Special offers and Exclusive deals

Search Hotels

2025-06-16
2025-06-17
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

Private Pool Homes

1 Rental Way, Kissimmee, United States View map

Private Pool Homes features accommodation with a picnic area, a golf course and a nightclub and is nestled 2 km from Northeast Regional City Park. The Kissimmee villa lies within a 10-minute drive of… More

From US$ 181 Book Now

Margaritaville Cottages Orlando With H2O Waterpark By Rentyl

8000 Fins Up Circle, Kissimmee, United States View map

Located 7 km from Walt Disney World Resort, Margaritaville Resort Orlando By Rentyl offers its guests an aqua park and an outdoor swimming pool. More

From US$ 10 Book Now

Stunning Townhouses 5 Minutes Away Disney!

Reading Trail, 2509, Kissimmee, United States View map

The 6-room Stunning Townhouses 5 Minutes Away Disney! in Kissimmee is within 4.3 km of Kissimmee Sports Arena and Rodeo. More

From US$ 116 Book Now

Berkley Lake Townhomes

1010 Park Ridge Circle, Kissimmee, United States View map

Berkley Lake Townhomes is 16 minutes' walk from Medieval Times Dinner & Tournament and approximately a 5-minute drive from from SeaWorld Orlando. The facilities of this villa include allergy friendly… More

From US$ 120 Book Now

Venetian Bay Villages Resort

4004 Santa Maria Drive, Kissimmee, United States View map

The 3-bedroom Venetian Bay Villages Resort offers accommodation in Kissimmee, within 10 minutes' walk of Plaza del Sol Kissimmee and 10 minutes' walk from Plaza del Sol Mall. The villa also comes… More

From US$ 144 Book Now

Cozykey Vacation Rentals

Central Location Only (Not Check In Location), Kissimmee, United States View map

Cozykey Vacation Rentals is situated in Kissimmee, within a 5-minute drive of SeaWorld Orlando and 15 minutes by car from the creative Mortem Manor Haunted Attraction. Guests of this villa can use… More

From US$ 207 Book Now

Villas At Seven Dwarfs Lane Resort

2600 Jonagold Blvd, Kissimmee, United States View map

The Villas At Seven Dwarfs Lane is situated within a 10-minute drive of the creative Mortem Manor Haunted Attraction and 5 minutes by car from Medieval Times Dinner & Tournament. Extras include a… More

From US$ 121 Book Now

Beautiful 5Bedroom Townhome W Water Park

1140 Kingsbarn St, Kissimmee, United States View map

ChampionsGate Country Club Golf is about a 10-minute walk from Beautiful 5-Bed4-Bath Townhome At Champions Gate -1140King, while Tuscan Hills Boulevard is within a 10-minute drive of here. The villa… More

From US$ 447 Book Now

Luxury Townhouses 18 Minutes Away From Disney!

1168 Challenge Dr., Kissimmee, United States View map

Luxury Townhouses 18 Minutes Away From Disney! is situated 3.3 km from Highlands Reserve GC and 4.7 km from Rum Run. There's also the convenience of a car park on site. More

From US$ 433 Book Now

Gorgeous 4 Bd Close To Disney W/ Pool @ Storey Lake Resort 4243

4243 Paragraph Drive, Kissimmee, United States View map

The 5-bedroom Gorgeous 4 Bd Close To Disney W/ Pool @ Storey Lake Resort 4243 is within a 15-minute drive of Mortem Manor Haunted Attraction, and 2.4 km from the mile-long Kissimmee Go-Karts. The… More

From US$ 172 Book Now

Townhome With Private Pool, Bbq & Free Waterpark

2030 Majorca Drive, Kissimmee, United States View map

Townhome With Private Pool, Bbq & Free Waterpark is situated in Kissimmee, at a 2.7 km distance from Highlands Reserve Boulevard and 10 minutes' drive from Mystic Dunes Golf Club at Mystic Dunes… More

From US$ 235 Book Now

Marvelous 7Bd/5Ba Family Friendly W/ Gameroom & Pool Close To Disney 1201

1201 Challenge Drive, Kissimmee, United States View map

This 7-bedroom villa is situated in Kissimmee, at a 3.6 km distance from Highlands Reserve GC and within 10 minutes' drive of Highlands Reserve Boulevard. The property features a kitchen with a… More

