Vacation Condo Rentals By Owner In Kissimmee, FL

$202.84

Elegant 3bd home near Disney (WH1117)

Kissimmee, Florida, United States

Our 3-bedroom, 2-bathroom, private vacation condo is a great option for families wanting a home base to enjoy the best of all that Central Florida has to offer.brbrWindsor Hills Resort Private Condo, Sleeps up to 8br3 bedrooms / 2 bathroomsbr4th Floor CondobrWindsor Hills Resort Gated Communitybr3 miles to Disney World propertybrFully equipped Kitchen with dining for 6 at the dining tablebrHigh Chair / Pack n Play Available for UsebrPrivate Screened Balconybr8-Minute Walk to the Clubhouse AmenitiesbrbrbrWindsor hills is the closest Orlando resort to Walt Disney World. Windsor Hills Resort is a beautiful gated community only 1.5 miles (2.5km) from world famous theme parks. brbrEach Windsor Hills vacation home features a master suite with king size bed, TV and a master bathroom with a garden tub and separate shower. Additionally, all single family homes have a private screened swimming pool with spa and each townhome has a small pool. Windsor Hills rentals have a fully equipped kitchen with breakfast area and formal dining area, perfect for sharing meals together. Each unit has a washer and dryer so packing light is no problem. Free WIFI is also standard in each of the vacation rentals. Homes are available with game rooms that include billiards, table tennis and air hockey along with play stations for kids.brbrThe Windsor Hills Resort clubhouse features a huge gradual entry resort pool complete with water slide and hot tub. There are plenty of poolside loungers for relaxing - listen to Caribbean style music while working on that perfect Florida tan. Windsor Hills Resort offers a variety of recreation & activities for all ages including children's playground, state-of-the-art fitness center, sand volleyball, basketball and tennis courts, 40-seat movie theatre, video arcade and billiards. In addition, the clubhouse has a food and beverage options for your pleasure.brbrbrALL RESORT WATER PARK AMENITIES ARE INCLUDED WITH YOUR STAYbr- Resort-style zero-entry poolbr- 2 Water Slidesbr- Interactive Splash Padbr- Playgroundsbr- Fitness centerbr- Sand volleyballbr- Basketball and Tennis courtsbr- ArcadebrbrConveniences:br- Access is self check-in; Go straight to your rental with online email check-inbr- Smoke free and pet free for everyone's comfortbr- Free on-site parking with a 3-car limitbr- Professionally managed to serve all your needsbr- 24/7 on-call maintenancebr- No Resort Feesbr- Towels and linens are providedbr- Complimentary WiFibr- Additional Rental items Available (e.g., 3 & 4 burner BBQs, cribs, pack-n-plays, strollers, high chairs, etc.)brbrFOOD DELIVERY: All major food delivery services such as DoorDash, Grubhub, UberEats, Instacart, Amazon Fresh, Walmart+, Shipt can deliver with ease.brbrTAXI AND RIDE SHARE APP: Taxis and ride share apps such as Lyft and Uber may enter so long as the person entering or leaving has been pre-registered.brbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property.

3

Bed

2

Bath

8

Sleeps

$207.39

/ Nightly

Condo

Winsor Hills Resort 5 Mins From Disney

Kissimmee, Florida, United States

### UNFORTUNATELY, THIS UNIT IS NOT AVAILABLE FOR RENTING ###brbrWindsor hills is the flagship vacation rental community in the disney corridor, this condo is spectacular. The condo features a wonderful and modern furniture package that fully conveys, all appliances convey, brand new high end washer/dryer. Relax on your screened patio adjacent to one of the finest resort pools and recreation buildings in the disney area. Windsor Hills Resort vacation home rentals includes the resort style amenities unparalleled by any in the Disney World vacation area. Some of the magnificent features of this gated community include a luxurious water park pool with fountains, water slides and a spa, a zero-entry pool that's perfect for toddlers, tennis, basketball and volleyball courts as well as a children's playground The enormous clubhouse over-looking the pool is stocked with billiards tables and a video game area, a sundry shop, fitness room with top of the line fitness equipment, high definition surround sound movie theater. RV and boat parking is also available for guests. Perhaps the most impressive feature is the location - just 3 miles from Walt Disney World main gate!

