, this… More

From US$ 434 Book Now

Family Townhome W Private Pool

3089 Pequod Place, Kissimmee, United States View map

**The Family Townhome W Private Pool is where comfort meets convenience in the vibrant heart of Kissimmee.** Nestled just 12 kilometers from the enchanting attractions of Kissimmee and within a short… More

Book Now

Top Elegance Vacation Pool At Windsor Resort 8965

8965 Zurich Lane, Kissimmee, United States View map

**Welcome to Top Elegance Vacation Pool At Windsor Resort 8965, your ultimate retreat nestled in the heart of Kissimmee.** This exquisite destination harmoniously blends upscale accommodations with… More

Book Now

Charmosa 3Q/2.5B C/Jacuzzi * Vista Lago *

4738 Ormond Beack Way, Kissimmee, United States View map

### Welcome to the Charming 3Bd/2.5Ba * Jacuzzi + Lake View The Charming 3Bd/2.5Ba * Jacuzzi + Lake View is a tranquil retreat nestled just 10 km from the vibrant heart of Kissimmee. More

Book Now

Beautiful Townhouse In Bella Vida Resort

1120 Las Fuentes Drive, Kissimmee, United States View map

**Discover Beautiful Townhouse In Bella Vida Resort** Nestled just 8 km from the vibrant attractions of Kissimmee, Beautiful Townhouse In Bella Vida Resort offers an ideal retreat for families and… More

Book Now

F - New 4 Bedroom Home - 5 Miles To Disney - Free Water Park - Private Pool

3145 Pequod Place, Kissimmee, United States View map

**Welcome to Your Dream Escape at F - New 4 Bedroom Home - 5 Miles To Disney** Perfectly situated, this haven is only 12 km from Kissimmee and a mere 30 km from Orlando International Airport, making… More

From US$ 229 Book Now

65 Home At Sonoma Resort, Private Pool, And Much More!!

3951 Oakville Avenue, Kissimmee, United States View map

The 6-bedroom 65 Home At Sonoma Resort, Private Pool, And Much More!! Kissimmee is located within 25 minutes' walk of the Kissimmee Go-Karts and provides a Jacuzzi. This Kissimmee holiday home… More

Book Now

Bright 3B W Pool Close To Disney Encantada 8545

8545 Bay Lilly Loop, Kissimmee, United States View map

More

Book Now

Be Our Guest At Emerald Island

8615 La Isla Dr, Kissimmee, United States View map

**Escape to Be the Guest at Emerald Island Kissimmee, where luxury meets comfort in the heart of Florida's enchanting vacationland. Just a short 60-minute drive from bustling Kissimmee, this… More

Book Now

Remarkable Home Near Disney With Theater & Themed Rooms With Waterpark & Resort Access At Encore Resort - 7660Ff

7660 Fairfax Dr, Kissimmee, United States View map

Located a 16-minute walk from the Brinson Park, Remarkable Home Near Disney With Theater & Themed Rooms With Waterpark & Resort Access At Encore Resort - 7660Ff Kissimmee offers themed dinners and… More

From US$ 917 Book Now

Lake View Pool Home Near Disney And Shoppings

114 Country Creek Lane, Kissimmee, United States View map

Discover the enchanting Lake View Pool Home Near Disney And Shoppings, nestled just 8 km from the vibrant heart of Kissimmee, offering a perfect blend of tranquility and excitement. This exquisite… More

Book Now

Loft & Leisure Villa - 6 Bdrs

1852 Gobi Dr., Kissimmee, United States View map

### Welcome to Loft & Leisure Villa - 6 Bdrs Situated conveniently near key attractions, Loft & Leisure Villa - 6 Bdrs provides easy access to theme parks and local dining hotspots. More

Book Now

Super Host Home Private Pool 9 Min Mco Disney

606 Moss Park Court, Kissimmee, United States View map

Nestled around 6 km from Osceola Center for the Arts, the 2-bedroom Super Host Home Private Pool 9 Min Mco Disney Kissimmee entices guests to explore various tourist destinations nearby. The holiday… More