From US$ 439 Book Now

Cozykey Vacation Rentals - Crystal Cove

Blue Diamond Street, Kissimmee, United States View map

Cozykey Vacation Rentals - Crystal Cove offers accommodation 10 minutes' drive from Dare 2 Escape, while Kissimmee Golf Club is 10 minutes' drive away. For your comfortable stay this 6-room villa… More

From US$ 437 Book Now

Tropical Palms Resort

2650 Holiday Trl, Celebration, United States View map

Boasting the location approximately 10 minutes' drive from the 220-acre multi-purpose ESPN Wide World of Sports Complex, Tropical Palms Resort is also within a 10-minute walk of Old Town Shopping… More

From US$ 176 Book Now

Renovated Entire Close 2 Disney

4618 Prairie Point Boulevard, Kissimmee, United States View map

The 3-bedroom Pet Lover Renovated House Private Pool Close 2 Disney Villa is a 10-minute ride from Osceola County Welcome Center and History Museum, and around a 15-minute stroll from Xtreme… More

From US$ 179 Book Now

Storey Lake Home W Pool Near Disney Waterpar

3081 Tom Sawyer Dr, Kissimmee, United States View map

While staying at the 4-bedroom Storey Lake Free Water Park 4 Bedroom 3 Bath Pool, you'll be 3.7 km from Fun Spot America Kissimmee Amusement Park and 10 minutes by car from Gatorland. Providing a… More

From US$ 262 Book Now

Beautiful 5Bedroom House Close To Disney 8943

Kissimmee, United States View map

More

From US$ 260 Book Now

Beautiful Family Villa - Pool And Hot Tub - Near Disney World

4274 Paragraph Drive, Kissimmee, United States View map

Set 3.3 km from the miniature Pirates Island Adventure Golf and around 15 minutes' drive from Falcon's Fire Golf Course, the 5-bedroom Beautiful Family Villa - Pool And Hot Tub - Near Disney World is… More

From US$ 276 Book Now

Family Resort - 4Br Home Near Disney - Private Pool, Bbq!

Kissimmee, United States View map

The 4-bedroom Family Resort - 4Br Home Near Disney - Private Pool, Bbq! is merely 1.9 km from the family-friendly Kissimmee Go-Karts, while Lake Buena Vista Factory Stores is merely 1.7 km away. More

From US$ 225 Book Now

Cozy Tiny Home Near Disney World & Orlando Parks!

2744 Camper Avenue, Kissimmee, United States View map

The 1-bedroom Close To Disney & Parks - Marvelous Stays Cottages is located in Kissimmee, about 15 minutes by car from the working Kissimmee Air Museum as well as around 10 minutes' drive from Walk N… More

From US$ 90 Book Now

Winterfield At Disney 9350

9350 Sommerset Hills Drive, Kissimmee, United States View map

Winterfield At Disney Villa is within 3.2 km of Highlands Reserve Boulevard and nearly a 10-minute ride from from Rum Run. Guests, staying at the 8-bedroom villa, can use a fully furnished kitchen… More

From US$ 362 Book Now

Orlando Luxury 6 Bedroom Villa

9116 Stromboli Court, Kissimmee, United States View map

Situated in West Kissimmee district, Orlando Luxury 6 Bedroom Villa provides a sun deck, a tennis court and complimentary parking at 7 km from Pandora. There is an equipped kitchen with a washing… More

From US$ 299 Book Now

Starwars Game Room 9Bd5Ba Sleep 25 Championsgate

Kissimmee, United States View map

The 9-bedroom Free Pool Heat - Sleeps 25 - Star Wars Game Room is situated at a 5 km distance from Highgate Park Boulevard and about a 10-minute drive from Rum Run. This property features an equipped… More

From US$ 729 Book Now

25Min To Disney! Nice Th 5B Privatepool! K!Ssimmee

4285 Paragraph Drive, Kissimmee, United States View map

"Violet Love & Magic" Luxury Villa Storey Lake offers accommodation within 7 km of Mortem Manor Haunted Attraction, while Fun 'n Wheels Family Fun Parks is about a 10-minute ride away. This villa is… More

From US$ 216 Book Now

Lucaya Village Resort By Viva Homes Intl

3040 Polynesian Isle Boulevard, Kissimmee, United States View map

Lucaya Village By Vhc Group is situated within 4.8 km of Medieval Times Dinner & Tournament and around a 15-minute drive from Disney's Hollywood Studios. Extras include a dishwasher, a full-sized… More

