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2026-04-23
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Kissimmee holiday rentals

9203 Sommerset Hills Drive

9203 Sommerset Hills Drive, Kissimmee, United States View map

**Welcome to Sommerset Hills**, a serene retreat nestled just 29 kilometers from the vibrant city of Kissimmee. Offering a perfect blend of modern comfort and elegant charm, this exquisite property… More

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Third Floor Unit In Bahama Bay

114 Lucaya Loop, Kissimmee, United States View map

**Welcome to the Third Floor Unit in Bahama Bay Villa**, a splendid retreat that combines comfort and convenience in the heart of Kissimmee. Situated just an hour's drive from the vibrant energy of… More

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7Bdm Prvt Pool Villa - Gated Resort 10Min To Disney

8591 Sunrise Key Drive, Kissimmee, United States View map

Positioned within a gated resort, the exquisite 7Bdm Prvt Pool Villa - Gated Resort 10Min To Disney offers an idyllic retreat just 10 minutes away from the magical allure of Disney. This elegantly… More

From US$ 339 Book Now

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

3140 Pequod Place, Kissimmee, United States View map

**Welcome to New 4 Bedroom Home - 5 Miles To Disney - Free Water Park - Private Pool, where luxury meets convenience in the heart of Kissimmee.** Ideal for families and groups looking to experience… More

From US$ 210 Book Now

Kisimmee Sunshine Stays

8988 Shine Drive, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, about 3 km from the Emerald Island Boulevard, the 3-bedroom Kisimmee Sunshine Stays Kissimmee villa comes with a private swimming pool for guests… More

From US$ 163 Book Now

Spectacular! Townhome 9 Miles To Disney World!

4767 Terra Esmeralda Drive, Kissimmee, United States View map

The 3-bedroom Spectacular! Townhome 9 Miles To Disney World! Kissimmee villa is located around 25 minutes' walk from Shingle Creek Regional Park and provides a Jacuzzi. More

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Elegant Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 391Fl

391 Falls Drive, Kissimmee, United States View map

**Elegant Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 391Fl** offers a truly enchanting escape just minutes from the magical world of Disney. Nestled… More

From US$ 667 Book Now

Beautiful Townhome Wprivate Pool 7 Mi To Disney

8911 Geneve Court, Kissimmee, United States View map

**Welcome to Beautiful Townhome Wprivate Pool 7 Mi To Disney - Your Ideal Family Retreat** Situated just 18 km from attractions like ESPN Wide World of Sports, and only 32 km from the enchantment of… More

From US$ 238 Book Now

New Upscale 8Br Kissimmee Retreat With Private Pool, Spa & Resort Amenities - 7 Mi To Disney!

8913 Bengal Court, Kissimmee, United States View map

Welcome to the New Upscale 8BR Kissimmee Retreat With Private Pool, Spa & Resort Amenities - 7 Mi To Disney!, Where luxurious comfort meets the excitement of Florida's premier attractions. Located… More

From US$ 245 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

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

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Paradise Palms-4 Bed Townhome W-Splashpool-3035Pp

8956 Coco Palm Road, Paradise Palms, Kissimmee, United States View map

**Experience the Magic at Paradise Palms-4 Bed Townhome W-Splashpool-3035Pp** Nestled in the vibrant heart of Kissimmee, Paradise Palms-4 Bed Townhome W-Splashpool-3035Pp offers a serene escape just… More

From US$ 146 Book Now

Magical Home With Private Pool And Close To Parks

2245 Wyndham Palms Way, Kissimmee, United States View map

**Welcome to Magical Home With Private Pool And Close To Parks**, a serene retreat that expertly blends tranquility with the excitement of nearby attractions. Just a short, 50-minute drive from… More

From US$ 305 Book Now

Oasis With Heated Pool Marvel And Nemo Rooms Near Disney

8891 Geneve Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

**Welcome to Oasis With Heated Pool Marvel And Nemo Rooms Near Disney**-a delightful retreat located just 32 km from the vibrant Kissimmee and within a convenient 50 km from Orlando International… More

