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2026-06-08
2026-06-09
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Kissimmee holiday rentals

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$ 182 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

Amazing Hotel Room Near Disney For 4 People

West Irlo Bronson Memorial Highway 5245, Kissimmee, United States View map

The Amazing Holiday home Room Near Disney For 4 People is a charming getaway that blends comfort and convenience for the ultimate vacation experience. Nestled just 13 kilometers from the vibrant… More

From US$ 77 Book Now

Veranda Palms 8 Bedroom Home With Pool 1722

4414 Shiva Loop, Kissimmee, United States View map

**Discover the Veranda Palms 8 Bedroom Home with Pool - 1722, a perfect retreat for families and friends seeking a memorable getaway in the heart of Kissimmee.** Nestled in the scenic Golden Palms… More

From US$ 331 Book Now

Crystal Cove 4 Bedroom Vacation Home 1527

947 Emerald Green Court, Kissimmee, United States View map

Offering a location only 1.3 km from Medieval Times Dinner & Tournament, the 3-bedroom Crystal Cove 4 Bedroom Vacation Home 1527 Kissimmee gives access to various tourist spots in the area. More

From US$ 209 Book Now

Spectacular Big House, 4 Bedrooms, Private Pool

2660 Santosh Cove, Kissimmee, United States View map

### The Spectacular Big House is 4 Bedrooms, Private Pool With Orlando International Airport just 35 km away, the Spectacular Big House offers easy access to both the excitement of the city and the… More

From US$ 166 Book Now

1737Gb Villa 5 Beds 5 Baths With Private Pool

1737 Caribbean View Ter, Kissimmee, United States View map

Staying at 1737Gb Villa 5 Beds 5 Baths With Private Pool Kissimmee, guests can easily reach Highlands Reserve Boulevard, located approximately a 25-minute walk away. More

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Stunning 4 Bd W/ Gameroom Close To Disney 5110K

5110 Killarney Way, Kissimmee, United States View map

World of Disney is within 4.4 km of the 4-bedroom Stunning 4 Bd W/ Gameroom Close To Disney 5110K and Orlando International airport is 27 minutes' drive away. The property provides free parking, an… More

From US$ 378 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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Marvelous 4 Bd W/ Pool Close To Disney 218

218 Ocean Course Avenue, Kissimmee, United States View map

Located approximately 10 minutes' drive from Mystic Dunes Golf Club, the 3-bedroom Marvelous 4 Bd W/ Pool Close To Disney 218 Kissimmee villa offers a terrace with views of the city. Featuring pool… More

From US$ 1414 Book Now

Ground Level Condo With Garden Patio

Britannia Boulevard 3159, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, the Ground Level Condo with Garden Patio offers a uniquely tranquil retreat. With a seamless blend of comfort and style, this exceptional accommodation… More

From US$ 99 Book Now

Newly Listed Townhouse Storey Lake, Free Waterpark

4285 Quote Street, Kissimmee, United States View map

**Welcome to Newly Listed Townhouse Storey Lake, Free Waterpark** Conveniently located approximately 35 km from Orlando International Airport, Newly Listed Townhouse Storey Lake promises easy… More

From US$ 353 Book Now

Look Over Nature, Pool Home Near Disney Parks

2617 Santosh Cove, Kissimmee, United States View map

Situated 2.9 km from Fantasy Surf, the 4-bedroom Look Over Nature, Pool Home Near Disney Parks Kissimmee entices guests to explore various tourist attractions in the area. The holiday home offers… More

From US$ 102 Book Now

6Br Resort Home Near Disney - With Private Pool Hot Tub And Games Room

Marcello Boulevard 1091, Kissimmee, United States View map

Escape to the enchanting 6Br Resort Home Near Disney - With Private Pool, Hot Tub, and Games Room, a delightful retreat located just a 10-minute drive from the vibrant attractions of Kissimmee. This… More

From US$ 244 Book Now

Disney Cottage

949 Savanna Drive, Kissimmee, United States View map

**Welcome to Your Magical Escape** Nestled in the enchanting surroundings of Kissimmee, the Disney Cottage offers a delightful retreat just a 20-minute drive from the vibrant offerings of central… More

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Enchanted Disney Vacation Villa

2550 Oneida Loop, Kissimmee, United States View map

The Enchanted Disney Vacation Villa is your ideal sanctuary nestled just 30 kilometers from the lively heart of Kissimmee. This charming retreat provides guests with easy access to the enchanting… More

From US$ 160 Book Now

Island Abode -Near Disney

3131 Yellow Lantana Lane, Kissimmee, United States View map

Set in the vibrant heart of Kissimmee, Island Abode - Near Disney offers an enchanting escape for families and adventurers alike. Just a short drive away, at approximately 32 kilometers, the magical… More

From US$ 181 Book Now

2696 Manesty

2696 Manesty Lane, Kissimmee, United States View map

**Discover 2696 Manesty Villa Kissimmee** Nestled in the enchanting town of Celebration, a vibrant master-planned community crafted by Walt Disney Company, 2696 Manesty stands as a premier… More

