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Are you looking for a sunny getaway? Our monthly rentals in Kissimmee, Florida, offer the perfect escape. Whether you're seeking a winter retreat or a long-term stay, Kissimmee has it all. From its close proximity to Disney World to vibrant local attractions, there’s something for everyone.
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About this property
You have arrived in the "Vacation Capital of the World" and you're going to love staying in our luxury, 3 bedroom, 2.5 bath, fully equipped vacation townhouse rental situated near DisneyWorld and all other theme park attractions. The property rental is located within the resort community...
Featured review
We are a retired couple who stayed for 3 months from Jan to March. Beautiful Condo, exactly as pictured. Furniture is very comfy. Close to all attractions. We felt very safe. Publix and Walmart are...
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About this property
Welcome to our beautiful townhome villa located at the luxurious 24-Hour Guard-Gated Emerald Island Resort in Kissimmee, Florida. Just 3 miles from Disney World's main gate.No cramped pool deck! No Shade from nearby houses blocking that fabulous Florida Sun! No shortage of pool chairs, tables...
Featured review
We spent three weeks in this rental and had a wonderful stay. Location is terrific. Very close to the pool, yet very quiet. Owner was great to work with and fast with communication. Home is clean and well...
Distance to park: 12 miles to All Disney Theme Park
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About this property
If you will be visiting Orlando Florida for all of the great attractions including Walt Disney World, Universal Studios, Sea World theme parks, and all of the other major attractions? You can stay in our beautifully decorated 3 bedroom private villa, which boasts it's own private pool for less than...
Featured review
We enjoyed a lot during our stay. Everything was perfect! Thank you Mariana for making our stay excellent.
Distance to park: 1 miles to Disney Animal Kingdom
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About this property
Come and enjoy your vacation in this comfortable condo, right by Disney. Yes Enjoy Three large screen TV's, DVD and free Wi-FI.Yes Beautiful/alluring condo, 1 mile from Disney world and minutes from other attractions, Such as sea world and Universal studio. In Celebration area Florida. Walking...
Featured review
We love the place. Close to everything we needed. The place is spacious. Will rent again in the future. Frank was an awesome host.Gregory and Ghyslaine From Aruba
Distance to park: 9 miles to Disney World
Key Amenities
About this property
***FULLY FURNISHED*** 3 bedroom, 2 bathroom house in Kissimmee. Amenities included: internet, central air, central heat, dishwasher, luxury vinyl floors, gated community with community pool, stainless steel appliances, updated kitchen, washer, dryer. Is pet friendly. Date Available: December 1, 2025....
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About this property
One of the closest possible communities to Walt Disney World (less than 3 miles away), Emerald Island is a quiet oasis in which to spend your vacation. Emerald Island is an exclusive gated community less than a mile from the world famous US Highway 192 where you will find shops, restaurants, and entertainment....
Featured review
Emerald Isles Resort. 2725 Sun Key Place, Kissimmee Fla. We were there for 2 months , great place very beautiful, well kept and neighbors were great. The Club house and pool are fantastic. Anyone who wants...
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About this property
Close to the Attractions but away from the crowds. 4 bedroom/3 bath single story home on "lake". Ducks, Sandhill Cranes, sometimes a falcon, turtles. King, king, and 4 twin beds, TV in all bedrooms, WiFi, FREE US, Canada and US Territory phone calls. Fully furnished. Not suitable for...
Featured review
We had a great week and it was everything they said it was. Stayed in the location before and we will definitely book again.
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About this property
Charming brand new 4 br, 3 bath townhouse with pool. Located in the desirable Storey Lake Resort, in the new quiet Preserve Area, It has capacity for 12 guests. Storey Lake has a resort-style clubhouse full of amenities and fun for families, including a business center, basketball court, ping pong table,...
Distance to park: 9 miles to Epcot
Key Amenities
About this property
Welcome to your perfect Orlando retreat! Located in the heart of the action, our spacious 3-bedroom, 3-bathroom townhome is just minutes from Disney World, Universal Studios, and other top theme parks — and only 30 minutes from Orlando International Airport (MCO).
Distance to park: 5 miles to Disneyworld and Disney Springs
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About this property
You have arrived in the "Vacation Capital of the World" and you're going to love staying in our luxury, three bedroom, two bath, fully equipped vacation condo rental situated near DisneyWorld and all other theme park attractions. The property rental is located within the resort community...