From US$ 473 Book Now

Bahama Bay Third Floor Huge Unit Wonderful View

116 Watling Way, Kissimmee, United States View map

Welcome to Bahama Bay, a stunning retreat located just 34 km from the vibrant heart of Kissimmee, Florida. This serene getaway blends the charm of tropical paradise with the comfort of upscale… More

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Lakeview Luxury Oasis

4661 Cumbrian Lakes Drive, Kissimmee, United States View map

**Discover Lakeview Luxury Oasis in Kissimmee** Nestled in the heart of Kissimmee, the Lakeview Luxury Oasis offers guests an unparalleled blend of comfort and style, just a scenic 20-minute drive… More

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Cozy Private Home At Terra Verde Resort, South Facing Pool Spa, Near Disney, Seaworld

142 Madiera Beach Boulevard, Kissimmee, United States View map

The 3-bedroom Cozy Private Home At Terra Verde Resort, South Facing Pool Spa, Near Disney, Seaworld Kissimmee entices active guests with access to a fitness area and is located 2.6 km from the… More

From US$ 256 Book Now

Spacious 5Br Home With Pool Near Top Attractions

1140 Kingsbarn St, Kissimmee, United States View map

During the stay at Spacious 5Br Home With Pool Near Top Attractions Kissimmee, guests can indulge in a hot tub or visit the Rum Run, located 4.7 km away. This 4-bedroom villa features opportunities… More

From US$ 475 Book Now

Amazing Blue Private Pool 4Br House Near Disney

2758 Montego Bay Boulevard, Kissimmee, United States View map

**Welcome to Amazing Blue, your exquisite retreat just a stone's throw from the enchanting world of Disney.** Nestled in the heart of Kissimmee, this stunning private pool 4-bedroom house offers the… More

From US$ 191 Book Now

Luxury Private Pool Villa Near Disney With Fire Pit, Game Room & More

2518 Davenport Circle, Kissimmee, United States View map

Located nearly a 25-minute walk from the Pioneer Village at Shingle Creek, the 2-bedroom Luxury Private Pool Villa Near Disney With Fire Pit, Game Room & More Kissimmee gives access to various… More

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Three Bedrooms Townhome 3012

3012 Red Ginger Road, Kissimmee, United States View map

Located just 32 kilometers from the bustling allure of Kissimmee, the Three Bedrooms Townhome 3012 offers families and groups a tranquil yet convenient escape. This delightful residence embodies a… More

From US$ 97 Book Now

Luxury 9 Bd 5 Bath Private Pool Spa 181

8862 Cabot Cliffs Drive, Kissimmee, United States View map

**Welcome to Luxury 9 Bd 5 Bath Private Pool Spa 181, an exquisite retreat located just 29 km from the enchanting city of Kissimmee. Nestled in a tranquil setting, this remarkable residence offers an… More

From US$ 628 Book Now

4 Bedroom Hot Tub Cozy Decor @ Regal Oaks Ro2761N

2761 Corvette Ln, Kissimmee, United States View map

Nestled within the enchanting town of Celebration, a creation of the Walt Disney Company, the 4 Bedroom Hot Tub Cozy Decor at Regal Oaks Ro2761N offers an idyllic retreat just a stone's throw from… More

From US$ 249 Book Now

Luxury 9Br Gem- Heated Pool, Theater & Theme Rooms

Penelope Loop 2920, Kissimmee, United States View map

Located around a 10-minute ride from Give Kids The World Village Resort, the 5-bedroom Luxury 9Br Gem- Heated Pool, Theater & Theme Rooms Kissimmee villa offers a patio with views of the lake. More

From US$ 305 Book Now

Smart Home Near Disney World, Silver Spurs Arena

2079 Heritage Key Boulevard, Kissimmee, United States View map

**Discover the Charm of Smart Home Near Disney World, Silver Spurs Arena** Positioned ideally for theme park enthusiasts, this property allows easy access to world-renowned attractions, including… More

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Buena Ventura Escape

3051 Stillwater Drive, Kissimmee, United States View map

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4327 Magical Memories Home With Pool 5Bd

