West Kissimmee Holiday Rentals, Orlando: Private House Rentals

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Our top choices for West Kissimmee hotels

A resort with multiple swimming pools, palm trees, and a large hotel building.

A hotel with a swimming pool, palm trees, and a well-lit outdoor area.

A modern hotel room with a green sofa, two brown armchairs, a white coffee table, and a dining table. There is a painting of a bridge on the wall, a window with a view of trees, and a lamp on a side table.

A beachside kiosk with a sign reading "PITT-PITT". There are yellow umbrellas, a Coca-Cola cooler, and various snacks and souvenirs displayed.

1. Holiday Inn Club Vacations at Orange Lake Resort by IHG

Orange Lake

Deborah

Rp1.886.976

Rp3.029.277 total

includes taxes & fees

27 Sept - 28 Sept

A hotel with a swimming pool, palm trees, and a clear blue sky.

A laundry room with a washing machine and dryer, a black metal railing, and a view of the parking lot and trees.

A hotel room with a bed, bedside tables, a desk, and a chair. There is a painting on the wall and a door leading to another room.

A room with a dining table and chairs, two sofas, a flat-screen TV, and large windows with curtains.

2. SureStay Hotel by Best Western Clermont Theme Park West

Clermont

D'Andrea

Rp1.012.415

Rp1.133.905 total

includes taxes & fees

5 Oct - 6 Oct

A water play area with a slide and water jets.

A modern living room with a large flat-screen TV, built-in shelving, and a seating area.

A modern hotel lobby with a reception desk, seating area, and a dining section.

3. Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Clermont

Luis

Rp1.700.785

Rp1.887.871 total

includes taxes & fees

25 Oct - 26 Oct

A hotel with a swimming pool, outdoor seating, and a covered area.

A playground with a castle-like play structure, a slide, and a climbing wall.

A hotel with a prominent sign, a central tower, and a covered entrance area.

A spacious room with a large dining table, multiple chairs, a television mounted on the wall, and a kitchen area in the background.

4. JC Inn

Clermont

ESTHELA

Rp1.289.016

Rp1.443.698 total

includes taxes & fees

27 Sept - 28 Sept

A swimming pool area with multiple water features, palm trees, and lounge chairs under orange umbrellas.

A resort with multiple buildings, a dock, and a large pool area.

A hotel room with a large bed, a bench, a bathroom with a shower, and a vanity.

A wooden boardwalk leading to a resort with beach chairs and palm trees.

5. Summer Bay Orlando MOD Collection by Sonesta

Clermont

Juan

Rp2.094.651

Rp2.921.232 total

includes taxes & fees

27 Sept - 28 Sept

A modern interior with a kitchen area, a staircase, and a seating area with a black sofa.

A hotel room with a flat-screen TV mounted on the wall, a small table with a coffee maker, and a microwave on a cabinet.

A hotel room with two beds, a desk, and a chair.

A room with two black leather chairs, a large window with curtains, and a tiled floor.

6. Destiny Palms Hotel Maingate West

Kissimmee

KEVIN R

Rp883.692

Rp1.083.311 total

includes taxes & fees

25 Oct - 26 Oct

A hotel entrance with a pool, palm trees, and a fountain.

A courtyard with a fire pit, surrounded by a brick wall, and a pool in the background.

A pool area with a gazebo, palm trees, and a building in the background.

A spacious food court with multiple counters, hanging lights, and a central decorative feature.

7. Ramada by Wyndham Kissimmee Gateway

Kissimmee

Jacquelyn

Rp902.311

Rp1.389.882 total

includes taxes & fees

27 Sept - 28 Sept

A spacious lobby with modern furniture, large windows, and a high ceiling.

A spacious living room with a staircase, white walls, and large windows.

A hotel entrance with a sign reading "ENCANTADA CLUBHOUSE" and a tiled roof.

A modern living room with a grey sofa, a wooden coffee table, and a cityscape painting on the wall.

8. Encantada Resort Vacation Townhomes by IDILIQ

Kissimmee

Pamela

Rp1.567.057

Rp5.314.272 total

includes taxes & fees

29 Sept - 30 Sept

A pool with a waterfall feature, lounge areas, and a building with a green roof in the background.

A hotel with a swimming pool, lounge chairs, and a fountain.