Featured review
Excellent vacation in Florida Sunsations. Condo is close to main attractions , restaurants and airport. Excellent communication with owner Barry Paulus. Will return next year.
Distance to park: 3 miles to Disney World
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About this property
Sample the Florida lifestyle in our four-bedroom, three-bathroom spacious air-conditioned villa with 26ft x 13ft privately screened, heated, south-facing swimming pool and spa.Located on the peaceful Indian Creek community, our holiday home is comfortably furnished throughout, only 3 miles away from...
Featured review
Very spacious Villa in excellent location with quiet neighbourhoud. Next Walmart and restaurants only a few minutes away. Check-In easy. Good communication with hosts and fast answers. We loved the atmosphere...
Distance to park: 3 miles to Mgm
Key Amenities
About this property
Beautiful 4 bedroom /3 bath private villa only 3 miles to Disney and other parks. Including heated pool/jacuzzi and game room. Free wifi and phone use in USA and Canada and PR. Fully furnished with all kitchen needs . Greatest location to shopping , all major restaurants and stores including supermarkets...
Featured review
Great place and great location . Close to the parks.. !!)!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!
Distance to park: 7 miles to Disney Hollywood Studio
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About this property
Beautiful, clean and spacious 5 bedroom and 4 bath house in the most sought after community near Disney! 10 minutes drive to Disney and you can hear the Disney fireworks at night. Close to stores, restaurants and tons of shops. The house was renovated and professionally designed recently. The house has...
Featured review
So it was my wife's 60th birthday and we wanted something very nice so we contacted Mrs. Jun and she was very nice . We we arrived at the home it was just what we were looking for. The home very spacious...
Distance to park: 5 miles to Animal Kingdom
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About this property
Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of all the Orlando attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious living and a vacation...
Featured review
We love staying here. Close to everything, clean, spacious and reasonable priced. The area is quite and we have never had a problem. We have stayed here twice now and will cont when we visit Florida.
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About this property
Welcome to Minnie's Mansion! A 5 bd/ 5 bth pool home located in the closest community to Disney World-Windsor Hills Resort!WE HAVE ALL 5 STAR REVIEWS ON VRBO #3553563This resort features, $2.1 mil Lagoon Style pool with Zero Depth Entry and Water Slides. Also, with a Water Park for the littles!...
Distance to park: 4 miles to Disney's Animal Kingdom
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About this property
The Perfect Affordable Family Vacation Home – Just Minutes from Disney!Looking for the ideal family getaway? This spacious vacation home has everything you need for a fun, relaxing, and affordable trip to Disney. Enjoy free WiFi, a fully equipped game room, and TVs in every room to keep everyone...
Featured review
We stayed Sept 7-13 and could not have been more pleased with our accomodations! Everything was clean and very comfortable. We especially enjoyed the pool and the game room. Our host was always available...
Distance to park: 5 miles to Animal Kingdom
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About this property
Perfect Vacation Home for Disney LoversAfter a thrilling day at the parks, retreat to your own private oasis in this stunning vacation home. The king-size master suite offers a peaceful escape for couples, featuring a plush bed, a large flat-screen TV for late-night movie marathons, and an inviting...
Distance to park: 5 miles to Disney’s Animal Kingdom
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About this property
Welcome to your elegant vacation retreat in Emerald Island Resort, Orlando, FL! This spacious 6-bedroom, 5-bathroom home has been recently upgraded and is located just 3 miles from Walt Disney World and only minutes from top attractions like Universal Studios, SeaWorld, and Old Town Kissimmee. With plenty...
Featured review
We rented this property for the month of February 2025. As a family of 9 with Grandparents, parents and 2 young grandchildren, we found the villa to be spacious without feeling cavernous. It was well...
Key Amenities
About this property
Beautiful 4 bedroom/3 bathroom house in the luxurious Emerald Island Resort - Only ~ 4 miles from Disney & close to other major attractions! This home is equipped with a heated private pool, spa & game room. There is a large SMART TV in the living room & in each bedroom. There are queen beds...
Featured review
We stayed for 2 1/2 months at the Villa. It was very clean and had updated living room furniture that was very comfortable. The Manager was very responsive to any of our concerns and checked in with us...