Bed

Bath

Sleeps

$418.99

/ Nightly

Condo

NEW Avatar/Inside Out• Pool & StoreyLake Resort

Kissimmee, Florida, United States

Summary:brbrYour Orlando Fun Spot – 6 Miles to Disney!brbrFreshly remodeled 4BR with 2 king suites, Avatar & Inside Out rooms, and 3 baths. Private screened pool with outdoor TV & dining.brbrEnjoy Storey Lake’s water park, lazy river, tiki bar & mini golf.brbrFamily-ready with high chair, stroller & Pack ’n Play, plus pet-friendly!brbrPerfect location:brbrDisney – 7 milesbrbrSeaWorld – 11 milesbrbrUniversal – 17 milesbrbrMCO – 20 milesbrbrYour vacation starts here—book today!brbrThe Space:brbrKey Features for Your Perfect StaybrbrSleeps 12 | 4 Bedrooms (2 Kings, 2 Full Bunk Beds – Avatar & Inside Out Themes)brbr3 Full Bathrooms | 1 Shower/Tub Combo, 2 Walk-In ShowersbrbrPrivate Heated Pool | Optional Heating ($35/day) - child safety fence provided. Not displayed in pictures.brbrOutdoor TV by the Pool | Watch & Dine Al FrescobrbrStorey Lake Resort Access | Water Park, Lazy River, Fitness Center & MorebrbrKid & Toddler Friendly | Baby Gate, High Chair, Pack & Play, Stroller & Kids’ DinnerwarebrbrGated Community | Safe & SecurebrbrFree High-Speed Wi-Fi + Roku Entertainment SystemsbrbrBBQ Ready | Free Grill (Guests Provide Propane)brbrPet Friendly | Dogs Welcome (Fee Applies)brbr6 Miles to Disney | Minutes to Theme Parks, Dining & ShoppingbrbrDining & Living AreabrbrSeating for All | Dining Table for 8 + 4 Bar Stoolsbrbr65 Smart TV | Perfect for Movie NightsbrbrPool & Lake Views | Relax in StylebrbrFully Equipped KitchenbrbrModern Appliances | Cookware, Utensils & MorebrbrCoffee Maker & Toaster for Easy MorningsbrbrStocked with Starter EssentialsbrbrOutdoor Space – Florida Fun Awaits!brbrPrivate Patio with Outdoor Dining | Table & Chairs for Meals PoolsidebrbrTV in Pool Area | Enjoy Your Favorite Shows OutdoorsbrbrFree BBQ Grill (Guests Provide Propane)brbrHeated Pool | Safety Net | Optional Pool Heat ($35/day)brbrBedrooms – Comfort & Style for EveryonebrbrBedroom 1 (Main Level) | King Bed, 50 Smart TV, Walk-In Closet, Private Full BathbrbrBedroom 2 (Upper Level) | King Bed, 50 Smart TV, En Suite Bath w/ Soaking TubbrbrBedroom 3 | Inside Out Theme, Full-Over-Full Bunk Bed, 50 Smart TVbrbrBedroom 4 | Avatar Theme, Full-Over-Full Bunk Bed, 50 Smart TV, XboxbrbrBathrooms – Fresh & Fully StockedbrbrMaster En Suite | Shower/Tub Combo, Spacious VanitybrbrUpper-Level Bath | Walk-In ShowerbrbrMain-Level Bath | Walk-In ShowerbrbrFresh Towels & Linens ProvidedbrbrResort Amenities – Free Access!brbrWater Slides, Lazy River & PoolsbrbrMini Golf & Kayaks (Fees May Apply)brbrTiki Bar & Ice Cream Shop (Fees May Apply)brbrFitness CenterbrbrGated CommunitybrbrExtra PerksbrbrKeyless Entry & Free ParkingbrbrWasher/Dryer in UnitbrbrHair Dryers & Ceiling FansbrbrStarter Supplies (Paper Goods, Soap, Shampoo, Laundry & Dish Supplies)brbrYour magical Orlando escape is waiting — book your unforgettable family getaway today!brbrGuest Access:brbrWelcome to Your Home Away from Home!brbrWhen you stay with us, you have full access to the entire property, inside and out! The only area off-limits is the owner's closet.brbrSeamless EntrybrbrEnjoy effortless access with our smart door lock! You'll receive a unique code before your stay, making check-in a breeze.brbrCommunity AccessbrbrTo enter our lovely community, just present a government-issued photo ID that matches the reservation name. All guests, including children, can enjoy the amenities!brbrVehicle Information - Vehicle InformationbrbrUpon arrival, register your vehicle at the main gate to receive your car pass. The clubhouse front desk will provide daily access to all amenities. Please remember:brbrMaximum of three cars per reservationbrbrNo RVs, campers, or trailers allowedbrbrReady for an Unforgettable Stay brbrBook Your Magical Orlando Getaway Now!brbrGetting Around:brbrPerfect location:brbrDisney – 7 milesbrbrSeaWorld – 11 milesbrbrUniversal – 17 milesbrbrMCO – 20 milesbrbrOther Things to Note:brbrHousekeeping:brbrAt check-in, you’ll find the unit sparkling clean and fully stocked with fresh linens, toiletries, and towels, thanks to our professional cleaning service! While daily housekeeping isn’t included, you can request mid-stay cleaning for an additional fee.brbrPool Heating:brbrWant to enjoy a warm swim during your stay Add pool heating for just $40 per day! Simply let us know at least a week in advance! Pool heating is required for the entire stay and will be invoiced separately. Please note that during the winter season (Dec 21 - Mar 20), if the external temperature is too low, the heating may not reach expected levels. We want to ensure you're aware of this in advance. Also, please avoid using the pool during cold or rainy weather.brbrPool Maintenance:brbrOur pool is serviced weekly. After rain, you might notice some debris in the water—this is normal and will clear up quickly!brbrBBQ Usage:brbrGuests are responsible for refilling the BBQ propane tank for your grilling adventures!brbrPet Policy:brbrBringing your furry friend We’re happy to accommodate up to 2 dogs (within our insurance policy’s accepted breeds) for a $175 pet fee. Please keep your pets leashed outside, never leave them unattended in the home unless crated, and clean up after them. Woof woof!brbrTravel Insurance:brbrWe highly recommend getting travel insurance for your stay, especially during Hurricane Season (June 1st to November 30th). Refunds will follow Airbnb’s policy at the time of your booking.brbrRespect the Property:brbrRemember, you’re staying in someone’s home, not a hotel. Treat the space with care. If any issues arise, we’ll do our best to address them promptly. Please notify us immediately with any concerns so we can resolve them quickly!brbrQuestions Message me anytime! Your satisfaction is my top priority.brbrInteraction with Guests:brbrYour Satisfaction is My Top Priority!brbrIf you have any questions or concerns during your stay, don’t hesitate to reach out. I’m just a text or email away, ready to help!

