Home Vacation Home Rentals By Owner In Kissimmee, FL

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$315.53

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Private Vacation Home

2 Miles to Disney • Walk to Clubhouse • SOUTH-FACING Pool • Free Water Park

Kissimmee, Florida, United States

2 Miles to Disney • Walk to Clubhouse • SOUTH-FACING Pool • Free Water Park AccessbrbrJust 2 miles from Disney and only a short walk to the Windsor Hills clubhouse, this spacious 6-bedroom luxury villa offers one of the best locations in the resort — plus a highly desirable south-facing private pool with sunshine throughout the day.brbrWith 3,500 sq. ft. of beautifully designed space, this home comfortably accommodates up to 15 guests, making it perfect for large families, multi-generational trips, and unforgettable group vacations.brbrSOUTH-FACING Private Pool & Spa brbrOne of the biggest advantages of this home is the south-facing pool area — meaning you enjoy sunlight on the pool deck most of the day, ideal for swimming, relaxing, and soaking up the Florida sunshine.brbr• Private south-facing pool & spa in screened lanaibr• Extended sun exposure throughout the daybr• Outdoor dining & lounge spacebr• Optional pool heat available (cooler months)brbrbrNew for 2026 – Enhanced Spa ExperiencebrbrWe recently completed a full spa system upgrade to deliver powerful hydro-jets for a true luxury spa experience.brbrEnjoy stronger, more invigorating jet action designed for ultimate relaxation and comfort. Whether you're unwinding after a long day at the parks or enjoying family time under the Florida sky, our newly upgraded spa delivers a premium, resort-style experience.brbrKids love the exciting bubbling action, while adults can fully relax and recharge. The enhanced spa adds a sophisticated touch to your stay.brbrWe continuously invest in our home to ensure every guest enjoys comfort, quality, and unforgettable memories.brbrbrSpacious & Comfortable – Sleeps 15brbr• 1 King Master Suitebr• 2 Queen Bedroomsbr• 3 Disney-themed bedrooms with 6 Twin bedsbr• Queen-size sleeper sofabr• Full-size crib includedbrbrEach bedroom includes:br• LED Smart TVsbr• Custom décor for all agesbr• Premium ultra-comfort mattresses for superior sleepbrbrEntertainment for the Whole Family brbr• Game room with pool table, foosball, air hockey & indoor basketball arcadebr• Mickey Mouse Playhouse with kitchen & dining set — a dream come true for kidsbr• 65” LED Smart TV in the living roombrbrWindsor Hills Resort – 5-Star Amenities (Included FREE!)brbrEnjoy full access to:brbr✓ Double Olympic-size heated lagoon poolbr✓ Water park with splash pad & water slidesbr✓ Movie theaterbr✓ Multiple playgroundsbr✓ Fitness centerbr✓ Tennis, basketball, volleyball & putting greenbr✓ On-site marketplace & grillbr✓ Walmart just 2 blocks awaybrbrOne of the closest gated communities to Disney!brbrPerfect for Relaxing “Resort Days”brbrNot every day has to be spent at the theme parks. Many of our guests love taking a break and enjoying a relaxing resort day right here at Windsor Hills.brbrSpend the day at the water park, resort pool, or movie theater, enjoy the playgrounds and sports courts, or grab a bite at the on-site marketplace and grill. It’s the perfect way for families to relax, recharge, and enjoy quality time together without ever leaving the resort.brbrWhether you’re taking a break from the parks or planning a full day of fun close to home, Windsor Hills offers everything you need for a memorable vacation day.brbrComfort, Convenience & Peace of Mindbrbr• 24/7 gated securitybr• FREE high-speed Wi-Fibr• FREE baby gear (crib, Pack ’n Play, highchair)br• FREE fresh linens & towelsbr• FREE on-site parkingbr• Keyless entry — no check-in requiredbr• Fully equipped kitchenbr• Full-size washer & dryerbr• No resort fees. No parking fees. Everything is included.brbrPool Heat & Deposit DetailsbrbrPool heat available for $35/night + tax (Oct–April, optional).brPlease request at least 7 days prior to arrival.brbrA $300 refundable damage deposit is collected one week before arrival and refunded after checkout (similar to a hotel authorization hold).brbrSecurity Camera NoticebrbrTwo exterior cameras are installed for safety:br• Driveway/main entrancebr• Pool equipment areabrbrThere are no cameras inside the home or in private areas.brbrWhy Families Love This HomebrbrPrime location.brAll-day sun exposure.brLarge luxury layout.brPrivate pool & upgraded spa.brResort amenities included.brbrBook today and give your family the vacation they’ll never forget — luxury, sunshine, and magic all in one place.brbrNo hidden fees.brbrWant More Options Explore Story Time Homes in Windsor Hills:brbrStory Time #1 – 3 bed / 3 bath townhomebrhttps://www.vrbo.com/4231475habrbrStory Time Castle – 6 bed / 4 bath luxury pool homebrhttps://www.vrbo.com/251426ha
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Bath 4