From US$ 144 Book Now

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

3085 Juliet Drive, Kissimmee, United States View map

This villa is at a 4.3 km distance from Medieval Times Dinner & Tournament and nearly 25 minutes' walk from from the family-friendly Kissimmee Go-Karts. A free car park, an outdoor swimming pool and… More

From US$ 225 Book Now

Cozy 5 Bed, Wonderful Clubhouse, Close To Disney

1935 Majorca Drive, Kissimmee, United States View map

The 5-bedroom A Memorable Place To Break The Routine Near Disney Villa is about 10 minutes by car from Emerald Island Boulevard, while Polo Park Golf Course is 10 minutes away by car. At the property… More

From US$ 191 Book Now

Luxury Champions Gate Condo, Resort-Style Retreat

1171 Drop Lane, Kissimmee, United States View map

The 2-bedroom Luxury Champions Gate Condo-Disney Firework Views! is situated in Kissimmee, 4.7 km from Rum Run and 3.3 km from Highlands Reserve GC. This accommodation is made up of 2 bedrooms and 2… More

From US$ 224 Book Now

Emerald Island Resort, Private Pool, Game Room And Bbq Grill, Near Disney!!

2623 Emerald Island Blvd, Four Corners, United States View map

The 6-bedroom Island Retreat Villa in Kissimmee is 6 km from Disney's Blizzard Beach Water Park. This Kissimmee villa offers free parking, an outdoor swimming pool and a Jacuzzi on site. More

From US$ 253 Book Now

4834Bv Townhouse 4 Bedrooms & 3 Bathrooms + Pool

Kissimmee, United States View map

The 4-bedroom Storey Lake Home 4/3 Private Pool & Free Waterpark is located in Kissimmee, 600 metres from Marshalls Department Store as well as only 1 km from Congo River Golf. The villa in Kissimmee… More

From US$ 419 Book Now

Disney Dream With Hot Tub, Pool, Xbox, Games Room, Lakeview, 10 Min To Disney, Clubhouse

182 Hideaway Beach Lane, Kissimmee, United States View map

While staying at this 5-bathroom villa, you'll be a 10-minute ride from Kissimmee Go-Karts and about 10 minutes by car from Fun 'n Wheels Family Fun Parks. The Kissimmee villa also features a fully… More

From US$ 372 Book Now

Fully Renovated, Quiet, Spacious Disney Themed Pool Home With Office

1037 Lake Berkley Drive, Kissimmee, United States View map

The 6-bedroom quiet villa is situated in Kissimmee, around a 5-minute walk from lake berkley and approximately 10 minutes by car from Fantasy Surf. This property features free private parking, a… More

From US$ 232 Book Now

Beautiful Townhome Wpool &Free Resort Access

1590 Carey Palm Circle, Kissimmee, United States View map

Beautiful Townhome Wpool &Free Resort Access is located approximately a 20-minute walk from Rum Run and 10 minutes by car from Northeast Regional City Park. For your comfortable stay the 4-bedroom… More

From US$ 309 Book Now

Three Bedrooms Townhome 3012

3012 Red Ginger Road, Kissimmee, United States View map

The 3-bedroom Three Bedrooms Townhome 3012 is located within a 15-minute drive of the 220-acre multi-purpose ESPN Wide World of Sports Complex and 45 km from Orlando International airport. The villa… More

From US$ 97 Book Now

Casita Mi Encanto A Cozy & Spacious House, 4-Bedroom 3-Bath & Pool

240 Old Mill Circle, Kissimmee, United States View map

The 4-bedroom Casita Mi Encanto Villa is situated a 10-minute walk from SeaWorld Orlando in Kissimmee and offers accommodation with a full kitchen. A spa area, an outdoor swimming pool and a sun… More

From US$ 257 Book Now

Stay At Hogwarts Harry Potter'S Home, Free Parking, Pets Allowed

2041 Lacie Jo Lane, Kissimmee, United States View map

The 3-bedroom Stay At Hogwarts Harry Potter'S Home, Free Parking, Pets Allowed is at a 4.6 km distance from Brownie Wise Park, and Silver Spur Rodeo Arena is about 4.5 km away. The property will also… More

From US$ 279 Book Now

Marvelous 4 Bd W/ Pool Close To Disney 218

218 Ocean Course Ave Kissimmee Fl 34747, Usa, Four Corners, United States View map

Situated in Kissimmee, within a 10-minute drive of Northeast Regional City Park, the 4-bedroom Marvelous 4 Bd W/ Pool Close To Disney 218 Villa provides accommodation with complimentary private… More