4

Bed

3

Bath

12

Sleeps

$218.73

/ Nightly

Condo

Orlando resort cozy 2-bedroom condo near Disney

Kissimmee, Florida, United States

Spacious 2BR Villa Minutes from Disney | Waterpark Resort | Pools & ActivitiesbrbrStay at the beautiful Westgate Town Center Resort, located just minutes from in Kissimmee, Florida. This full-service resort offers endless on-site amenities, making it the perfect place for families, couples, or groups visiting Orlando’s famous attractions.brbrThe VillabrEnjoy a spacious 2-bedroom, 2-bathroom villa featuring:brbrFully equipped kitchenbrbrDining areabrbrComfortable living spacebrbrIn-suite washer and dryerbrbrPlenty of room for families or groupsbrbrResort AmenitiesbrGuests have access to an incredible selection of amenities including:brbr14 heated outdoor pools and hot tubsbrShipwreck Island Waterpark (additional fee)brbrMovie theaterbrbrBowling alleybrbrGame roombrbrMini golfbrbrFitness centerbrbrBasketball, tennis & volleyball courtsbrbrBicycle rentalsbrbrPlaygrounds for kidsbrbrDining On-SitebrEnjoy multiple dining options without leaving the resort, including:brbrDrafts Sports Bar & GrillbrbrSid's Bistro (serving Starbucks coffee)brbrCordovano Joe's Authentic NY Style PizzabrbrVilla Italiano ChophousebrbrLos Amigos Mexican Grill & Tequila BarbrbrPoolside bars and casual dining optionsbrbrLocationbrThe resort is just minutes from Orlando’s top attractions:brbrWalt Disney brbrUniversal StudiobrbrSeaWorldbrbrImportantbrbr **Weekly rentals only**brbrWaterpark access available for an additional fee

2

Bed

2

Bath

8

Sleeps

$220.83

/ Nightly

Condo

Cozy 5BD Home Paradise Palms Resort with Pool

Kissimmee, Florida, United States

This beautiful home is located in Paradise Palms Resort, 14 minutes from Disney World. Enjoy the pools, game room, movie theater, sports courts, gym, poolside restaurant and much more! With comfort, Wi-Fi Internet, cable TV, full kitchen, private pool, it comfortably accommodates 09 guests. With bedrooms with King beds, this home is ideal for you and your family to enjoy your vacation.brPool heating, BBQ and housekeeping service use are optional and have an extra cost. Check in: 4 pm. Check out: 10 am. Guest access Entire house is available for guest use. Keypad access. The receipt of orders is obligatorily made to the condominium, being charged U$10.00 per small package.br1ST FLOOR Bedroom 1: King bed; Bedroom 2: Twin bed + bunk bed, 1 full bed and 1 twin bed + 1 auxiliary twin; 2ND FLOOR Bedroom 3: With a King bed, Suite; Bedroom 4: With a King bed; Bedroom 5: With a King bed, Suite; The house has 2 complete suites.brResort-style community, including a 9,500-square-foot Clubhouse with stunning game room, movie theater, internet room, basketball and volleyball courts, lighted tennis courts, fitness center, resort-style pool with waterfall, grotto, spa, tiki bar, restaurant by the pool, heated whirlpool for children and adults, sauna, card room, ATM to withdraw money and much more!