Distance to park: 5 miles to Disney World
Key Amenities
About this property
Our lakeside condo is on the ground floor and has a screened lanai seating area for your enjoyment. The living room is quite spacious and has a flat screen television, a DVD player, a queen sleeper sofa bed, and has seating for up to six guests. The dining area also has seating for six. Save money by...
Featured review
We spent 6 weeks in Mary's Ground Floor 4 Bedroom Condo at Legacy Dunes. The condo is spacious and tastefully decorated, it is very clean and well equipped with all we needed for a comfortable long term...
Distance to park: 5 miles to Disney World
Key Amenities
About this property
Experience a relaxing & unforgettable vacation in this stunning Tiffany Blue-colored villa, nestled in a peaceful & safe residential neighborhood. Enjoy easy access to theme parks, golf, restaurants, and supermarkets, all just a short drive away. Don't miss out - contact me with any questions!...
Featured review
Excellent location very close to Disney World. Beautiful and clean home. Host is very welcoming and helpful. The pool is stunning. The pictures do not do it justice. Wish we would have stayed longer!
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About this property
Sunset Villa - your gateway to a magical Florida holiday experience. This ideally situated villa gives you convenient access to all Disney, Universal & Sea World theme parks, Sunset Villa is located in the community development of Cumbrian Lakes, (a gated community) set in a rural conservation area,...
Distance to park: 6 miles to Disney - Animal Kingdom
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About this property
This private, lakefront with nature reserve, pool home offers a fusion of luxury, comfort, and convenience. This spacious 3 bedroom and 2 bath home has cathedral ceilings and an open floorplan, with a living room, breakfast nook, and formal dining area. The kitchen is fully outfitted with all the appliances...
Featured review
We couldn't have been more pleased with this rental. The location was perfect for Disney with very little drive time to parks. It had all of the amenities we needed and the price was very responsible. Would...
Distance to park: 6 miles to Disney - Animal Kingdom
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About this property
The "Sweet Retreat" is just 6 miles to Disney! This "Sweet" Villa has 3 Bedrooms, 2 Baths and sparkling Sunny private pool... Perfect for families & "Sweet" on your feet with all tile in the main rooms & carpet in the bedrooms.The living room feels bright and...
Featured review
Had a 2 week stay at this very nice villa. Clean, comfortable and great pool area. Good locaction. We highly recommend.
Key Amenities
About this property
2bd/2ba with the Best View in the amazing community of Storey Lake. Located 10 minutes from Disney Come in and enjoy a unique experience. There is a beautiful waterpark in the community center for you to enjoy. It is the perfect place to relax, have a good time and enjoy all that Orlando has to offer. This...
Featured review
The house was lovely.. lots of room, clean, bright The resort pool was absolutely beautiful.. my grandson loved his time in the pool .. lot of room to sit around and food at the pool area was really good
Distance to park: 2 miles to Fun Spot America Theme Parks
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About this property
Your family will be close to everything when you stay at this centrally-located place.This property it is fully renovated; first-floor unit with a laminate floor, high ceiling in the living room, open floor plan. The kitchen and bathrooms have been upgraded. The whole community was recently replumbed.Nice...
Featured review
We found the townhouse to be nicely decorated with cute little touches, updated, very clean and equipped with all the necessities for a fabulous experience. It's a very safe, quiet, peaceful location,...
Distance to park: 2 miles to Disney’s Animal Kingdom Park
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About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, This 24 hour guard gated...
Featured review
I went with my family, very comfortable. Beds 6 out of 10. Pool 7 out of 10. Rest of amenities 10 out of 10.
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...
Featured review
Fantastic time. Pool overlooks the lake. We had an issue with a burner on the stove the first day and the owner had a brand new stove delivered the next day. The owner has similar properties also. We have...
Distance to park: 8 miles to Disney World
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...
Featured review
We really enjoyed our stay. Community was really nice and house was huge. Had some good amenities and was a real easy drive to all the parks. Pool was nice… wish we paid for heat but we didn’t. ...
Distance to park: 5 miles to Disney,Seworld
Key Amenities
About this property
Welcome to our new opening 4 Bedroom/3 bathroom Townhouse in CLUB CORTILE,This gated-community is close to every major Orlando attraction: Disney's Magic Kingdom, Epcot, Animal Kingdom, Universal Studios (Harry Potter), Sea World, and many more. Club Cortile is also conveniently close to WalMart,...