A spacious lobby with high ceilings, chandeliers, a reception desk, and seating areas.

A landscaped area with a fountain, a pathway, and a building with balconies.

9. Hilton Vacation Club Mystic Dunes Orlando

Kissimmee

Juan

Rp1.546.819

Rp2.365.238 total

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with a rock formation centerpiece, lounge chairs, and umbrellas.

A spacious lobby with a reception desk, wooden flooring, and modern chandeliers.

A modern living room with a sofa, ottoman, and a TV on a stand.

A modern living room with a teal accent wall, a sofa, ottomans, a dining area with white chairs, and a balcony with a view.

10. Hilton Vacation Club Aqua Sol Orlando West

Winter Garden

Shadday

Rp1.688.253

Rp2.402.895 total

includes taxes & fees

5 Oct - 6 Oct

A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

A spacious lobby with a high ceiling, chandeliers, and a view of the outdoors.

A spacious lobby with a central seating area, a chandelier, and a view of the entrance.

A spacious lobby with a curved staircase, a reception desk, and a large mirror.

11. The Berkley, Orlando

Kissimmee

Stefanny

Rp2.212.246

Rp2.690.186 total

includes taxes & fees

29 Sept - 30 Sept

A hotel with a central pool area, multiple water slides, and a surrounding pool.

A gym with treadmills, exercise bikes, and weight machines.

A covered outdoor area with columns, potted plants, and a sign for Villa Italiana Chophouse.

An outdoor patio area with seating and a restaurant sign.

12. Westgate Vacation Villas Resort

Kissimmee

Latoya

Rp1.520.592

Rp2.335.289 total

includes taxes & fees

27 Sept - 28 Sept

A spacious dining area with a long table and multiple seating options, including booths and chairs.

A hotel entrance with a covered patio, columns, and a glass door leading inside.

A modern kitchen with a sink, dishwasher, microwave, and a round mirror above the counter. There is a dining table with chairs and a coffee machine on the counter.

A hotel room with two beds, a nightstand with a lamp, and a painting on the wall.

13. Quality Inn & Suites By the Parks

Kissimmee

Kurt C

Rp1.084.206

Rp1.230.473 total

includes taxes & fees

29 Sept - 30 Sept

A water park with slides and water features.

A large hotel with multiple floors and a central courtyard with a pond and swan.

A covered patio area with stone flooring, outdoor seating, and a view of a building with a sign.

14. Westgate Town Center Resort

Kissimmee

Myrna

Rp1.619.864

Rp2.447.963 total

includes taxes & fees

27 Sept - 28 Sept

A beach with thatched umbrellas, palm trees, and blue lounge chairs.

A spacious lobby with a central water feature, seating areas, and a view of the outside.

A residential area with multiple houses, a swimming pool, and a lake in the background.

15. Bahama Bay Resort

Bahama Bay

Kavya

Rp3.591.342

Rp8.406.829 total

includes taxes & fees

27 Sept - 28 Sept

A resort with multiple swimming pools, a large central pool, and a variety of guest accommodations.

A spacious dining area with high tables and chairs, a bar area with shelves and a television, and large windows allowing natural light.

A modern bar area with seating, a counter, and shelves with glassware and bottles.

An outdoor dining area with round tables and chairs, a thatched roof structure, and a pool in the background.

16. Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

sambou

Rp2.627.802

Rp3.876.631 total

includes taxes & fees

13 Oct - 14 Oct

A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

A park with a walking path, benches, and a gazebo.

A tennis court with a surrounding fence, a palm tree, and a body of water in the background.

A reception desk at Grand Lake and Lifetime of Vacations Resorts with a sign, a computer, and a security camera.

17. Grand Lake Resort

Kissimmee

LeeAnna

Rp1.329.297

Rp1.669.879 total

includes taxes & fees

6 Oct - 7 Oct

A modern lobby with a reception desk, a black sofa, a potted plant, and a geometric wall design.

A laundromat with vending machines and washing machines.

A hotel room with a bed, a bedside table with a lamp, a sofa, and a patterned curtain.

A two-story building with a beige facade, arched windows, and a covered entrance.

18. Serena Inn

Clermont

Gerardo

Rp1.146.150

Rp1.283.689 total

includes taxes & fees

29 Sept - 30 Sept

A resort with a large swimming pool, lounge chairs, and a view of a large body of water.

