West Kissimmee Monthly Stay
House
10.0(1 Review)
4 Bedrooms
2 Baths
8 Guests
Fireplace/Heating
Pool
Balcony/Terrace
Pet Friendly
R4,416/Night
7 Nights - R30,916
House
10.0(10 Reviews)
3 Bedrooms
3 Baths
8 Guests
1550 ft²
- Fireplace/Heating
Parking
Air Conditioner
Internet
R4,801/Night
7 Nights - R33,602
House
9.2(16 Reviews)
1 Bedroom
1 Bath
Oceanfront
Spa- Fireplace/Heating
- Pool
R2,505/Night
7 Nights - R17,534
New
House
10.0(1 Review)
5 Bedrooms
3 Baths
10 Guests
1959 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
R4,200/Night
7 Nights - R29,400
House
10.0(10 Reviews)
4 Bedrooms
4 Baths
10 Guests
2604.87 ft²
- Oceanfront
- Fireplace/Heating
- Pool
Ocean View
R4,553/Night
7 Nights - R31,872
Condo
10.0(1 Review)
3 Bedrooms
2 Baths
7 Guests
1600 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R2,440/Night
7 Nights - R17,073
House
10.0(10 Reviews)
6 Bedrooms
4 Baths
14 Guests
3143.06 ft²
- Spa
- Fireplace/Heating
- Pool
- Parking
R8,438/Night
7 Nights - R59,063
Villa
10 Bedrooms
8 Baths
30 Guests
Private Pool
Hot Tub- Fireplace/Heating
- Pool
R11,401/Night
7 Nights - R79,812
Villa
10.0(9 Reviews)
5 Bedrooms
5 Baths
12 Guests
- Spa
- Fireplace/Heating
- Pool
- Parking
R4,054/Night
7 Nights - R28,378
New
House
7 Bedrooms
4 Baths
14 Guests
2928 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R9,555/Night
7 Nights - R66,891
Villa
10.0(7 Reviews)
7 Bedrooms
6 Baths
24 Guests
3121.53 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R3,378/Night
7 Nights - R23,648
New
House
7 Bedrooms
5 Baths
15 Guests
3315 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R8,628/Night
7 Nights - R60,398
Why Choose Rent By Owner for your West Kissimmee Monthly Stay?
What makes our Monthly Stay special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for West Kissimmee
How to Book Your West Kissimmee Monthly Stay
What's our booking process?
Our platform allows you to browse a curated selection of monthly stay. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in West Kissimmee
Common Monthly Stay Amenities
What amenities can you expect?
Our Monthly Stay are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
Other Places to Stay in West Kissimmee, FL
Disney's Maingate West
Four Corners
Windsor Hills
Windsor Palms
Bahama Bay
Orange Lake
Lindfields
Lake Davenport Estates
Sunset Lakes
Crestwynd Bay
Indian Ridge
Calabria
Frequently Asked Questions About West Kissimmee Monthly Stays
1. What are the top Monthly Stays in West Kissimmee?
There are a lot of options in West Kissimmee. If you plan on staying in the West Kissimmee area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Monthly Stays in West Kissimmee:
- Amazing villa close to Disney with 5* Reviews
- Welcome to The Windsor Magic with Professional Arcade Room! Brand New 2024!
- CLEAN! Themed rooms, HUGE pool,private yard, GREAT reviews, Game room, FreeGrill
- Last-Minute Special! Updated Pool Home w/3 Kings + Princess Suite Near Disney
- Hakuna Ma'Cottage - Minecraft Room, Southern Pool!
- Amazing Disney Dream Getaway in Windsor Palms! May 11 - May 17 still open!
- Welcome to The Windsor Dream!
- Big Pool&Spa/Themed rooms/Private yard/CLOSE TO EVERYTHING, Lakeview,Playground
- Spectacular Lake View - Game/Media Room - Vacation Home Close to Disney
- Fairytale Villa - 2 Masters, Privacy Fence!
2. How many Monthly Stays are available in West Kissimmee?
Currently, the total number of properties listed by RBO in 2026 is over 6135 in the West Kissimmee area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Monthly Stays in West Kissimmee.
More Rentals You May Like Near West Kissimmee
House
10.0(7 Reviews)
5 Bedrooms
5 Baths
10 Guests
2271.19 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Parking
R5,581/Night
7 Nights - R39,074
House
8 Bedrooms
7 Baths
18 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R8,360/Night
7 Nights - R58,520
New
Cottage
2 Bedrooms
2 Baths
6 Guests
1394 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R7,396/Night
7 Nights - R51,779
House
5 Bedrooms
4 Baths
12 Guests
2492 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R7,351/Night
7 Nights - R51,450
New
Villa
4 Bedrooms
4 Baths
10 Guests
1808 ft²
- Kitchen
- Air Conditioner
- Internet
Child Friendly
R6,420/Night
7 Nights - R44,940
New
Apartment
6 Bedrooms
4 Baths
15 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R5,817/Night
7 Nights - R40,722
New
Villa
4 Bedrooms
4 Baths
9 Guests
1808 ft²
- Kitchen
- Air Conditioner
- Child Friendly
Accessibility
R5,729/Night
7 Nights - R40,095
New
Apartment
5 Bedrooms
4 Baths
12 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R5,336/Night
7 Nights - R37,360
New
House
1 Bedroom
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R5,180/Night
7 Nights - R36,255
New
House
3 Bedrooms
3 Baths
13 Guests
1905 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R4,751/Night
7 Nights - R33,256
New
Apartment
5 Bedrooms
4 Baths
13 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R4,358/Night
7 Nights - R30,504
New
Apartment
2 Bedrooms
2 Baths
4 Guests
1227 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,295/Night
7 Nights - R30,059
