West Kissimmee Holiday Rentals, Orlando: Private House Rentals

A restaurant and bar with a distinctive tower and palm trees.

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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 hotel room with a bed, a sofa, a dining table with chairs, a lamp, and a ceiling fan.

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 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 reception area with a tiled counter, a coffee machine, a computer monitor, and a vase with flowers.

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

2. SureStay Hotel by Best Western Clermont Theme Park West

Clermont

D'Andrea

Rp1.012.415

Rp1.133.905 total

includes taxes & fees

7 Oct - 8 Oct

A water play area with a slide and water jets.

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

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

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 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.

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

4. JC Inn

Clermont

ESTHELA

Rp1.289.016

Rp1.443.698 total

includes taxes & fees

29 Sept - 30 Sept

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

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.

A reception area with a modern design, featuring a central desk with two laptops, surrounded by patterned chairs and a large window offering a view of buildings outside.

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

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 staircase with a patterned carpet leading to a landing.

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

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

A registration desk with a red and black counter, a large potted plant, and a mural on the wall.

7. Ramada by Wyndham Kissimmee Gateway

Kissimmee

Jacquelyn

Rp928.049

Rp1.419.360 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

An aerial view of a pool area with checkered flooring, lounge chairs, and umbrellas.

8. Encantada Resort Vacation Townhomes by IDILIQ

Kissimmee

Pamela

Rp1.568.194

Rp5.318.131 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 room with two beds, a nightstand with a lamp, and a painting on the wall.

A modern living room with a curved leather sofa, a round glass coffee table with a plant, and a chandelier with two decorative rings.

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.

9. Quality Inn & Suites By the Parks

Kissimmee

Kurt C

Rp1.084.206

Rp1.230.473 total

includes taxes & fees

30 Sept - 1 Oct

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

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

A golf course with a pond, a hotel with a green roof, and a highway in the background.

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

10. Hilton Vacation Club Mystic Dunes Orlando

Kissimmee

Juan

Rp1.546.819

Rp2.365.238 total

includes taxes & fees

5 Oct - 6 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 hotel room with a large bed, two bedside tables with lamps, a ceiling fan, and a window with curtains.

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

11. Hilton Vacation Club Aqua Sol Orlando West

Winter Garden

Shadday

Rp1.688.253

Rp2.402.895 total

includes taxes & fees

7 Oct - 8 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 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.

A resort with a large pool, outdoor seating, and a covered area.

12. The Berkley, Orlando

Kissimmee

Stefanny

Rp2.213.852

Rp2.692.138 total

includes taxes & fees

29 Sept - 30 Sept

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

An outdoor patio area with seating and a restaurant sign.

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

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

13. Westgate Vacation Villas Resort

Kissimmee

Latoya

Rp1.520.592

Rp2.335.289 total

includes taxes & fees

30 Sept - 1 Oct

A water park with slides and water features.

A restaurant with blue chairs, wooden tables, and hanging blue and red lanterns.

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

5 Oct - 6 Oct

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

A balcony with wicker chairs, a glass table, and a view of trees and a pathway.

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

30 Sept - 1 Oct

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

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.

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

16. Grand Lake Resort

Kissimmee

LeeAnna

Rp1.329.297

Rp1.669.879 total

includes taxes & fees

20 Oct - 21 Oct

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 kitchen with green cabinets, a white countertop, and a built-in oven.

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

17. Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

sambou

Rp2.627.802

Rp3.876.631 total

includes taxes & fees

22 Oct - 23 Oct

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

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

A hotel room with a bed, a TV, a mini-fridge, a wooden dresser, a bathroom with a sink and mirror, and a red emergency light.

A laundromat with vending machines and washing machines.

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

A bar area with a counter, bar stools, a ceiling fan, and a television screen.

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

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 spacious living area with a sofa, chairs, a coffee table, and a kitchen area with a counter and plants.

A modern building with a sign reading "Voco by IHG" and a flagpole with the American flag.

A swimming pool with a curved design, surrounded by a brick walkway, palm trees, and a building with a tower in the background.

A hotel room with two beds, a large mirror, a bedside lamp, and a colorful blanket.

20. voco Kissimmee Orlando by IHG

Kissimmee

Geovanna

Rp1.021.212

Rp1.565.769 total

includes taxes & fees

29 Sept - 30 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 water park with multiple slides and a swimming pool surrounded by lounge areas and umbrellas.

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

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

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

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.

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 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.

A bedroom with two beds, a mural of an underwater scene, and a large window with curtains.

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

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 living room with a gray sofa, a coffee table, and a TV mounted on a wooden wall.

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.

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

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

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

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

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

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

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

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

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.

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.

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"

Aparthotel

The Berkley, Orlando

Kissimmee

"Great place"

Condo

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

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

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.

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

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

A neatly arranged bedroom with a bed, bedside lamps, a mirror, and a wall-mounted artwork.

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

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

Vacation Home Near Disney

Kissimmee

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

Aparthotel

Encantada Resort Vacation Townhomes by IDILIQ

Kissimmee

"Nice stay"

Condo

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

A living room with a sofa, armchair, coffee table, and a TV. There is a kitchen in the background.

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

Summer Bay Orlando MOD Collection by Sonesta

10/10 Excellent

"Enjoyed our stay! One of the best place to stay in Orlando!"

Quality Inn & Suites By the Parks

10/10 Excellent

"Excelente atención en front desk y personal del comedor. Muy buena ubicación muy cerca de parques Disney y a pocos minutos de Universal. Todos los servicios cerca. Sin dudas volvería en próxima visita a Disney"

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

10/10 Excellent

"We stayed in one of the cottages and it was just perfect. The fully equipped kitchen downstairs with a master suite was perfect for my parents. I appreciated having the laundry upstairs with the other bedrooms. The staff at the main building were so helpful with our packages and printing documents for us. Unfortunately we had a very busy week and could not enjoy the wonderful amenities of the resort. Overall, a great selection and would start again!"

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent

"We couldn’t have chosen a better resort for our vacation stay! 10/10 would most def recommend"

Destiny Palms Hotel Maingate West

10/10 Excellent

"Nuestra estancia fue muy buena. Las camas eran cómodas y pudimos descansar muy bien. El ambiente se sintió tranquilo y seguro, y el personal fue amable durante nuestra estadía. En mi experiencia, encontré la habitación y las áreas que utilizamos limpias y no tuvimos ningún inconveniente con ese tema. También nos gustó mucho que el hotel tuviera parking incluido, ya que viajábamos en auto y fue bastante conveniente. La ubicación también nos pareció buena, especialmente si estás visitando los parques o recorriendo Orlando. En los alrededores hay varios lugares para comer, tiendas y otras opciones a pocos minutos. En general, tuvimos una buena experiencia y considero que tiene una buena relación calidad/precio. Volvería a hospedarme allí."