From US$ 1414 Book Now

Resort Townhome: Perfect Orlando Vacation Spot

5076 Tideview Circle #93, Orlando, United States View map

Majestic Retreat Apartment apartment is situated 15 minutes' drive from Universal's Islands of Adventure and offers a fitness suite. This apartment invites guests to enjoy an outdoor swimming pool… More

From US$ 207 Book Now

Luxurious Vacation Townhome With Private Pool At Windsor At Westside Ww8948

8948 Adriatico Lane, Kissimmee, United States View map

The 4-bedroom luxurious villa offers accommodation in Kissimmee, around 25 minutes' walk from Northeast Regional City Park and at a 2.6 km distance from Highlands Reserve Boulevard. The villa also… More

From US$ 183 Book Now

Large Villa, Private Poolgame Roommovie Theater

781 Sticks Street, Kissimmee, United States View map

The 8-bedroom Large Villa, Private Poolgame Roommovie Theater is located in Kissimmee, about 10 minutes by car from Highlands Reserve GC as well as within a 10-minute drive of ChampionsGate Golf Club… More

From US$ 268 Book Now

5Br 5Bath Townhome Pool Bbq 13Min Disney 2260Ft

8895 Geneve Ct, Kissimmee, United States View map

The 5-bedroom 5Br 5Bath Townhome Pool Bbq 13Min Disney 2260Ft is at a 2.9 km distance from Highlands Reserve GC, while Highlands Reserve Boulevard is about a 10-minute drive away. The Kissimmee villa… More

From US$ 287 Book Now

Family Resort - 6Br Mansion - Private Pool, Home Theater, Bbq And More

Ballo Drive 330, Kissimmee, United States View map

The family-friendly 6-bedroom villa is located 1 km from Pirates Island Adventure Golf and 35 km from Orlando International airport. The villa also comes with a full kitchen complete with a microwave… More

From US$ 198 Book Now

Gorgeous 5Bedroom Th Close To Disney -Water Park

1102 Kingsbarn St, Kissimmee, United States View map

The 5-bedroom 5Bd Townhome W Private Pool Few Miles From Disney - 1102King is located in Kissimmee, at a 3.5 km distance from Highlands Reserve Boulevard as well as within 10 minutes' drive of Tuscan… More

From US$ 436 Book Now

Stunning 9Br Home - Family Resort With Private Pool, Hot Tub, Games Room And Bbq!

Shanti Drive 2568, Kissimmee, United States View map

The 9-bedroom villa is around 20 minutes' walk from Give Kids The World Village and merely 1.9 km from from Osceola County Welcome Center and History Museum. Guests, staying at the villa, can use a… More

From US$ 456 Book Now

Beautiful, Home In A Gated Community

255 Magical Way, Kissimmee, United States View map

More

From US$ 316 Book Now

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

2962 Buccaneer Palm Rd, Kissimmee, United States View map

6Br 6Bath Pvt Home Pool 10Min Disney 3282Ft is located around 10 minutes by car from Highlands Reserve Boulevard and 4.3 km from Highlands Reserve GC. This villa is equipped with 6 bedrooms plus a… More

From US$ 384 Book Now

5Br 5Bath Pvt Home Bbq Pool 15Min Disney 3056Ft

3890 Oakville Ave, Kissimmee, United States View map

The 5-bedroom 5Br 5Bath Pvt Home Bbq Pool 15Min Disney 3056Ft is approximately a 25-minute walk from Fun 'n Wheels Family Fun Parks, and 2.2 km from Osceola County Welcome Center and History Museum. More

From US$ 450 Book Now

5Bedroom Cozy Home Close To Disney Resort

Kissimmee, United States View map

More

From US$ 283 Book Now

Brand New Townhouse-Storey Lake

4483 Scene Lane, Kissimmee, United States View map

The 4-bedroom Brand New Townhouse-Storey Lake is located 2.8 km from Medieval Times Dinner & Tournament and 31 minutes' drive to Orlando International airport. This accommodation has 4 bedrooms and 4… More

From US$ 234 Book Now

751 Golden Bear At Reunion Resorts

Kissimmee, United States View map

Offering an outdoor swimming pool and a golf course, 751 Golden Bear At Reunion Resorts is situated 13 km from World of Disney. This accommodation features 9 bedrooms, a kitchen and 9 bathrooms. This… More

From US$ 1290 Book Now