Featured review
We are a pensioned couple from the Netherlands and in Florida to play golf in the sunshine. We have rented from the owner on several occasions over the last 15 years. This was our first time in the Club...
Distance to park: 4 miles to Disney
Key Amenities
About this property
We are only 3.5 miles from Disney!! So close to all the fun, Hollywood Studios, Sea World, beaches, walks, restaurants and shopping!! We are in the middle of it all! You will enjoy our lovely villa by yourself or with a group. Our pool is one of the biggest among the rental communities. When comparing...
Featured review
We stayed at the property for 6 nights during our recent family's Disney World vacation. Right from the start of the process, the owner was very courteous and prompt with her responses to our many questions....
Distance to park: 6 miles to Disney kingdom
Key Amenities
About this property
Welcome to Coral Cay Resort! Coral Cay resort Situated 6 miles from Disney World, 1 mile to Walmart and target. 0.5 mile off highway 192.Seaworld and Convention Center are 8 miles away.Just minutes from Orlando's vast array of theme parks, fabulous dining options and world-class shopping.Our...
Featured review
We had an awesome week in Florida! The house was amazing! The owners were awesome!!!!’ 6 stars! My family and myself will book again very soon!!
Distance to park: 8 miles to Disney World
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...
Featured review
We spent a great week in this home with our extended family. Tons of rooms and bathrooms and a nice big kitchen. Private pool and community water park were great for the kids. Location was convenient. We...
Distance to park: 6 miles to Disney,Seworld
Key Amenities
About this property
Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to theme parks and other major attractions. Situated 6 miles from Disney,1 mile to Walmart and target, 8 miles to Seaworld and Convention Center.This 1500...
Featured review
Very nice home, close to Disney and shopping places. Very quiet friendly neighborhood. Def will be booking again in the future
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About this property
Your family will be close to everything when you stay at this centrally-located gated Summerville Resort. It’s the perfect place for a trip!! The space is modern and stylish. This 4 bedroom (townhouse is Spacious enough to sleep 8.Access to resort, amenities, pool, gym, outdoor playground,...
Distance to park: 6 miles to Disney World
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About this property
This beautiful 5 bedroom house is located in Crystal cove gated community. Perfect vacation home for families with small children or large groups. This vacation villa offers a sunny private pool, relaxing spa overlooking the lake. There are 2 master suites, private pool, community pool / gym. Pool...
Distance to park: 2 miles to Disney’s Animal Kingdom Park
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About this property
Welcome to the Sun Lake Resort. We have 4 identical 1650 sqft units with 4 bedrooms and 3 bathrooms. The beautiful condo faces to sun lake and it has a spacious screened patio. It only takes 1 minute walk to a plaza for shopping and restaurants which is very convenient! More importantly, you are only...
Featured review
Beautiful resort and room was great. Great location and staff was very helpful. Would highly recommend this property.
Distance to park: 11 miles to Castaway Cove Adventure Park
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About this property
Welcome to this charming fully furnished one bedroom one bathroom apartment located in Heritage Key Villas, Kissimmee, Florida. This apartment is the epitome of convenience and comfort, offering a flexible lease term ranging from one month to twelve months, with a minimum stay of just 30 days, making...
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About this property
7 bedroom 4.5 bath waterfront home located in the highly desired Emerald Island resort close to Disney and Universal Studios. The ground floor of this villa is an open concept with a living area featuring a 65" Smart 4k tv. The granite countertop kitchen boasts all new 2022 stainless appliances....
Distance to park: 2 miles to Disney’s Animal Kingdom Park
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About this property
This huge 1650 sqft condo has 4 bedrooms and 3 full bathrooms. It is located at Sun Lake Resort, just 2 Miles to Disney world Florida.sleeping accommodations for 8.* King-size Master bedroom with bathroom* One queen size sofa bed in family room for extra guests* One 40" HDTV(free...
Featured review
Located near Disney, shopping, restaurants. Everything on 1st floor was wonderful for a group of oldsters!
Distance to park: 6 miles to Disney,Seaworld
Key Amenities
About this property
Welcome to the beautiful Coral Cay resort ! It is one of the most popular resort destinations in the Kissimee/Orlando area for its proximity to theme parks and other major attractions. Situated 6 miles from Disney,1 mile to walmart and target, 8 miles to seaworld and convention center.This 1500 sqft...