5

Bed

4

Bath

13

Sleeps

$270.0

/ Nightly

Condo

4BD Home in Prime Storey Lake Resort Location

Kissimmee, Florida, United States

The house accommodates 11 people, has a private pool, and is located in one of the best areas in the region. This beautiful 4-bedroom, 3-bathroom house is located in the prestigious Storey Lake community, offering the perfect combination of comfort and convenience. The residence is ideal for families or groups seeking a memorable stay in the Orlando area.brPool heating, BBQ and housekeeping service use are optional and have an extra cost. Check in: 4 pm. Check out: 10 am. Guest access Entire house is available for guest use. Keypad access.br1 ° FLOOR Bedroom 1: King Bed; 1 full bathroom; 2ND FLOOR Bedroom 2: With two queen beds. Suite; Bedroom 3: Queen Bed; Bedroom 4: With 1 bunk bed, 3 twin beds. The house has 1 suite.brStorey Lake is an excellent gated community, very well located, just 7 minutes by car from the Disney Complex Portal. Complete clubhouse. Everything is very tasteful and brand new!!! Storey Lake Resort is just 17 miles from Orlando International Airport and just 2.5 miles from Lake Buena Vista Outlets and Disney Springs. In addition to having an unparalleled location, Storey Lake Resort offers top-notch amenities surrounding The Hideway Club clubhouse. The Hideaway Club at Storey Lake Resort features a fitness center, sauna, game room, basketball and volleyball courts, poolside bar and restaurant, resort pool and spa, lazy river, mini golf, waterslide, and kayak rentals.

4

Bed

3

Bath

11

Sleeps

$542.94

/ Nightly

Condo

Dream Mansion: 10 Themed Bedrooms & Home Theater

Kissimmee, Florida, United States

Discover the perfect getaway for your vacation at this magnificent 10-bedroom, 6-bathroom home located in the Solara Resort community. Designed to comfortably accommodate up to 30 guests, this luxurious home offers a lodging experience combining elegance, comfort and a wide range of amenities. With a Mario Bross-themed playroom with beds built into a castle, a private pool, and bedrooms decorated in the style of Mickey Mouse, Alice in Wonderland and Toy Story, the kids are sure to love it.brPool heating, BBQ and housekeeping service use are optional and have an extra cost. Check in: 4 pm. Check out: 10 am. Guest access Entire house is available for guest use. Keypad access.br1ST FLOOR - Bedroom 1: With king bed, suite; - Bedroom 2: With four full beds, Mario Bross room; 2ND FLOOR - Bedroom 3: Bunk bed, with two full beds, Alice in Wonderland, shared suite; - Bedroom 4: With one king bed, shared suite; - Bedroom 5: With one king bed, suite; - Bedroom 6: With one king bed, shared suite; - Bedroom 7: Bunk bed, with two full beds, Toy Story, shared suite; - Bedroom 8: With one king bed; - Bedroom 9: With two twin beds, Mickey, shared suite; - Bedroom 10: With one king bed, shared suite; THIS HOUSE HAS 02 FULL SUITES AND 6 SHARED SUITES.br• Water Park, with a spacious swimming pool, children's playground and slides. • Bar & Grill; • Teen Space; • Miscellaneous Goods Stores; • Ice-cream parlor; • Gym and outdoor fitness area; • External and Internal Lounges: • Desk; • Parking for visitors.

Bed

Bath

Sleeps

$218.9

/ Nightly

Condo

3 Bedroom, 2 Bath Condo close to Disney

Kissimmee, Florida, United States

Recently renovated 3 Bedrooms and 2 bath condo 10 miles from Disney. Kitchen has granite counter and all the utensils for light cooking. House is completely furnished to feel like home away from home! Condo complex has a swiming pool, hot tub, kids play area, club house and tennis court. Very close to Sam's club, Target, and restaurants

3

Bed

2

Bath

8

Sleeps

$165.28

/ Nightly

Condo

Luxe King Suite Bliss Getaway Condo Near Disney

Kissimmee, Florida, United States

Our king bedroom suite is a blissful retreat, featuring a king-size 12 inch memory foam bed with a fully equipped charging station on bed and usb ports on bedside lamps. Private access to a fully equipped bathroom with premium towels, shampoo, body wash, and conditioner. We also have a bluetooth speaker in the bathroom to stream your favorite jams while having a relaxing shower. brbrRelax and unwind with your favorite streaming services on the 65 inch smart TVs in either the bedroom or living room. brbrThe fully equipped kitchen has everything you need to prepare delicious meals, including pots, a knife set and a Keurig coffee maker to start your day with a fresh cup of coffee. We also have as assortment of teas and hot cocoa for the little ones. brCozy up on the comfortable luxury furniture and watch your favorite movies on the 65 inch smart tvs. Our guests have access to a plethora of amenities, including two swimming pools, a shallow pool for the little ones, a hot tub for relaxation, a well-equipped fitness center, a tennis court for some friendly competition, and a BBQ/picnic area for family gatherings. Kids will love the playground, while nature enthusiasts can explore the Shingle Creek Regional Park Trail, which offers scenic views of the lake and amenities like biking and paddling.brbrGuests will be provided a Visitor decal for their car for over-night parking. (the decal must be returned to the unit prior to check-out or there will be a replacement fee of $200).