A resort with a swimming pool, surrounded by lush greenery and a large body of water.

An aerial view of a beach with lounge chairs, palm trees, and thatched umbrellas.

A beach with thatched umbrellas, palm trees, and lounge chairs.

19. Bahama Bay 515 Rum run unit 515

Bahama Bay

Joyce

Rp1.861.912

Rp4.770.791 total

includes taxes & fees

19 Oct - 20 Oct

A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

A fitness room with treadmills and an elliptical machine, a sign with exercise room rules, a clock, and a television on the wall.

A wooden play structure with a slide and swings, surrounded by trees and sand.

A swimming pool surrounded by lounge chairs and umbrellas, with trees and a fence in the foreground.

20. Lifetime of Vacations Resort

Kissimmee

Alena

Rp1.235.308

Rp1.706.678 total

includes taxes & fees

27 Sept - 28 Sept

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Holiday Rentals in West Kissimmee

Aparthotel

An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

A spacious indoor atrium with a 'No Passport Required' sign, wooden benches, potted plants, and a central fountain.

A spacious lobby with high ceilings, exposed beams, and a tropical theme featuring palm trees and hanging lights.

A water park with multiple slides and a swimming pool surrounded by lounge areas and umbrellas.

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

"Clean property, friendly staff, close to everything!"

Aparthotel

Bahama Bay Resort

Bahama Bay

"Had a wonderful stay at Bahama Bay Resort. The property was clean, comfortable, and had everything we needed for a relaxing stay. The resort itself was beautiful and peaceful, and the location was convenient. Everything went smoothly from check-in to check-out. Would definitely stay here again!"

Holiday Home

A modern outdoor pool area with a glass-enclosed patio, wooden chairs, and a small table.

A modern living room with a sofa, coffee table, and chairs. There is a large window with a view of palm trees.

A modern kitchen with white cabinets, a granite countertop, and a central island with chairs.

A modern kitchen with a central island, built-in appliances, and a dining area with a sofa and chairs.

Formosa Valley Resort by UNE Homes

Kissimmee

"Everything was good, except the sofa upstair smell like pipi."

Aparthotel

Grand Lake Resort

Kissimmee

"I enjoyed my stay at this hotel and the pool was clean and refreshing"

Holiday Home

A street view of West Lake Village Resort with a clear road, palm trees, and a signboard.

A hot tub with a circular brick border, surrounded by lounge chairs and a pergola.

A large, oval-shaped swimming pool with a palm tree planter in the center, surrounded by lounge chairs and a building with a 'Welcome' sign.

A living room with two leather sofas, a coffee table, and a lamp. There is a kitchen in the background with a refrigerator, microwave, and bar stools. A painting hangs on the wall, and a plant is in the corner.

Making Memories in West Lucaya Resort

Kissimmee

"nice,clean and safe place,we would like to come back here again in the future!"

Holiday Home

A modern living room with a flat-screen TV, grey sofas, a coffee table, and a plant.

A modern kitchen with stainless steel appliances, a glass dining table, and contemporary chairs.

A modern kitchen with white cabinetry, a stainless steel refrigerator, a microwave, and a central island with bar stools.

A modern apartment building with a flat roof, large windows, and a stone facade.

Doppio Westside

Davenport

"Great place to stay. Very clean and the inside of the place was beautiful and spacious."

Apartment

A spacious living area with a modern kitchen, dining area, and a green wall with 'Your Castle Awaits' text.

A covered outdoor seating area with a sofa and ottomans, a stone wall, and a view of neighboring houses.

A large building with a central pool, surrounded by palm trees and a fountain.

A modern resort with a large pool, lounge chairs, and a well-maintained garden.

Landing Furnished Apartments Davenport near Northeast Regional Park

Davenport

"Great place to stay for families. The apartment was very clean, comfortable, and really nice overall. Everything during our stay was good. Check-in was smooth and easy with no hold-ups, and the property was easy to find. It’s a family-friendly place with a welcoming atmosphere, and we would definitely stay here again."

Condo

Lifetime of Vacations Resort

Kissimmee

"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"

Apartment

Tropical Retreat - Resort&spa - 15 Min to Disney!