Featured review
This is a nice place. Well kept and clean. There is 3 pools but not enough lounge chairs. The room was nice. Needed to buy a frying pan there is not enough kitchen gadgets and the cups for coffee are very...
Distance to park: 6 miles to Disney,Seaworld
Key Amenities
About this property
Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to the theme parks and other major attractions. Situated 6 miles from Disney World, 1 mile to Walmart and target. 8 miles to Seaworld and Convention center. Minutes...
Featured review
We stayed here while in Florida for my daughter's dance competition. It was so nice to come "home" after a long day of dance. I loved that the driveway was right up to the door. I also loved that it...
Distance to park: 4 miles to Animal Kingdom
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About this property
Conveniently located on the Exclusive Emerald Island Resort. With 7 Bedrooms and 4.5 bathrooms, Berni’s Home from Home can easily accommodate two families travelling together or will give one family plenty of space.Enjoy relaxing by your very own private extended south facing pool or spend some...
Featured review
This home was lovely and very well kept. Would rent again if the occasion arose that we needed a home this big again.
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About this property
Hello, Our vacation home is located in a gated community with a large swimming pool, playground for the children, shuffle board, pool table and a workout room. It’s a duplex with its own separate driveway. There are three bedrooms and two full baths. The kitchen was just fully remodeled in 2022...
Featured review
Nice, clean, and has all of the amenities necessary! I have enjoyed my stay in this quiet and peaceful vacation rental. Beautiful view of pond right outside of screened lanai. The home was clean, and Randy...
Distance to park: 6 miles to Disney World,Seaworld
Key Amenities
About this property
Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to theme parks and other major attractions. Situated 6 miles from Disney,1 mile to Walmart and target, 8 miles to Seaworld and Convention Center.This gorgeous...
Featured review
The apartment was beautiful My family and I really enjoyed this place If you are looking for a vacation rental please check this place out ️
Distance to park: 8 miles to Disney World
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...
Featured review
Great home for large family .. home is located close to shops … it’s a great location to be at! Very nice
Distance to park: 8 miles to Disney World
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...
Featured review
What a great property! It was perfect for our family. Very spacious and clean. Definitely staying there again on our next stay in Florida.
Distance to park: 8 miles to Disney Animal Kingdom
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee, Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...
Featured review
Verry nice villa, warm jacuzzi. It was awesome. Bathrooms and bedrooms were good. Everthing was clean when we arrived. Great
Distance to park: 6 miles to Disney world
Key Amenities
About this property
Welcome to our luxury finished 3600 Sq ft pool home at beautiful Crystal Cove Resort. It is conveniently located close to shopping and dining (less than 1 mile away). Disney is only 6 miles away. Just minutes from major attractions like Sea World, Universal Studios, Aquatica and the Convention Center...
Featured review
Large and spacious home in Kissimmee. Close to many attractions and restaurants. Bedrooms, kitchen and bathrooms. Pleasant and easy to maintain for extended stay. Washer and Dryer on site make vacation...
Distance to park: 2 miles to Disney
Key Amenities
About this property
Welcome to Oakwater resort (the nearest 4 stars Resort from Disney) which is only 5 minutes drive from Disney World! It is also close to many other fine shops and restaurants. No traffic congestion! This resort is adjacent to an outdoor 24 hours Walmart super market( 2 minutes walking distance) Our sweet...
Featured review
we were there for work in Universal Studios Epic Park, it was a great place and very accommodating, plenty of room and very clean, we will be staying again for the next round of work
Explore a diverse selection of monthly rentals tailored to meet your needs. Whether you prefer a cozy condo close to the bustling theme parks or a spacious home near tranquil lakes, Kissimmee has a variety of options to choose from. Enjoy the flexibility and comfort of a long-term rental in this beautiful city.
Cost Savings: Monthly rentals often come with discounted rates compared to short-term stays, making it more economical for extended vacations or work assignments.
Flexibility and Comfort: Renting monthly allows you to settle into a routine and truly experience the local lifestyle. Enjoy the comfort of a home-like environment with all the amenities you need for a long-term stay.
Stress-Free Living: With a monthly rental, avoid the hassle of frequent check-ins and check-outs. Unpack, relax, and fully enjoy your time in Kissimmee without the constant need to move
Community Feel: Staying longer helps you become part of the community. Get to know the locals, find your favorite spots, and feel more at home in Kissimmee.