Bed

Bath

Sleeps

$141.88

/ Nightly

Condo

Windsor Palms Resort 3br/2ba Condo

Kissimmee, Florida, United States

Expect to be impressed with this remodeled/redecorated condo, overlooking the retention pond/greenbelt ! brbrThe three bedrooms sleep 6 people comfortably. The Master bedroom has a King size bed and a full bathroom en-suite. The Queen bedroom also has access to en-suite facilities, and the third bedroom has 2 twin beds. Cable TV is provided in all three bedrooms.brbrThe kitchen is fully equipped with fridge (with ice maker), stove/oven, dishwasher, microwave, coffee maker, toaster, kettle, blender. All dishes, glassware, cookware, and cutlery is provided.brbrThe laundry room has a full size washer and dryer. Iron and ironing board are provided. brbrFree wireless internet access is provided. brbrAll linens and towels are supplied. Hairdryers are provided in each bathroom. brbrPlease note: This unit is on the 3rd floor and is only accessible using stairs. There are no elevators in the condo buildings at Windsor Palms.brbrWindsor Palms Resort;brWindsor Palms is conveniently located at 2300 Wyndham Palms Way, Kissimmee, FL 34747 approximately four miles from Disney World. brbrThe gated resort features a 24/7 manned security entrance and has numerous amenities, including:brClubhouse PoolbrHot tubbrKiddie SplashpadbrSand Volleyball courtbrTennis CourtsbrBasketball Courtbr57 Seat Movie Theater featuring 3D MoviesbrFitness CenterbrArcade Including Billiard Table, Ping Pong table, Video Games brBicycle RentalsbrInternet Café with WiFi is also available at the ClubhousebrChildren's Play AreabrBarbecue AreabrRecently Expanded Sundry Shop with Coffee, Pizza by the Slice, Groceries and Various Gift ItemsbrIn Room Massages by Licensed TherapistsbrNewly Opened Tiki Bar with Food and Full LiquorbrbrLocal Attractions (Driving distance - Times are approximate)brWalt Disney World - 9 miles - 15 minutesbrVineland Premium Outlets - 10 miles - 20 minutesbrSea World - 13 miles - 20 minutesbrUniversal Studios - 17 miles - 30 minutesbrOrlando International Airport - 24 miles - 30 minutesbrFlorida Mall - 26 miles - 40 minutesbrLegoland - 30 miles - 40 minutesbrBusch Gardens - 64 miles - 1 hourbrKennedy Space Center - 65 miles - 1 hour 10 minutesbrDaytona Beach - 80 miles - 1 hour 25 minutesbrSiesta Key Beach - 118 miles - 1 hour 50 minutesbrbr

3

Bed

2

Bath

6

Sleeps

$150.34

/ Nightly

Condo

Modern Retreat Near Disney– Balcony Fireworks View• King Bed • Resort Pool & Gym

Kissimmee, Florida, United States

Welcome to your perfect Orlando getaway—just minutes from Disney, Universal, world-class dining, shopping, and golf!brbrThis stylish and centrally located retreat features a sparkling pool, full fitness center, and cozy community lounge.brbrThoughtfully designed for both comfort and convenience, it’s the ideal home base for families, couples, or friends. Whether you're seeking thrills or a relaxing escape, you’ll make unforgettable memories in a space that truly feels like home—right in the heart of the magic.

Bed

Bath

Sleeps

$123.72

/ Nightly

Condo

Fantastic location!!

Kissimmee, Florida, United States

This smoke-free, spacious 1503 sq ft condo reflects a coastal flair with cottage-style furnishings, beach themed décor, and a color scheme of soft sunshine with shades of clear sky and deep ocean blues. Ceiling fans in every room offer the feel of a shore breeze. An open living and dining room with 20-ft cathedral ceilings offers ample space for eating, lounging, and getting together with family and friends. A loft overlooks the living room, offering an additional sleeping area with pull-out sofa, foosball table and TV. The gourmet kitchen has high-end appliances, granite countertops with breakfast bar and is fully equipped with cookware and tableware. A large dining table seats four comfortably.brbrThe roomy master bedroom has a king-sized bed, and the spacious master bath is complete with garden tub. The guest bedroom contains a double/full-sized bed plus a single/twin-sized bed, to accommodate various family needs. Two queen sleeper sofas in the living room offer additional sleeping options. Both bedrooms offer huge walk-in closets, providing easy storage of luggage. A large hall bath is conveniently located near the guest bedroom. A full-sized washing machine and dryer are included in the amenities within the condo. Large televisions are found in the living room, the loft, and each bedroom; and a DVD player provides entertainment for the whole family in the living area. As a 2nd floor unit, this condo provides peace and tranquility without noise from neighbors above.brbrbrRunaway Beach Club Resort is a luxury family resort located right in the center of Florida's tourist area, only 3 miles from Walt Disney World Resort. Tropically landscaped, this gated community consists of charming two-story pastel Key West-style villas surrounding a central fountained lagoon. Two heated pools and hot tub provide swimming and sunning options for the whole family --- a South Beach themed adult pool plus a fun, colorful child-friendly pool with water features and zero-depth entry. Accented by flickering Hawaiian-style torches and gracious palm trees, the extensive deck area surrounds both pools and overlooks the beautifully landscaped lagoon. Plenty of comfortable lounge chairs and umbrella tables are provided throughout the deck area. The resort’s clubhouse contains a modern fitness center, indoor basketball court (fee applies), and a TV lounge area with public computer. Free Wi-Fi throughout the complex. There is NO additional Daily Resort Access Fee.

