West Kissimmee Resorts

Resort
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like-icon10.0
Exceptional
(75 Reviews)
1 Bath 4 Guests 781 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $251/Night 7 Nights - CA $1,755
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House
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like-icon10.0
Exceptional
(13 Reviews)
4 Bedrooms 4 Baths 8 Guests 1948.27 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $177/Night 7 Nights - CA $1,236
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Resort
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like-icon9.4
Exceptional
(706 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
CA $257/Night 7 Nights - CA $1,799
Resort
Map-icon
like-icon10.0
Exceptional
(31 Reviews)
1 Bath 4 Guests 781 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $252/Night 7 Nights - CA $1,766
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House
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like-icon10.0
Exceptional
(4 Reviews)
9 Bedrooms 6 Baths 18 Guests 4380.91 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $686/Night 7 Nights - CA $4,800
Resort
Map-icon
like-icon10.0
Exceptional
(26 Reviews)
1 Bath 4 Guests 550 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $225/Night 7 Nights - CA $1,574
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House
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like-icon10.0
Exceptional
(4 Reviews)
6 Bedrooms 5 Baths 13 Guests 3282.99 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $391/Night 7 Nights - CA $2,736
Resort
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like-icon10.0
Exceptional
(6 Reviews)
1 Bath 4 Guests 550 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $240/Night 7 Nights - CA $1,680
House
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like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 5 Baths 13 Guests 1722.23 ft²
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
CA $521/Night 7 Nights - CA $3,644
Resort
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like-icon9.8
Exceptional
(36 Reviews)
1 Bath 4 Guests 550 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $220/Night 7 Nights - CA $1,541
Apartment
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like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 8 Guests 1442.36 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $274/Night 7 Nights - CA $1,916
Resort
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like-icon9.8
Exceptional
(16 Reviews)
2 Baths 6 Guests 926 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $290/Night 7 Nights - CA $2,031

Why Choose Rent By Owner for your West Kissimmee Resorts?

What makes our Resorts special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit West Kissimmee

When should you plan your Resorts stay?

Choosing the ideal time to visit here can enhance your experience of this popular destination, as seasonal variations influence everything from weather to local events, helping you select the perfect period to enjoy the area’s top attractions and make the most of your stay at a trusted resort.

Peak Season Highlights

spring
Spring (March to May)

During spring, you can enjoy warm weather and lively local events in this destination, making it an ideal time for exploring the area’s attractions.

Average Temperature Daytime: around 75-85°F - Nighttime: around 55-65°F
winter
Winter Holidays (December to February)

The holiday season draws visitors seeking mild weather and festive activities, providing a vibrant atmosphere for your stay at the region’s resorts.

Average Temperature Daytime: around 65-75°F - Nighttime: around 45-55°F

Off-Season Highlights

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Summer (June to August)

In summer, expect hot and humid days with fewer crowds, offering a quieter experience for relaxing at your chosen resort here.

Average Temperature Daytime: around 85-95°F - Nighttime: around 70-75°F
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Fall (September to November)

As the region transitions into fall, the weather remains warm but less crowded, providing a peaceful setting for your vacation plans.

Average Temperature Daytime: around 75-85°F - Nighttime: around 55-65°F

Weekly Weather Forecast for West Kissimmee

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy swimming in a private or shared outdoor pool, perfect for relaxing under the Florida sun.
  • Take advantage of well-maintained outdoor sports courts, including tennis and volleyball facilities.
  • Make the most of lush landscaped gardens and scenic walking paths within the resort grounds.
  • Utilize the outdoor grilling areas for family barbecues amid beautiful surroundings.
  • Spend leisurely days on spacious patio decks with loungers and shaded sitting areas.
  • Participate in outdoor recreational activities such as jogging trails and bike rentals.
  • Relish the comfort of covered verandas or balconies that provide a tranquil outdoor space to unwind.
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Family Activities

  • Wild Florida Airboat Tours: Experience an exhilarating airboat ride through the Everglades, offering families a close-up view of local wildlife and natural beauty.
  • Fun Spot America Kissimmee: Enjoy a day filled with family-friendly rides, thrilling roller coasters, and engaging arcade games at this popular theme park in the area.
  • Pirates Island Adventure Golf: Test your mini-golf skills on creatively themed courses, perfect for a fun-filled outing with children of all ages here.
  • Kissimmee Lakefront Park: Relax and play along the waterfront, with playgrounds, picnic areas, and walking paths ideal for quality family time in this scenic locale.
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Adult Activities