From US$ 354 Book Now

16-Guest Resort Home W Hottub-Pool-Bbq-Arcade

Coconut Breeze Drive 8935, Kissimmee, United States View map

The 7-bedroom 16-Guest Resort Home W Hottub-Pool-Bbq-Arcade Kissimmee is located 3.3 km from Northeast Regional City Park and provides a private pool, ensuring a relaxing stay. Situated in the West… More

From US$ 135 Book Now

4830Fa Townhouse 4 Beds & 3 Baths With Private Pool

4830 Dedication St, Kissimmee, United States View map

Located 10 minutes' drive from the Fun 'n Wheels Family Fun Parks, 4830Fa Townhouse 4 Beds & 3 Baths With Private Pool Kissimmee villa gives access to various tourist sites in the vicinity. More

From US$ 182 Book Now

Spacious Kissimmee Family Home W/ Game Room & Pool

8515 La Isla Dr, Kissimmee, United States View map

Located approximately a 10-minute drive from the 145 - foot Tree of Life Sculpture, the 6-bedroom Spacious Kissimmee Family Home W/ Game Room & Pool boasts a heated pool with a hot tub. More

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Upstay 9Br Disney Retreat W Pool, Bbq & Hot Tub

Shanti Drive 2568, Kissimmee, United States View map

Situated 25 minutes' walk from Capone's Dinner and Show, Upstay 9Br Disney Retreat W Pool, Bbq & Hot Tub Kissimmee villa invites guests to relax at a patio. More

From US$ 974 Book Now

Ground Floor Gathering Up To 9 Guests Bl387

387 Marcello Boulevard, Kissimmee, United States View map

Discover the inviting ambiance of Ground Floor Gathering, a thoughtfully designed haven in Kissimmee that perfectly accommodates up to nine guests. Nestled just 10 minutes from the vibrant heart of… More

From US$ 196 Book Now

Modern 6Br Home - Pool Bbq Hot Tub - Near Disney

Cabello Loop 4563, Kissimmee, United States View map

Set just 8 km from the lively town of Kissimmee, the Modern 6Br Home - Pool BBQ Hot Tub - Near Disney offers a contemporary retreat for families and groups seeking the ultimate Disney experience. More

From US$ 354 Book Now

4809Am Townhouse 4 Beds & 3 Baths With Private Pool

4809 Memories Ln, Kissimmee, United States View map

Located 4.2 km from the mile-long Kissimmee Go-Karts, 4809Am Townhouse 4 Beds & 3 Baths With Private Pool Kissimmee villa gives access to various tourist sites in the vicinity. More

From US$ 292 Book Now

3 Bed-Near Disney-Tuscana Resort

1370 Tuscana Lane, Kissimmee, United States View map

Situated in the vibrant heart of Kissimmee, the 3 Bed-Near Disney-Tuscana Resort offers an enchanting retreat just a stone's throw from the magic of Disney. This family-friendly haven, only 24 km… More

From US$ 154 Book Now

Exceptional 5Br4.5Ba Townhome With Private Pool Themed Bedrooms Ww8907

8907 Sydney Ave, Kissimmee, Fl 34747, Eua, Kissimmee, United States View map

Offering guests to relax at a spa centre, Exceptional 5Br4.5Ba Townhome With Private Pool Themed Bedrooms Ww8907 Kissimmee villa is located in the West Kissimmee district. More

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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

Stunning 5 Bd Home W/ Pool Close To Disney 4822

4822 Love Story Ln, Kissimmee, United States View map

**Welcome to Stunning 5 Bd Home W/ Pool Close To Disney 4822**-your family-friendly retreat perfectly nestled in Kissimmee, just a stone's throw from Orlando's famous attractions. This magnificent… More

From US$ 211 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

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

Bahama Bay Beautiful 3 Bedrooms Condo

1114 New Providence Promenade, Kissimmee, United States View map

Welcome to the exquisite Bahama Bay Beautiful 3 Bedrooms Condo, an enchanting retreat located just 33 km from the vibrant heart of Kissimmee, Florida. This tropical haven offers guests a serene… More

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Bahama Bay

807 Gran Bahama Boulevard, Kissimmee, United States View map

The idyllic Bahama Bay Villa Kissimmee is where comfort meets tropical elegance. Nestled in a lush landscape, this exquisite retreat offers guests unparalleled accommodations, complete with… More

From US$ 148 Book Now

Gorgeous Home With Private Pool, Themed Rooms Near Disney With Waterpark & Resort Access At Encore Resort - 7687Ff

7687 Fairfax Drive, Kissimmee, United States View map

### Discover Enchantment at Gorgeous Home With Private Pool Nestled in the vibrant heart of Celebration, Gorgeous Home With Private Pool promises a magical retreat just a stone's throw from the… More