Bed

Bath

Sleeps

$132.8

/ Nightly

Condo

2 bed, 2 bath condo close to Disney and other theme parks Orlando

Kissimmee, Florida, United States

Magical two bedroom/two bath condo located close to I-4 and right off Hwy 192 in beautiful Oakwater Resort. Conveniently located close to Disney parks, (as well as other theme parks), shopping (walk to Walmart), restaurants and entertainment. Universal and Sea World are not far. There are golf courses very close by as well. The condo is steps away from the lagoon pool, children’s playground and splash pad. Clubhouse has workout room and game room. Full kitchen and dining area, living area and screened porch. 55” TV in living room and smaller TV in master bedroom. Quiet condo complex and the pool is rarely crowded! The bedroom closet is full of board games, toys for all ages and books. There is also a pack n play in the closet if needed. Don’t miss out on this hidden gem…come see for yourself!

Bed

Bath

Sleeps

$192.01

/ Nightly

Condo

NEW Adventureland Themed Condo - Close to Disney World!

Kissimmee, Florida, United States

This unit has been newly renovated and masterfully decorated to make you feel right at home in Adventureland. With a nod to Disney culture and art, the living room is reminiscent of the Tiki room complete with birds hanging from the ceilings and fun feathered lighting to make you feel like you are in the show! The Jungle Cruise Master bed and bath contains artifacts from the many jungle adventures and you may even find the 'backside of water'! The Pirate bedroom contains treasure, and is just like staying in the captains quarters on a ship! The themed lighting elements help to make this stay extra special. The patio features LED tiki torches that turn on at dusk for a relaxing and enchanted evening. Sit out on the balcony and enjoy the lovely views of the water and greenery. Enjoy all of the special touches that make this place truly unique and special for any Disney lover!

2

Bed

2

Bath

6

Sleeps

$261.7

/ Nightly

Condo

Updated 3BR Encanto themed condo with Arcade Games and Water Park near Disney

Kissimmee, Florida, United States

Our beautifully updated Encanto inspired condo is located in the desirable gated community of Windsor Hills. Our community, popular for its relaxing pool, hot tub, splash pad and water park (all included in your stay at no additional charge), is also minutes from the gates of Walt Disney World and a short drive to the Universal theme parks.brbrCondo is lightly themed for it's introduction and will be fully themed by July.brbrWhether you want a relaxing vacation by the fantastic pool or close access to Central Florida's most popular attractions, our Windsor Hills condo is your home away from home.brbrThe entire Encanto Home is gently themed with Encanto accents throughout. Our immersive Encanto themed kids (theming installation expected in time for July 2026 stays) room will thrill the young and old alike! Complete with family arcade style fun, Pac-man and Super Mario arcade games will provide hours of laughs and enjoyment. Minnie and Mickey accents throughout the condo tastefully add to the decor of this close to Walt Disney World locationbrbrAlways just a phone call away, we are here for you, should you need anything during you stay. I have a property manager and family close by, should you need assistance above and beyond a phone call!brbrThis five star resort community is a fantastic location a mere 2 miles from the gates of Walt Disney World, with close proximity to golfing, outlets, and Central Florida's most popular theme parks and attractions. Walmart is just minutes away for all of your vacation essentials. Disney's fireworks can even be seen from the community!brbrWe provide soap, shampoo, conditioner, toilet tissue, and garbage bags to start your stay (but you'll need to bring or pick up extras for longer stays).brbrIf you're not planning on renting a car, making use of Uber or Lyft is super easy in this area. With close proximity to the parks, the ride-share pricing is quite reasonable. When using Uber or Lyft, make sure to text the address to the driver so that they can gain access through the gates.brbrFull immersive kids room theming will be ready for stays after July 2026.