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Sleep 15

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$265.29

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Private Vacation Home

Themed 4BR house, pool, game room, 10 min Disney

Kissimmee, Florida, United States

The Space:brAfter a long day, the covered lanai and pool deck that overlooks a lake offers an ideal space where you can have a drink or just sit and relax and muse over the memories of a most hectic, but enjoyable day.Pool heat is recommended from October to April and is extra $20 per day. This home is in one of the closets neighborhoods to Disney you can even see Epcot’s fireworks light-up the night’s sky around the villa due to the house's proximity to the park. brThe beautiful house has just been upgraded and renovated. New granite countertops in all bathrooms and kitchen, stainless steel appliances . The kitchen is fully equipped with pots, pans, rice maker and all you need to prepare meals for your family and even some snacks to take to the parks. brThere is a big screen TV in the living room that you can enjoy watching a movie on HBO while relaxing on the modern recliner sofa after a long day in the parks,brMaster “romance” bedroom with en suite bathroom, has a king size bed, TV and walk in closet. Mater bathroom with 2 vanities with new granite countertops, large shower and tub, and an additional door to the pool deck.brEn suite Star Wars room has a queen size bed,TV, and LED galaxy projector for the ceiling, so you feel you are truly in space. The Death Star lamp and the Yoda children’s pool wrap custom complete this amazing room for Star Wars lovers.brHarry Potter room has two twin beds, HP robes for the little ones and Mickey and Minnie room has two twin beds.brAll rooms also have new flooring and paint and TV, in this amazing home that sleeps up to 8 people.brThe house is fully equipped with extra linens, pool towels, and there is a washer and a dryer for your convenience. Free WIFI, cable and free local and long-distance calls to North America.brThe complimentary supply kit includes one roll of paper towels, 1 extra trash bag, 2 dishwasher pods, liquid soap, 2 rolls of paper per bathroom and laundry detergent.brKids and adults can enjoy this game room that has a foosball, pool table and air hockey table. brWe love to have families and we welcome them with a gift basket with wine, snacks and souvenirs to take home for those who book fo 5 or more nights. For those with babies there is a pack-n-play and a highchair.brWe take comfort and safety seriously, with high-efficient air-conditioning throughout the house, and ceiling fans in every room to keep you cool. It also has removable pool safety fence for protection of young infants if needed, and pool door alarms. brbrThere is Walmart supercenter and restaurants only 5 minutes away, 20 minutes to Universal, 1 hour to Busch Gardens and less than 2 hours from the famous beaches of ClearwaterbrbrWe look forward to hosting you soon!brbrThe Neighborhood:brIn addition to a great location, Indian Creek contains 2 playgrounds, a basketball court, a tennis court, a putting green and a jogging trail. All are free for residents to use.brYou often hear the expression 'Location, Location, Location'. Well, our home has the best location possible. This immaculate home is just 5 minutes from Disney's main entrance. The villa is also conveniently located 5 minutes away from the I4 highway, which takes you directly to the main shopping centers in the area.
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$191.44

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Private Vacation Home

Tranquil Retreat: 4BD Townhome in Gated Community, Ideal for Your Getaway!