From US$ 846 Book Now

Cute With Private Pool At Storey Lake Sl4802

4802 Romeo Cr, Kissimmee, United States View map

**Welcome to Cute With Private Pool At Storey Lake SL4802**, a charming retreat nestled just 12 kilometers from the vibrant heart of Kissimmee. This delightful accommodation brings together comfort… More

From US$ 249 Book Now

8400 Blue Lagoon Drive

8400 Blue Lagoon Drive, Kissimmee, United States View map

**Welcome to 8400 Blue Lagoon Drive, Kissimmee**-a vibrant oasis nestled just 31 km from the heart of Kissimmee and a convenient 45 km from Orlando International Airport. This enchanting retreat… More

From US$ 290 Book Now

Modern 2Bdrm Condo-Championsgate

1099 Splash Shot Place, Kissimmee, United States View map

Welcome to the Modern 2Bdrm Condo-Championsgate, a beautifully appointed retreat nestled in the heart of Championsgate, just a 50-minute ride from the vibrant attractions of Kissimmee. This stunning… More

From US$ 175 Book Now

Four Bedrooms Townhome 5130

5130 Adelaide Drive, Kissimmee, United States View map

**Welcome to Four Bedrooms Townhome 5130**, a charming and spacious retreat nestled in the vibrant heart of Kissimmee. This lovely accommodation invites you to unwind with complimentary WiFi and air… More

From US$ 99 Book Now

Four Bedrooms Close To Disney W Pool 4898

4898 Windermere Avenue, Kissimmee, United States View map

Situated in the vibrant heart of Kissimmee, Four Bedrooms Close To Disney W Pool 4898 is a luxurious vacation haven that seamlessly blends comfort and convenience. This lavish contemporary retreat is… More

From US$ 193 Book Now

This Happy Place

8931 Bismarck Palm Road, Kissimmee, United States View map

Welcome to This Happy Place, a picturesque retreat nestled 34 km from the vibrant city of Kissimmee and just a short drive from the excitement of Orlando. Perfectly located for guests seeking a blend… More

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Villa, Private Pool, Water Park, Orlando Parks

2813 Bookmark Drive, Kissimmee, United States View map

**Villa Orlando is your gateway to adventure and relaxation in the heart of Kissimmee.** Nestled conveniently near premier attractions, this luxurious villa offers a serene escape with easy access to… More

From US$ 219 Book Now

Happy Port, Your Home Very Close To Entertainment

2901 Endeshire Way - Building 14 Unit 106, Kissimmee, United States View map

The 2-bedroom Happy Port, Your Home Very Close To Entertainment Kissimmee is located about 7 km from the educational Epcot Disney Theme Park and provides hiking for active guests. Featuring a Jacuzzi… More

From US$ 115 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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4964Rs Townhouse 4 Beds & 3 Baths With Private Pool

4964 Windermere Ave, Kissimmee, United States View map

Staying at 4964Rs Townhouse 4 Beds & 3 Baths With Private Pool Kissimmee villa, guests can visit the working Kissimmee Air Museum, which is approximately a 10-minute ride away. More

From US$ 214 Book Now

5 Mi To Disney: Emerald Island Resort Condo!

Kissimmee, FL, 34747, Kissimmee, United States View map

The 3-bedroom 5 Mi To Disney Emerald Island Resort Condo! Kissimmee villa is located about a 25-minute walk from Bonanza Golf Gifts and welcomes its guests to enjoy hiking. Offering private parking… More

From US$ 139 Book Now

5Br Resort Home Pvt Pool Bbq

2444 Tangier Drive, Kissimmee, United States View map

**Welcome to 5Br Resort Home Pvt Pool Bbq**, a stunning retreat nestled just a one-hour drive from Kissimmee, perfect for families seeking a blend of comfort and luxury. This elegant resort home… More

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Five Bedrooms Townhome With Pool 4849

Clock Tower Drive, Kissimmee, United States View map

This beautiful townhome features five spacious bedrooms, accommodating up to ten guests, offering a delightful escape just a short distance from the vibrant attractions of Orlando. Enjoy the… More

From US$ 156 Book Now

Upstay Lakeside 10 Bedroom Home With Pool Private Cinema & Game Room

Marcello Boulevard 537, Kissimmee, United States View map

The 8-bedroom Upstay Lakeside 10 Bedroom Home With Pool Private Cinema & Game Room Kissimmee entices active guests with access to a fitness club and is located approximately a 10-minute ride from… More

From US$ 279 Book Now

4577 Stunning 7 Bedroom Home

Target Boulevard 4577, Kissimmee, United States View map

**Welcome to the 4577 Stunning 7 Bedroom Home in Kissimmee** Nestled just 11 kilometers from the heart of Kissimmee, the 4577 Stunning 7 Bedroom Home offers a sophisticated escape for families and… More

From US$ 947 Book Now

Four Bedrooms Resort Townhome 5128

5128 Adelaide Drive, Kissimmee, United States View map

Set in the heart of Kissimmee, Four Bedrooms Resort Townhome 5128 presents an inviting getaway for families and groups seeking comfort and convenience. This delightful holiday home combines modern… More

From US$ 175 Book Now