3

Bed

2

Bath

8

Sleeps

$307.45

/ Nightly

Condo

Msw2505

Kissimmee, Florida, United States

Summary:brbrWindsor Hills Resort Vacation Townhome - includes resort clubhouse amenity access Our 3-bedroom 3-bathroom private vacation townhome is a great option for families wanting a home base to enjoy the best of all that Central Florida has to offer Windsor Hills Resort Private Townhome Sleeps up to 8 3 bedrooms 3 bathrooms Private Pool and lanai Windsor Hills Resort Gated Community 3 miles to Disney World property Fully equipped Kitchen with dining for 4 at the dining table Pack n Play 7-Minute Walk to the Clubhouse Amenities Dog-Friendly BEDROOMS 1st Floor Downstairs Bedroom 1 One Queen Bedroom Shared Bathroom 39 TV BEDROOMS 2nd Floor Upstairs Bedroom 2 One King Bedroom Attached Bathroom 26 TVBedroom 3 Two Double Bedroom 22 TVDog-Friendly Home This is a dog-friendly home There is an additional 100 plus tax nonrefundable fee There is a two-dog limit Dog s must be disclosed and the additional fee must be paid prior to arrival Pool Heater Charges and Information There is an additional optional charge of 25 per day plus tax to heat the pool Please note that our pools are serviced on a weekly basis Resort Parking Rules - The resort allows a maximum of 3 cars for a townhome - Only 1 car will fit in the driveway overflow parking is available in nearby spots - Please pick up parking rules at the guard gate Parking is strictly enforced - Do not block the sidewalk or park on the street or the resort will tow Windsor Hills Resort Amenity Access Included with Rental Resort-style zero-entry pool 2 Water Slides Interactive Splash Pad Playgrounds Fitness center Sand volleyball Basketball and Tennis courts ArcadeClubhouse Access Via Wristbands Wristbands are obtained at the clubhouse upon arrival to the resort Must present voucher to prove residence As a guest to use the Clubhouse Facilities you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting The number of wristbands for this unit are as follows 3 Bedroom Unit - Maximum of 8 wristbands No wristbands will be provided in excess of this amount All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest Distances from Resort to Shopping Attractions Townhome is located on Maneshaw Lane - Walt Disney World 4 miles- Universal Studios 16 miles- SeaWorld 14 miles- Orlando Airport 25 miles- Atlantic Coast Beaches 74 miles- Gulf Coast Beaches 89 miles- Walmart Supercenter 1 mile- Dining 1 mile Why Choose this Rental - Professionally managed to serve all your needs- Management company has over 26 years of experience hosting well over 200 000 families- Go straight to your rental with online email check-in- 24 7 on-call maintenance- No Resort Fees- Free On-Site Parking- Smoke-free for your comfort- Towels and linens are provided- Complimentary WiFi- Additional Rental items Available e g 3 4 burner BBQs cribs pack-n-plays strollers high chairs etc Our Starter Welcome packet supplies - 2 rolls toilet paper per bathroom- 2 round hotel-size bar soap per bathroom- 1 hotel-size shampoo conditioner per full bathroom- 1 roll paper towel- 1 packet dishwasher detergent- 2 trash bags size-13-gallon- 1 small box laundry detergent enough for one load - Garbage can liners in each bedroom bathroom small garbage cansAny supplies beyond this are up to the guest to replenish we do not restock these items No salt pepper or cleaning supplies are stocked due to safety issues This is an industry-standard practice FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS this does not apply if you are staying less than 30 nights We will collect a 1 500 deposit Balance is due 60 days prior to arrivalIf canceled 90 days or more before arrival we keep with us 250 00 1 250 00 will be refunded If canceled between 61 and 89 days prior to arrival we keep with us the 1 500 00 deposit No cancellation or modification 60 days or less prior to arrival

3

Bed

3

Bath

6

Sleeps

$146.35

/ Nightly

Condo

Wonderful 1-bedroom condo in charming Reunion Gated Resort 1 exit to Disney

Kissimmee, Florida, United States

Take it easy at this unique and tranquil getaway. You will have a nice private 1 bedroom 1 bathroom apartment situated above a spacious 2 car garage. the driveway is private and unshared . Garage has a Tesla Charger. Bedroom is large , and living room has a daybed as well. Small kitchen, but includes Full size electric range, Fridge(with icemaker), 3 person couch , with reclining , and a 84 inch tv. Located in the wonderful Gated community of Reunion resort, 1 exit from Disney

