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.
Key Amenities
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 ...
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 ...
Key Amenities
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: 7 miles to Disney Hollywood Studio
Key Amenities
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 ...
We had a great stay. The house is located in a close proximity to many places we visited. Would stay again.
Distance to park: 6 miles to Disney - Animal Kingdom
Key Amenities
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 ...
Location was quiet. Home was beautiful and well maintained. My only comment would be to have a casserole dish to be able to bake something in the oven. Also a pizza pan. Besides these items it is well stocked. ...
Distance to park: 12 miles to All Disney Theme Park
Key Amenities
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 ...
Stayed month of January..Villa was very well equipped and very comfortable.Location was fantastic being so close to all attractions. Would highly recommend for anybody to stay..
Distance to park: 5 miles to Animal Kingdom
Key Amenities
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 ...
My wife, son and I stayed for the month of April. The resort property is well maintained. Garbage is picked up daily and each home has a bin right in front of the home. The condo was very clean upon ...
Distance to park: 5 miles to Disney World
Key Amenities
About this property
Excellent Private Detached Family Vacation home/Villa located in the Prestigious Man Gated Vacation Resort of EMERALD ISLAND RESORTS. SPECIAL DISCOUNTS FOR LONGER STAYS !!! . Monthly bookings during January to April at special rates. _________________________________________________________________ This ...
Our stay with Family and friens were superb. Cost is just a fraction of what otherwise with any Hotels. VEry large House with 7 Bedrooms and 6 Wash rooms. Own private pool and lanai . Bbq grill was provided ...
Distance to park: 5 miles to Disneyworld and Disney Springs
Key Amenities
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 ...
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 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 ...
We couldn't fault our accommodation at all. Everything you needed was on hand. Lovely beds and a awesome view of the lakes in front of our pool.
Key Amenities
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 ...
The home was very comfortable and dealing with the owner was a breeze. Check in was very easy and the location is ideal for Disney and Universal visitors. Nice lake view and several chairs for outdoor seating. ...
Distance to park: 2 miles to Disney
Key Amenities
About this property
Our exquisite, tastefully decorated and perfectly maintained 2-bedroom and 2 full bath condo is perfect for your family and friends up to 6 people. We are on the top floor, and you will hear no noise from above! There are two double beds in the Master Bedroom with a walk-in closet and ensuite. The ...
Super clean and tidy with lots to do around the property. Definitely Woukd stay again , beautiful layout of pool area
Distance to park: 1 miles to Disney Animal Kingdom
Key Amenities
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 ...
We had everything we needed. Excellent communication. Perfect location. Close to the parks as well as restaurants, etc! We will be back.Thanks
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! ...
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!
Distance to park: 5 miles to Disney’s Animal Kingdom
Key Amenities
About this property
Christmas Week Deal: Early Check-In or Late Check-Out Included at 1pm! 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 ...
Distance to park: 4 miles to Disney's Animal Kingdom
Key Amenities
About this property
This home sleeps 8 with two master king suites and two twin rooms with two twin beds in each. All bedding is quality, clean, and comfortable with European duvets and covers. Mattress and pillow protectors on all beds. A private swimming pool and a stand-alone hot tub are yours to enjoy throughout your ...
Rented this place to go to Halloween horror nights. The place was clean and actually had all the equipment and everything for the game room which I’ve rented more luxurious homes to have pool sticks with ...
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 ...
Just spent two weeks in this beautiful villa. Definitely a home from home and everything you need for a holiday near to all the parks . Plenty of shops and restaurants nearby and we definitely sampled ...
Distance to park: 3 miles to Disney World
Key Amenities
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 ...
Perfect location for the Disney theme parks as well as SeaWorld and Universal Studios. Very modern interior decor, and fresh and vibrant linens and accessories. Would highly recommend and will visit again.
Distance to park: 8 miles to Walt Disney World
Key Amenities
About this property
**Please email me directly for the most current availability** Private Villa on property at Margaritaville Resort, Kissimmee, Fla. - Complimentary Wi-Fi - In-unit washer/dryer - Unassigned parking in the lot in front of the home (motorcycles allowed) Orlando & Airport - Less than 30 minutes ...
Key Amenities
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! This resort features, $2.1 mil Lagoon Style pool with Zero Depth Entry and Water Slides. Also, with a Water Park for the littles! Clubhouse has Sundry Shop /Deli, Games Room, ...
Key Amenities
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 ...
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 ...
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 ...
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: 4 miles to Animal Kingdom
Key Amenities
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 ...
This home was lovely and very well kept. Would rent again if the occasion arose that we needed a home this big again.
Key Amenities
About this property
FLAT SCREEN TV in Living Room! NEW MATTRESSES in all bed rooms NEW LAMINATE FLOORS in all bed rooms! Bed Room Configuration: 1 QUEEN Master Suite with balcony overlooking conservation area and private bath 1 bedroom with a double bed 1 bedroom with two twin beds. TV's in all Rooms! This ...
Loved our stay close to Disney and other attractions. Townhome was clean and had everything we needed for our stay. The owner was quick to respond to any questions. We would definitely stay here again.