Bahama Bay

"Schone kamers en iedereen is zeer vriendelijk!"

Holiday Home

A pool area with clear blue water, surrounded by palm trees and lounge chairs.

A modern living room with a grey sofa, a flat-screen TV mounted on a wooden wall, and a sliding glass door leading to an outdoor area.

A modern kitchen with white cabinets, stainless steel appliances, a built-in oven, and a microwave.

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

Spacious 4Bd Disney Dream With Resort Access at Lucaya 3210

Kissimmee

"Uma acomodação excelente para grande família "

Aparthotel

The Berkley, Orlando

Kissimmee

"Great place"

Condo

A house with a red roof, surrounded by trees and a lake.

A swimming pool with a view of a lake and trees.

A spacious lobby with high ceilings, multiple seating areas, and large windows allowing natural light.

A hotel with multiple buildings, a fenced pool area, and palm trees.

Caribe Cove Resort

Kissimmee

"This was a great place to stay for our business trip much better then staying in a hotel. Its nice to have a home away from home atmosphere."

Holiday Home

An outdoor swimming pool with a covered patio area, a brick pathway, and a view of the surrounding landscape.

A spacious dining area with a long wooden table set for four, flanked by wooden chairs. A chandelier hangs above the table, and a ceiling fan is visible in the background.

A single-story house with a garage, a small porch, and a tree in the front yard.

A neatly made bed with a floral bedspread, two bedside tables with lamps, a painting on the wall, and a window with blinds.

Kissimmee Maingate Area Pool Homes by SVV

Kissimmee

"The villa we were allocated was in a quiet residential gated property Perfect for the grandchildren to sleep.not far from shops and of course the parks Well stocked kitchen and plenty of of extra towels the beds were comfortable and the ac was a blessing The highlight was the pool and hot tub littlest grandchildren was very quickly confident Would happily use again especially as we were able to get a later check out"

Holiday Home

A modern kitchen with a central island, stainless steel appliances, and a dining area with a sofa and chairs.

A modern kitchen with a central island, white cabinets, stainless steel appliances, and a dining area with wooden furniture.

A modern kitchen with granite countertops, a double sink, and a dining area with a chandelier.

A modern kitchen with granite countertops, stainless steel appliances, and a large island with stools.

Vacation Home Near Disney

Kissimmee

"There was so much space, and it was super quiet and relaxing!"

Condo

A balcony with wicker furniture, a green cushioned sofa, and a small table.

A residential area with a swimming pool, a house with a sloped roof, and a lake.

A modern kitchen with a dishwasher, a coffee maker, and a microwave.

Peaceful Horizons at Caribe Cove

Kissimmee

"This the fourth time renting in Caribe Cove when it was a resort and it was excellent! This time as an Airbnb was also great. The kitchen had every utensil needed. The bedrooms were spacious and the mattresses very comfortable with a balcony with chairs and a screens.The decoration all in all very nice. We were in the fifth floor, and it had an elevator plus stairs for emergency. Lights always on in the outside hall ways. The security was excellent too. The pool area was very nice not many...

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Stay near popular West Kissimmee attractions

Mystic Dunes Golf Club

7.8/10 (4,134 reviews)

Tee off at one of Orlando’s premier golf clubs and enjoy the championship course, the excellent facilities and the laid-back Florida vibe.

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Island H2O Live!

8.2/10 (270 reviews)

Bring the family to Island H2O Live! and enjoy this exciting theme park in Four Corners. Make time for the shops and golf courses in this family-friendly area.

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Northeast Regional Park

7.8/10 (156 reviews)

Explore the lovely green spaces of Northeast Regional Park and enjoy the golf courses in Four Corners. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

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Orange Lake Golf

7.8/10 (2,203 reviews)

Enjoy a round of golf in Four Corners at Orange Lake Golf. Amble around this family-friendly area's lakeside or experience its entertainment choices.

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Surfari Water Park

9.0/10 (2,086 reviews)

Enjoy the thrill rides with your children at Surfari Water Park as part of your trip to Four Corners. Make time for the shops and golf courses in this family-friendly area.

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Lake Davenport

8.4/10 (283 reviews)

Commune with nature and explore the great outdoors at Lake Davenport during your travels in Four Corners. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

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beach near Bahama Bay

Why not spend a lazy afternoon at beach near Bahama Bay during your trip to Four Corners?