Bed

Bath

Sleeps

$169.43

/ Nightly

Condo

Upstay: Spacious 3BR Home w Resort Access

Kissimmee, Florida, United States

Summary:brbrKick back and relax at Encantada Resort, in this 3-bedroom home presented by Upstay. Whip up your favorite meals in the fully equipped kitchen, perfect for enjoying some homemade goodness whenever you want. Step out onto your private screened patio and soak in the peaceful vibes—it’s your own little escape from the world. Whether you’re lounging or exploring, this is the kind of place that makes every moment feel like a holiday.brbrbrbrThe Space:brbrHome Features:brbr- 3 Bedroomsbrbr- Living Room with Sofa Bedbrbr- 2 Bathrooms with Standing Showersbrbr- 1 Powder Room brbr- Furnished Patio Sundeckbrbr- Outdoor Dining Tablebrbr- Cable TV with Smart Streaming brbr- High Speed WiFi Connectionbrbr- 8 Person Indoor Dining Tablebrbr- Fully Equipped Kitchenbrbr- In-Home Laundry Machinesbrbr- Free Onsite Parking (2 Vehicles Max)brbr- Resort AccessbrbrbrbrResort Amenities:brbr- Resort Poolbrbr- Hot Tubbrbr- Fitness Centerbrbr- Walking Trailsbrbr- Children's Playgroundbrbr- Poolside Bar & Grillbrbr- Games Room in the ClubhousebrbrbrbrExperience the magic of an Orlando getaway at Encantada Resort, where our vacation home is all about making family time as relaxing as it gets. This spacious, comfy home has everything you need—from its fully equipped kitchen for whipping up meals, to its private screened-in patio where you can kick back and unwind. With modern touches and plenty of room for everyone, this home is perfect for a Disney trip, or just some well-deserved downtime. Whether you're relaxing in the living room or settling into one of the cozy bedrooms, you’ll feel right at home.brbrbrbrOur guests also get access to the Encantada Resort amenities. Take a dip in the pool or soak in the hot tub to unwind after a busy day. Keep active with a workout in the fitness center or a stroll along the walking trail, and let the kids burn off some energy at the playground. Grab a bite or a drink at The Cabana, our poolside bar and grill, or challenge your friends to a game of darts or billiards in the clubhouse. Plus, with free Wi-Fi throughout the resort, staying connected is a breeze.brbrbrbr BR1: King Bedbrbr BR2: Queen Bedbrbr BR3: 2 Twin BedsbrbrbrbrGuest Access:brbrGuests will have exclusive access to the home. Up to 2 vehicles can park in the driveway in front and across the street of the townhome on a first come, first served basis. Please do not park on the street.brbrbrbrThe Neighborhood:brbrJust moments away from popular theme parks and attractions, our resort provides easy access to the magic of Orlando. With close proximity to shopping, dining, and entertainment,, you'll love the convenient location, .brbrbrbrGetting Around:brbrDriving around Kissimmee is easy, especially if you’re taking U.S. Highway 192. Getting a vehicle for your vacation is just as simple, thanks to our many car rental providers. Taxi service and uber are also widely available.brbrbrbrOther Things to Note:brbr• For a smooth and secure check-in experience, all guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is completed. Thank you for helping us ensure a seamless stay!brbr• Please note that washcloths are not provided—kindly bring your own for your stay.brbr• The resort pool resurfacing project is scheduled to begin on May 12. It is expected to take approximately 10-12 working days to complete. For any concerns, please contact us.brbrbrbrAdditional Services:brbr• Hot tub heating is available upon request and is not included in the booking price. The fee is $35/night with a 2-night minimum. At least 24 hours’ notice is required if you would like to add this service.brbr• Rent a Pack 'n play for $39 (one-time fee).brbr• Rent a highchair for $29 (one-time fee).brbrbrbrHouse Rules:brbr1. Parties, events, and smoking/vaping are prohibited in or around our property. brbr2. Please check-out on time. Late departures will result in a charge for each additional hour the property cannot be accessed for turnover. brbr3. Outside of service animals, pets are not permitted at this property.brbr4. Firearms and weapons are strictly prohibited on the property. brbrIf any of these house rules are broken, you and your group may be subject to additional charges or be requested to vacate the property immediately without refund.brbrbrbrInteraction with Guests:brbrWe work with a team of dedicated hospitality professionals who will assist us in providing you with 5-star quality service. Your recommendations and questions are important to us and we're here 24/7 to assist you. Please don't hesitate to reach out to us at any time.

Bed

Bath

Sleeps

$193.56

/ Nightly

Condo

3 Bedrooms, 2 bathrooms Condo

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$192.95

/ Nightly

Condo

Fabulous 3 br Storey Lake condo-Walk to FREE Water Park!

Kissimmee, Florida, United States

NEW! This FABULOUS 3 br condo, located only a short walk from the award-winning Water park at Storey lake Resort is the epitome of a Perfect vacation. Boasting gorgeous views from the covered patio and stylish, quality furnishings, This condo is is the BEST location to enjoy all of the many attractions in the Kissimmee and Orlando areas and also super centrally located and near shopping centers, restaurants, grocery stores and outlets.brbrApproximate driving times to popular area destinations:brbrHideaway Club Clubhouse: 9 min walk or 2 min by carbrDisneyWorld: 9 minbrDisney Springs: 15 minbrOrlando International Airport MCO: 20 minbrOrange County Convention Center: 19 minbrSea World: 18 minbrUniversal Studios: 25 minbrSuper Target: 5 minbrPublix Supermarket: 4 minbrThe Loop Shopping Center: 8 minbrLegoland: 45 minbrCape Canaveral/Kennedy Space Center/Beach: 50 minbr

3

Bed

2

Bath

8

Sleeps

Vacation Condo Rentals By Owner In Kissimmee, FL

$202.84

$207.39

$418.99

$218.73

$220.83

$270.0

$542.94

$218.9

$165.28

$141.88

$150.34

$123.72

$132.8

$192.01

$261.7

$307.45

$146.35

$169.43

$193.56

$192.95

Rent a place that suits your needs

Most popular vacation rentals in Kissimmee

$2536.91

$2646.39

$2815.94

$2827.38

$2839.78

$3132.18

$3137.60

$3579.57

$3593.31

$4038.60

Most Popular Cities in Florida