Key Amenities
About this property
Located in the exclusive Encore community. This beautiful and luxurious vacation home is a 2-story home with 9 bedrooms, 7 bathrooms, a laundry room, game room, and a pool with hotube. It is completely fenced. The house has a capacity for 18 guests. This stylish place to stay is perfect for group trips. Charming ...
Distance to park: 2 miles to Fun Spot America Theme Parks
Key Amenities
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 ...
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: 6 miles to Disney - Animal Kingdom
Key Amenities
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 ...
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
Charming hotel room located in Kissimmee, just minutes away from Disney Parks. With 2 queen beds and a private bathroom, workstation, hair dryer, mini refry, safe and microwave, accommodates up to 4 guests. Smoking, pets, and events are not permitted on the premises. Complementary WIFI, parking, welcome ...
Key Amenities
About this property
Beautiful and clean unit with two queen size beds upstairs, it is part of a recently renovated condo-hotel furnished with modern design and great taste, with fenced pool, playground, gym, and indoor and outdoor dining/resting/seating areasTouristic area, super close to the parks, located on the main 192 ...
Key Amenities
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, ...
Key Amenities
About this property
New 4-bedroom, 3-baths townhouse with a private pool. Nestled in the peaceful Preserve Area of Storey Lake Resort, this property can accommodate up to 11 guests. It's totally equipped: - Kitchen has everything you need to cook - Towels & linen - Wifi - Basic cable and TVs - Enough free ...
Key Amenities
About this property
Welcome to our stunning townhouse located at 2600 Lodi Crescent in the charming city of Kissimmee, FL. This tastefully furnished property is the perfect choice for your next getaway. Whether you're visiting the magical Walt Disney World or exploring the vibrant attractions of Orlando, our townhouse ...
Key Amenities
About this property
Welcome to the perfect vacation place at Encore Resort. beautiful 2 story house, 8 bedroom, 7 bathroom, game room, fenced-in backyard and pool. Perfect place to a family meeting/vacation near Disney. Minutes from Orlando's world-famous excitements. Totally equipped kitchen, towels & linen, Wifi, ...
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 ...
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: 7 miles to Disney World
Key Amenities
About this property
1/1 Condo. Queen sofabed in living room. Queen bed in master with desk and chair. Full kitchen. Just 7 miles from Disney, centrally located. Gated community , Complex has 2 pools, gym, tennis courts. Laundry room with full size washer/dryer in unit. Free wifi and streaming. Second floor unit.No elevators. No ...
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 ...
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: 2 miles to Disney’s Animal Kingdom Park
Key Amenities
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 ...
Beautiful resort and room was great. Great location and staff was very helpful. Would highly recommend this property.
Key Amenities
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 ...
THIS PLACE WAS AWESOME AND WE ENJOYED IT. QUIET AND PEACEFUL PLACE. I WILL RECOMMEND THIS RESORT TO ALL MY FRIENDS.
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 ...
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: 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 ...
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: 2 miles to Disney’s Animal Kingdom Park
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. 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 ...
I went with my family, very comfortable. Beds 6 out of 10. Pool 7 out of 10. Rest of amenities 10 out of 10.
Distance to park: 12 miles to Disney World
Key Amenities
About this property
Beautiful lakeside home with a private south facing pool in a gated community 12 miles from Disney. Enjoy fishing in the lake behind the house. Game room with pool table, skeet ball, foosball table and a gaming system with hundreds of old favorites like Pac Man and Mario Brothers. 4 bedrooms and 3 bathrooms. ...
This is a beautiful home to stay in. It had all the comforts of your own home, incredible view from the huge pool, lots of wildlife and friendly neighbors. The owners are super nice and so easy to work ...
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 ...
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: 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 ...
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 ...
Great home for large family .. home is located close to shops … it’s a great location to be at! Very nice
Distance to park: 6 miles to Disney world
Key Amenities
About this property
Welcome to our brand new luxury finished 3600 Sqft 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 ...
Really enjoyed our stay. Convenient location, spacious house, very clean. Close to Disney parks, grocery stores, restaurants, etc. We'd like to stay again for our next trip.
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 ...
Very nice home, close to Disney and shopping places. Very quiet friendly neighborhood. Def will be booking again in the future
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 ...
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 ️
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 ...
We recently had the pleasure of staying at an Airbnb that exceeded our expectations in every way. stay at this united that is located just minutes away from the Disney world , provided the perfect blend ...
Key Amenities
About this property
Welcome to our magical Disney-themed retreat! Nestled in the heart of the Westside at Windsor Resort, our cozy and charming home is the perfect place for you and your loved ones to experience all the wonders of the happiest place on earth. Whether you're planning a family vacation or a romantic getaway, ...
Key Amenities
About this property
Our vibrant 3 bedrooms condo is perfect for your families and Work professional friends up to 7 people. Enjoy a spacious living room to hang out and a full-size pullout sofa.The designer master bedroom, Disney Princess bedroom&Superhero Marvel bedroom each feature a large 4KTV. Unwind in our home ...
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!