Don’t miss the chance to stay in one of the most desirable locations in Florida. Browse our listings for monthly rentals in Kissimmee and find the perfect place for your extended stay. With a variety of options to choose from, you’re sure to find a rental that fits your needs and makes your stay in Kissimmee unforgettable.
Thinking about next year? Secure your spot now for seasonal rentals and ensure you get the best accommodations for your stay. Whether you’re planning a winter escape or a long-term summer visit, booking early guarantees you the perfect rental.
Furnished Rentals: Fully furnished rentals include a kitchen and all the amenities you need to live comfortably for a month or longer.
Flexibility You Need: Choose your exact move-in and move-out dates and easily book online without any additional commitment or paperwork.
Simple Monthly Prices: Enjoy special rates for long-term vacation rentals and a single monthly payment without additional charges.
Work-Friendly Spaces for Digital Nomads: Find long-term stays with high-speed Wi-Fi and dedicated working spaces, perfect for traveling professionals.
🥘 Kitchen
📶 Wi-Fi
🐾 Pet friendly
💻 Laptop-friendly workspace
🚗 Free parking on premises
Discover the Perfect Monthly Rental for Your Group
Planning a getaway with a medium-sized or large group in Kissimmee? Our selection of monthly rentals includes spacious homes designed for groups of 8 or more people. Find the ideal accommodation complete with private pools, large kitchens, and ample space to relax and enjoy. Explore options with 7+ bedrooms and multiple bathrooms to ensure everyone has room to unwind.
Family-Friendly Monthly Rentals
Looking to plan a large family trip? Kissimmee offers numerous family-friendly monthly rentals equipped with amenities like private pools, game rooms, and hot tubs. Enjoy activities such as biking, swimming, hiking, and more. Find roomy rentals that can comfortably house a large family with five or more beds and multiple bathrooms. Start your search now to find the perfect family-friendly rental in Kissimmee.
Romantic Getaways for Couples
Browse our best offers for couples seeking a private getaway in Kissimmee. Enjoy relaxing activities like hiking, swimming, and biking. Our romantic monthly rentals come equipped with jacuzzis, spas, and picturesque views of Kissimmee's beautiful scenery. Plan your couple's retreat and find the perfect place to create unforgettable memories.
Winter Retreats in Kissimmee
Escape the cold and enjoy the warmth of Kissimmee during the winter months. Our monthly rentals are perfect for snowbirds looking to spend the winter in a sunny and pleasant climate. With average temperatures ranging from the mid-60s to mid-70s Fahrenheit, Kissimmee offers an inviting escape from the winter chill.
Why Kissimmee is Perfect for Snowbirds
Ideal Climate: Enjoy mild and comfortable weather throughout the winter, perfect for outdoor activities and relaxation.
Community Atmosphere: Join a vibrant community of fellow snowbirds and enjoy social activities, clubs, and events designed for winter visitors.
Healthcare and Amenities: Kissimmee is well-equipped with top-notch healthcare facilities, senior-friendly amenities, and services to ensure a comfortable stay.
Recreational Opportunities: From golfing and fishing to leisurely walks on the beach, Kissimmee offers a variety of recreational activities to keep you active and entertained.
Book Your Winter Stay Now
Secure your winter retreat in Kissimmee by booking one of our monthly rentals. Enjoy the best that Kissimmee has to offer and make your winter getaway a memorable experience. Explore our listings and find the perfect home away from home for your winter escape.
Kissimmee boasts a range of activities, making it a paradise for adventure lovers. When you stay in one of our monthly rentals, you'll have easy access to a variety of local attractions:
💰 Highest rates: In March
🎉 Busiest month: January
🏠 Popular home types: Condo and House rental
🔥 Hottest months: July and August
❄️ Coldest months: January and December
☔ Rainiest months: June and August
🌺 Best months for flowers: April and May
🌴 Peak tourist season: December to April
🍂 Quietest months: September and October
🌊 Best months for outdoor activities: April and May
🏌️ Best golfing months: November to April
🎨 Top cultural events: Kissimmee Festival of Lights (December), Osceola County Fair (February)
🍽️ Best dining months: January to March (Restaurant Weeks)
🦋 Nature activities peak: March to May (Butterfly watching and bird migrations)
🛶 Water sports season: June to September
📅 Local festivals peak: December to April
Explore our listings today to find the perfect monthly rental in Kissimmee, Florida, and make the most of your vacation getaway!
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