Kissimmee, Florida, United States

Relax in this charming and intimate townhome, where timeless elegance harmonizes with vintage allure and contemporary sophistication. Set amid the prestigious West Lucaya Resort, this residence embodies opulence, fulfilling every desire for your Orlando retreat. Boasting proximity to Disney and accommodating up to 10 guests, this haven ensures unparalleled convenience. From the meticulously appointed kitchen to the luxuriously comfortable bedrooms, each aspect is meticulously crafted to cater to your discerning tastes.brbrTownhome;br4 Bedrooms | 3 Bathrooms.brbrFIRST FLOOR:br• 1 King Suite;br• Living Room;br• Dining Area;br• Fully-Equipped Kitchen.brbrSECOND FLOOR:br• 1 King Suite;br• 1 Room with 2 Full Beds;br• 1 Bedroom with 2 Twin Beds;br• 1 Additional Bathroom.brbrHOUSEKEEPINGbr• To ensure a spotless experience, the home is professionally cleaned and inspected before your arrival. Daily housekeeping is not included in the rental, but mid-stay cleaning can be arranged for an additional fee if needed.brbrGuest accessbrEntire house and club access.brbrMore:br• Central AC;br• Free Parking;br• Gated Community;br• Cable TV/WiFi;br• Family Room with TV;br• Fresh towels, linens, and pillows included;br• Hairdryer;br• Iron and ironing board;br• Baby's crib;br• Private door code for each guest's stay.brbrWest Lucaya is an adorable, pleasant Village of homes privileged located in the Orlando area with easy access to all main attractions. The community is ideal for late afternoon walks and admiring the beautiful landscapes. Included the booking, guests will have access to the clubhouse and the offered amenities of West Lucaya, all for you and your family to enjoy the best vacations possible at Disney!brbr• Clubhouse;br• Heated Swimming Pool;br• Jacuzzi;br• Fitness center;br• Game room;br• Playroom;br• Business Center.brbr• 7 minutes from Disneybr• 15 minutes from Orlando Vineland Premium Outletbr• 30 minutes from Universal Studiosbr• 25 minutes from Millenia MallbrbrThree days before the guest's arrival, the voucher with check-in instructions will be sent. It is important to note that, during your stay in this vacation home, only those who will have access are the registered guests.brbrThis is a self-catering vacation home. Guests must purchase any further items needed that they'll consume or use during the stay or replace products when they are over. This includes personal care products, food, drinks, etc. The offered amenities listed below are only initial supplies, small-sized:brbr• Bathroom: One toilet paper per bathroom, a garbage bag that is already in the trashcan, Small shampoo and conditioner.br• Kitchen: Two garbage bags, Sponge, Dishwasher soap, Paper towel.br• Laundry: One laundry detergent.br• Linens/sheets: 1 sheet kit per bed, one towel per guest (house’s maximum occupancy).brbrPLEASE NOTE:brThe following extra services are available and must be requested at least 48 hours before your check-in date. Here are the details:brbr• Early check-in (from 12 pm): $127, subject to availability.br• Late check-out (until 3 pm): $127, to be requested no later than check-in time and subject to availability.brbrPARKINGbr• Parking spots are free.br• Two cars allowed per housebr• Commercial vehicles (including those with commercial signature), recreational vehicles (RV ́s), trailersbror buses may not be parked within the community and will be towed.brbrCLUBHOUSEbr• All amenities are open to the guests.br• Gym, kids’ room, business center are open from 7am – 10pmbr• Pool is open from dawn to duskbrbrTRASHbr• Trash must be put inside the dumpster (There are seven around the community)br• Trash must be bagged in plastic bags and they must be closed.br• Trash bags or trash bins are not allowed outside the house.brbrDELIVERY | PACKAGE POLICIES AND PROCEDURESbr• Only the package owner (recipient) may pick it up at the Front Desk. If someone else needs to collectbrthe package on behalf of the package owner, an explicit authorization must be sent to reception@westlucayahomes.com. In both cases, an ID is required, and the package must be signedbrfor.br• The resort charges a fee of $10.00 per package. Packages stored at the front desk for more than 30brdays from the arrival date will be returned to the sender.brbrAdditional charges apply for the following:br• Oversized packages (total of the 3 largest dimensions exceeds 65 inches): $5.00 per package.br• More than 20 packages picked up at the same time: $1.00 per package over the limit.br• Overweight packages (over 44 lbs): $5.00 per package.brbr• Please note that we are not responsible for any lost or damaged items during delivery or storage. Feesbrand rules may be changed by the resort without prior notice.brbrGENERAL RULESbr• Pets are not allowed by the community.
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Exceptional(6)

$287.53

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Private Vacation Home

Resort Townhome 4BR, Private Pool, Near Disney

Kissimmee, Florida, United States

Have a unique experience when you stay at this bright, modern decorated vacation home with 4 bedrooms and 3 bathrooms located at the gated community BellaVida Resort!! With an excellent location close to most attractions!brWith a capacity of 16+ guests, this house has 4 thoughtfully decorated bedrooms and 3 bathrooms. A private pool is available so you can cool off from Florida’s heat by immersing into the refreshing water whenever you need to. Laundry room is a fully included service. Linens and towels are provided, along with a kit of basic house supplies. brbrOn Bella Vida Resort you will also enjoy of Community Pool, Fitness Center, Game Room, Children’s Playground, Basket & Volleyball Courts.brbrRides are short to iconic attractions, such as themed parks, shopping centers, restaurants and airport as well.brbrNearby attractions includes the unique dinning show at Medieval Times, where you are going to for sure have blast with either family or friends when enjoying this magical entertainment.brbrOld Town Kissimmee, its a must go on your Kissimmee bucket list; you will be amazed by this vintage themed downtown strategically located by Fun Spot Kissimmee. Enjoy of these attractions that are just a few minutes away from the resort.brbrDuring you stay you’ll also enjoy of Smart TV’s, Free 5G Wi-Fi, HVAC, Security Alarm, Towels and Linens.br- Grill cleaning fee: $35br- Pool Heater $60 per day (minimum 3 days) must be requested 24 hrs in advance.
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Exceptional(11)