4327 Scene Ln, Kissimmee, United States View map

4327 Magical Memories Home With Pool 5Bd Kissimmee is located 15 minutes' drive from the adventure-themed Congo River Golf and provides a private pool, ensuring a relaxing stay. More

From US$ 292 Book Now

Luxury Villa Near Disney I Fully Renovated

Tennyson Court 4908, Kissimmee, United States View map

Welcome to the Luxury Villa Near Disney I Fully Renovated, a splendid retreat conveniently located just 11 km from the vibrant town of Kissimmee and a short 35 km drive from the bustling Orlando… More

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Beautiful 2Br With Waterpark & Private Game Room

1199 Drop Lane, Kissimmee, United States View map

The Beautiful 2Br With Waterpark & Private Game Room is a luxurious retreat nestled just 24 kilometers from the vibrant heart of Kissimmee. This exquisite accommodation combines comfort and modern… More

From US$ 136 Book Now

Solara Villa With Themed Rooms And Private Pool

Fleming Mist Place 2170, Kissimmee, United States View map

**Solara Villa With Themed Rooms And Private Pool is an enchanting retreat located just a short drive from the heart of Kissimmee.** This family-friendly oasis captures the essence of fun and… More

From US$ 388 Book Now

Luxury Home With Pool & 6 Beds Near Disney

3127 Fairfield Drive, Kissimmee, United States View map

Nestled 2.8 km from Walk N Sticks Golf Club, the 2-bedroom Luxury Home With Pool & 6 Beds Near Disney Kissimmee entices guests to explore various tourist destinations nearby. More

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Splendid 4 Bd W/ Pool Close To Disney @ Champions Gate 1006

1006 Splash Shot Place, Kissimmee, United States View map

Welcome to the Splendid 4 Bd W/ Pool Close To Disney @ Champions Gate 1006, an exceptional retreat just a short drive from the enchanting attractions of Orlando. Nestled in the idyllic Champions Gate… More

From US$ 289 Book Now

Family Getaway Townhome At Lake Berkley 15Min To Disney

967 Park Terrace Cir, Kissimmee, United States View map

Family Getaway Townhome At Lake Berkley 15Min To Disney Kissimmee villa is nestled just 1.3 km from Medieval Times Dinner & Tournament and provides a hot tub. More

From US$ 145 Book Now

Ravishing Four Bd W/ Pool Close To Disney 4947

4947 Windermere Avenue, Kissimmee, United States View map

**Experience Family-Friendly Luxury at Ravishing Four Bd w/ Pool Close to Disney** In terms of location, you will find convenience stores, restaurants, and shopping malls just a short drive away. More

From US$ 217 Book Now

Captain Jack'S Getaway

2687 Oneida Loop, Kissimmee, United States View map

Welcome to Captain Jack's Getaway, a charming retreat nestled just 30 kilometers from the vibrant heart of Kissimmee and a convenient 45 kilometers from Orlando International Airport. This unique… More

From US$ 284 Book Now

Nard Jolie Kay

1434 Lund Avenue, Kissimmee, United States View map

**Discover the Elegance of Nard Jolie Kay Villa Kissimmee** The location of Nard Jolie Kay Villa puts visitors within reach of Florida's most treasured attractions. More

From US$ 195 Book Now

Delightful Home Near Disney With Private Pool, Media Room, Waterpark & Resort Access At Encore Resort Reunion - 7418Mr

7418 Marker Avenue, Kissimmee, United States View map

**Welcome to Enchanting Stays Near Disney** Conveniently located near the major attractions of Central Florida, guests can experience the best that the area has to offer. More

From US$ 184 Book Now

New Home 9Bedrooms E 5Bath At Storey Lake

4541 Target Blvd, Kissimmee, United States View map

Offering a location 4.6 km from the Falcon's Fire Golf Course, the 5-bedroom New Home 9Bedrooms E 5Bath At Storey Lake Kissimmee gives access to various tourist spots in the area. More

From US$ 431 Book Now

Be-Our-Guest Home! 15 Mins To Disney!