Book Now

Orlando Family Retreat 4Br, Private Pool And Lake

1035 Soaring Eagle Lane, Kissimmee, United States View map

More

Book Now

1652Al Townhouse 5 Bed/4.5 Ba

1652 Tropical Palms Cir, Kissimmee, United States View map

**Welcome to 1652Al Townhouse 5 Bed/4.5 Ba, a charming villa that redefines family getaways in the heart of Kissimmee.** Nestled just 32 km from the vibrant scenery of Kissimmee, this spacious… More

Book Now

Upstay Sleeps 26 W Private Pool, Hot Tub, Games

Shanti Drive 2567, Kissimmee, United States View map

**Welcome to Sleeps 26 - With Private Pool Hot Tub Games & Cinema Villa**, where luxury meets relaxation in the heart of Kissimmee. This lavish villa, designed to accommodate extravagance, is just a… More

Book Now

Vivid Home With Theater, Themed Room Near Disney With Waterpark & Resort Access At Encore Resort- 7662Ff

7662 Fairfax Drive, Sheraton, United States View map

More

From US$ 882 Book Now

W475 - The Modern Beach Villa

1216 Castle Pines Court, Kissimmee, United States View map

**Welcome to W475 - The Modern Beach Villa** W475 - The Modern Beach Villa is a luxurious retreat just 25 km from the lively heart of Kissimmee, making it an ideal base for those seeking both… More

Book Now

Homestead Beech

7409 Soiree Way, Kissimmee, United States View map

More

Book Now

Super Boho- At Lake Toho'S Water Sleeps 6

319 East Monument Avenue, Kissimmee, United States View map

**Welcome to Super Boho at Lake Toho, Kissimmee** Nestled in the heart of Downtown Kissimmee, Super Boho at Lake Toho embodies the vibrant spirit of Florida's bustling Osceola County. More

From US$ 142 Book Now

Amazing Disney Themed Home!

1822 Caribbean View Terrace, Kissimmee, United States View map

Welcome to the Amazing Disney Themed Home! Kissimmee, where enchanting decor immerses you in the magic of the Disney universe. Ideal for families and groups, this vibrant retreat is conveniently… More

From US$ 685 Book Now

Bsv_Villa2016

2016 Fleming Mist Pl, Kissimmee, United States View map

**Welcome to Bsv_Villa2016 Kissimmee**, a charming retreat nestled just 32 km from the vibrant heart of Kissimmee and a convenient 50 km from the renowned Orlando International Airport. Perfectly… More

Book Now

Golf Gym Tennis Pools & More

1597 Heritage Crossing Ct #302, Kissimmee, United States View map

**Welcome to Golf Gym Tennis Pools & More Kissimmee, where elegance and adventure perfectly intertwine. Located just 21 km from the vibrant heart of Kissimmee, this exquisite retreat offers guests a… More

Book Now

Margaritaville House Close To Universal

5121 Killarney Way, Kissimmee, United States View map

More

Book Now

7650 Comrow #204

7650 Comrow Street, Kissimmee, United States View map

**Welcome to 7650 Comrow #204 Villa, your enchanting retreat in Celebration, Florida.** Nestled in a picturesque town crafted by the Walt Disney Company, this exquisite villa offers a perfect blend… More

From US$ 210 Book Now

Spacious, Bbq, Full Resort, Free Wifi-3219Pp

8976 Bismarck Palm Road, Kissimmee, United States View map

Located 10 minutes' drive from Polo Park Golf Course, Spacious, Bbq, Full Resort, Free Wifi-3219Pp Kissimmee villa gives access to various tourist sites in the vicinity. More

Book Now

Luxury 3 Bedroom 2 Bath Condo Home 241

1133 Challenge Dr, Kissimmee, United States View map

Situated in the heart of Florida, the Luxury 3 Bedroom 2 Bath Condo Home 241 Kissimmee offers an exquisite escape for families and groups seeking comfort and style. Located only 29 km from the… More

Book Now