  • Golfing Adventures: Tee off at world-class golf courses within the region, offering stunning landscapes and challenging fairways perfect for leisure and practice.
  • Spa and Wellness Treatments: Indulge in relaxing spa services designed to rejuvenate your body and mind at some of the most reputable wellness centers nearby.
  • Fine Dining Experiences: Explore a variety of gourmet restaurants that serve diverse cuisines, providing memorable culinary experiences during your stay.
  • Shopping Excursions: Visit premier shopping outlets and boutiques in this destination, ideal for acquiring souvenirs or refreshing your wardrobe.

Other Places to Stay in West Kissimmee, FL

West Kissimmee Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Take advantage of the region's many family-friendly attractions by scheduling your activities ahead to maximize your time and enjoyment here.
  • Explore Local Dining Options: Discover a variety of dining experiences nearby to enjoy authentic flavors that complement your stay in this vibrant area.
  • Utilize Convenient Transportation: Make use of local transportation options or rental services to explore the region effortlessly and make the most of your trip.
  • Choose Well-Reviewed Resorts: Select reputable resorts with positive reviews on RentByOwner.com for a reliable and comfortable stay in the area.

Transportation Options

  • Rental Car Services: You can easily explore the region by renting a vehicle from local providers, offering flexibility to visit nearby attractions at your own pace.
  • Shuttle Services: Many resorts and hotels in this destination provide shuttle options that conveniently connect you to major points of interest and transportation hubs.
  • Public Transportation: The area is served by public buses that offer affordable travel within the region, making it simple to access key locations without a car.
  • Taxi and Ride-Sharing: Taxis and ride-sharing apps are available here, providing quick and reliable transportation options for your comfort and convenience.

Local Customs Options

  • Gatlinburg Fashion & Craftsmanship: Visitors should respect the local artisans' craftsmanship, which is celebrated through numerous craft markets and local boutiques in the area.
  • Southern Hospitality: Emphasizing warmth and friendliness, locals take pride in their renowned southern hospitality, welcoming visitors with genuine kindness and politeness.
  • Community Festivals: Participating in or observing regional festivals offers insight into the area's rich cultural heritage and traditions, making them an important aspect of local customs.
  • Religious Traditions: Attending community religious events can provide a respectful perspective on the spiritual life that shapes much of the area's social fabric.

Frequently Asked Questions About West Kissimmee Resorts

2. How many Resorts are available in West Kissimmee?

Currently, the total number of properties listed by RBO in 2026 is over 1943 in the West Kissimmee area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in West Kissimmee. 

3. What is the cancellation policy for resorts in the area?

The cancellation policy varies depending on the specific resort you book. You should review the terms listed on the property’s page or contact the host directly for detailed information.

4. Are there any additional fees I should be aware of when booking a resort in this destination?

Additional fees, such as resort fees or cleaning charges, may apply and are usually specified in the listing details. It's best to check the property’s policies before confirming your reservation.

5. How do I confirm my reservation at a resort here?

Reservations are confirmed once you complete the booking process and receive a confirmation email. For assistance, contact the property owner directly through the booking platform.

6. What amenities can I expect at these resorts in this region?

Amenities vary by property but typically include features like swimming pools, fitness centers, and outdoor recreational areas. Detailed descriptions are available in each listing, so review them carefully.

7. Is it possible to make special requests or modifications to my reservation?

Yes, most owners accommodate special requests, such as early check-in or specific room preferences. Contact the property owner directly after booking to discuss your needs.

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New
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1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
CA $401/Night 7 Nights - CA $2,809
New
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Map-icon
4 Baths 16 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $994/Night 7 Nights - CA $6,956
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Map-icon
like-icon10.0
Exceptional
(6 Reviews)
2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $387/Night 7 Nights - CA $2,709
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like-icon10.0
Exceptional
(5 Reviews)
2 Baths 8 Guests
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  • Fireplace/Heating
    Fireplace/Heating
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CA $308/Night 7 Nights - CA $2,156
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like-icon10.0
Exceptional
(3 Reviews)
2 Baths 8 Guests 1275 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $284/Night 7 Nights - CA $1,988