8550 La Isla Drive, Kissimmee, United States View map

**Welcome to Be-the-Guest Home! 15 Mins To Disney!**, A charming retreat nestled just a stone's throw from the attractions of Central Florida. This delightful home blends comfort and convenience… More

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Top Dluxx Modern Home At Bella Vida Resort 4516

4516 Monado Drive, Kissimmee, United States View map

**In the vibrant heart of Kissimmee, Top Dluxx Modern Home At Bella Vida Resort 4516 offers a luxurious retreat for families and groups seeking an unforgettable getaway. Just 8 km from the enchanting… More

From US$ 276 Book Now

Superb Thematic 2Br Condo With 2 Clubhouses

501 Ocean Course Avenue, Kissimmee, United States View map

**Welcome to the Superb Thematic 2Br Condo With 2 Clubhouses** Nestled just 29 km from the vibrant heart of Kissimmee, the Superb Thematic 2Br Condo With 2 Clubhouses offers an idyllic retreat for… More

From US$ 148 Book Now

Charming 4Br With Private Heated Pool & Bbq Grill

4855 Romeo Circle, Kissimmee, United States View map

Situated approximately a 10-minute drive from the creative Mortem Manor Haunted Attraction, the 3-bedroom Charming 4Br With Private Heated Pool & Bbq Grill Villa Kissimmee includes an indoor pool, as… More

From US$ 284 Book Now

Family Friendly 4 Bedrooms With Gameroom Close To Disney In Compass Bay 5103

5103 Crown Haven Drive, Kissimmee, United States View map

**Welcome to Family Friendly 4 Bedrooms With Gameroom Close To Disney in Compass Bay 5103**, an enticing retreat designed for families seeking memorable vacations. Nestled just 13 kilometers from the… More

From US$ 144 Book Now

Windsor At Westside Corner Unit Next To Amenities

Rome Drive 2070, Kissimmee, United States View map

Welcome to the Windsor at Westside Corner Unit Next To Amenities, an exquisite getaway located in the vibrant Kissimmee area. Nestled just a short 60-minute drive from the energetic heart of Orlando,… More

From US$ 197 Book Now

Cozy 3Bed Townhome 8 Miles From Disney 1123

1123 Park Ridge Cir, Kissimmee, United States View map

Welcome to the Cozy 3Bed Townhome 8 Miles From Disney 1123, an idyllic retreat in the vibrant heart of Kissimmee. This charming townhome offers a serene escape while being conveniently located just 8… More

From US$ 148 Book Now

133 Beautiful Home With Lake View

133 Madiera Beach Boulevard, Kissimmee, United States View map

### Experience Serenity at 133 Beautiful Home With Lake View Situated just a short 10 km drive from the vibrant heart of Kissimmee, the 133 Beautiful Home With Lake View offers an idyllic retreat for… More

From US$ 256 Book Now

Poolside Oasis In Paradise Palms 6 Mi To Disney!

8976 California Palm Rd, Kissimmee, United States View map

Offering a location 3.3 km from The Legends Golf Course, the welcoming Poolside Oasis In Paradise Palms 6 Mi To Disney! Four Corners villa gives access to various tourist spots in the area. Situated… More

From US$ 231 Book Now

Joyful 8Bd Single Family W Pool @Champions Gate 9262

9262 Sommerset Hills Drive, Kissimmee, United States View map

Set within the prestigious Champions Gate community, Joyful 8Bd Single Family W Pool @Champions Gate 9262 is an exceptional retreat, ideal for families seeking both relaxation and recreation. Located… More

From US$ 597 Book Now

Brittany - Perfect 3 Bedroom Pool Home

2614 Brittany Ln, Kissimmee, United States View map

**Welcome to Brittany - Perfect 3 Bedroom Pool Home, a serene retreat just 11 km from the heart of Kissimmee.** This charming abode not only promises comfort but also boasts convenience, being… More

From US$ 186 Book Now

3Bd Townhome Near Disney 4730

4730 Coral Castle Dr, Kissimmee, United States View map

Offering a location only 400 m from Eagle Pointe South, the 2-bedroom 3Bd Townhome Near Disney 4730 Kissimmee villa gives access to various tourist spots in the area. More

From US$ 168 Book Now