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Four Corners FC

Find out about the history of Four Corners when you take a trip to Four Corners FC. Make time for the shops and golf courses in this family-friendly area.

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Learn more about West Kissimmee

Discover the family-friendly area of West Kissimmee—water parks, football and top sights like Walt Disney World® Resort.

See all hotels in West Kissimmee

A golf course with sand bunkers, trees, and a flagstick.

Top West Kissimmee Hotel Reviews

More cheap stays in West Kissimmee

Destiny Palms Hotel Maingate West

8536 W Irlo Bronson Memorial Hwy Kissimmee FL

Rp883.692

Rp1.083.311 total

25 Oct - 26 Oct

includes taxes & fees

8.4/10 Very good! (2,412 reviews)

SureStay Hotel by Best Western Clermont Theme Park West

9240 US Highway 192 Clermont FL

Rp1.012.415

Rp1.133.905 total

5 Oct - 6 Oct

includes taxes & fees

8.4/10 Very good! (1,000 reviews)

Quality Inn & Suites By the Parks

2945 Entry Point Blvd Kissimmee FL

Rp1.084.206

Rp1.230.473 total

29 Sept - 30 Sept

includes taxes & fees

8.4/10 Very good! (1,796 reviews)

Serena Inn

9400 U.S. 192 Clermont FL

Rp1.146.150

Rp1.283.689 total

29 Sept - 30 Sept

includes taxes & fees

JC Inn

9330 W US Highway 192 Clermont FL

Rp1.289.016

Rp1.443.698 total

27 Sept - 28 Sept

includes taxes & fees

6.8/10 (1,000 reviews)

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

105 Summer Bay Blvd Clermont FL

Rp1.700.785

Rp1.887.871 total

25 Oct - 26 Oct

includes taxes & fees

8.4/10 Very good! (1,595 reviews)

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Find hotels in West Kissimmee from Rp1.083.311

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in West Kissimmee

Check prices for these dates

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Our top choices for West Kissimmee hotels

1. Holiday Inn Club Vacations at Orange Lake Resort by IHG

2. SureStay Hotel by Best Western Clermont Theme Park West

3. Holiday Inn Express & Suites Clermont Se West Orlando by IHG

4. JC Inn

5. Summer Bay Orlando MOD Collection by Sonesta

6. Destiny Palms Hotel Maingate West

7. Ramada by Wyndham Kissimmee Gateway

8. Encantada Resort Vacation Townhomes by IDILIQ

9. Hilton Vacation Club Mystic Dunes Orlando

10. Hilton Vacation Club Aqua Sol Orlando West

11. The Berkley, Orlando

12. Westgate Vacation Villas Resort

13. Quality Inn & Suites By the Parks

14. Westgate Town Center Resort

15. Bahama Bay Resort

16. Embassy Suites By Hilton Orlando Sunset Walk

17. Grand Lake Resort

18. Serena Inn

19. Bahama Bay 515 Rum run unit 515

20. Lifetime of Vacations Resort

Holiday Rentals in West Kissimmee

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Bahama Bay Resort

Formosa Valley Resort by UNE Homes

Grand Lake Resort

Making Memories in West Lucaya Resort

Doppio Westside

Landing Furnished Apartments Davenport near Northeast Regional Park

Lifetime of Vacations Resort

Tropical Retreat - Resort&spa - 15 Min to Disney!

Spacious 4Bd Disney Dream With Resort Access at Lucaya 3210

The Berkley, Orlando

Caribe Cove Resort

Kissimmee Maingate Area Pool Homes by SVV

Vacation Home Near Disney

Peaceful Horizons at Caribe Cove

Stay near popular West Kissimmee attractions

Mystic Dunes Golf Club

Island H2O Live!

Northeast Regional Park

Orange Lake Golf

Surfari Water Park

Lake Davenport

beach near Bahama Bay

Four Corners FC

Learn more about West Kissimmee

Top West Kissimmee Hotel Reviews

More cheap stays in West Kissimmee

Destiny Palms Hotel Maingate West

SureStay Hotel by Best Western Clermont Theme Park West

Quality Inn & Suites By the Parks

Serena Inn

JC Inn

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Explore a world of travel with Expedia

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