$364.9

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Private Vacation Home

Beautiful Sunsets at Windsor Hills 5/5 Home with Overlook & Minutes to the Magic

Kissimmee, Florida, United States

brMagical Mickey Villa is a updated spacious 5 bedroom villa is situated in the popular Windsor Hills Resort and will provide you with the perfect base for your Orlando vacation.brYour skin will feel soft in our amazing Salt water pool. There is an amazing view from the pool deck where an evening can be spent enjoying a spectacular sunset with a cool drink in your hand.brFACILITIESbrThe Windsor Hills Resort has a clubhouse, communal pool with water slides, mini-market, cinema room, tennis courts, baseball court, volleyball courtbrLivingbrSpacious living room with leather sofa, loveseat and armchair. Large wall-mounted flat screen TV and DVD player. Ceiling fan. Sliding doors lead to the pool deckbrKitchenbrWell-equipped kitchen with stainless steel fridge/freezer, oven, microwave with extractor fan, dishwasher and small appliances toaster, kettle, coffee maker. Granite work surfaces.brThe laundry room is located in the games room with large washer, dryer and ironing facilities.brDiningbrThe dining table can seat 6.brThe nook table can seat 4.brBedroomsbr5 bedrooms, sleeps 10.brGround floor master suite featuring king-size bed, large TV, ceiling fan, en-suite bathroombrGround floor king suite featuring king-size bed, large TV, ceiling fan, en-suite bathroombrGround floor twin bedroom (Mickey Mouse themed) with 2 twin beds, wall-mounted TV and ceiling fanbrFirst floor king-size bedroom with king size bed, large TV, ceiling fanbrFirst floor twin bedroom (Minnie Mouse themed) with 2 twin beds, wall-mounted TV, and ceiling fanbrBathroomsbr5 bathrooms, 3 en-suites.brGround floor Master en-suite - two sinks, large walk-in shower, separate toilet stallbrGround floor king en-suite - single sink, large walk-in shower, toiletbrGround floor family bathroom - single sink, tub with shower over, toiletbrFirst floor bathroom next to king bedroom - single sink, walk-in shower, toiletbrFirst floor bathroom next to twin bedroom - single sink, tub with shower over, toiletbrGames RoombrAir-conditioned games room with full-size pool table, air-hockey table, soft-tip dartboard. Wall-mounted TV with PS4 games console and seating.brPoolbrWest facing (beautiful sunsets), brick paved, pool deck with an amazing view. Pool with spa. 2 sun loungers, 2 reclining chairs with ottomans, shaded lanai area with 2 dining tables, 9 chairs. 2 ceiling fans. brPool/Spa heat and BBQ are an extra fee. Please inquire if interested.brPool Alarms on lanai doors. Pool fence available.brbrHi-speed internetbrBaby EquipmentbrPack 'n' Play, crib bedding, highchair, baby monitor, stair gates, strollerbrbrUV Lights: This home has installed UV lights into the AC units. The UV light can help eliminate many types of fungi, bacteria, germs, viruses, pathogens, voc and certain odors. The UV lights are installed within the air handler, which remains turned on 24/7.brbrOther things to notebr*The POOL & SPA heat is NOT included. Onsite BBQ is an additional fee. Please inquire if interested.brbrThis Villa is secured with a pool alarm for our guests safety.brbrOur Villa provides a initial starter pack which includes: 1 toilet paper roll per bathroom 1 paper towel roll in kitchen, 2 garbage bags and one in each garbage can, 1 sponge, 1 mini dish soap,1 dishwashing tablet, 1 laundry pod. Otherwise this is a self catering home.brbrFor the safety of our guests this property has outdoor surveillance in the front and side of the home. br3 Vehicles maximum per villa as mandated by the resortbr
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Exceptional(11)

$22742.15

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Private Vacation Home

Storey Lake BRAND NEW - 6 Bedrooms, Private Pool, Themed Bedrooms

Kissimmee, Florida, United States

This spacious 6 bedroom holiday villa can comfortably accommodate a large family or group of up to 18 guests.br- Home Features: 6 bedrooms, 5 baths, fully equipped kitchen, private screened-in pool, patio with outdoor furniture and spacious deck, WiFi, full size washer/dryer, dishwasher, central A.C., towels and bed linens, cable TV in living room, Smart TVs in bedrooms.br- Downstairs:br- Fully equipped kitchen (refrigerator, stove, oven, microwave, dishwasher, blender, toaster, coffee maker, cooking utensils...), dining area with breakfast bar with additional seating, living room with a big flat screen smart TV, private screened in splash pool with covered lanai and patio furniture.br- Game room with sofa bed, PlayStation, air hockey and arcade game.br- Bedroom 1: 1 queen size bed, flat screen Smart TV.br - Bathroom 1: Toilet, shower, vanity with granite top.br- Upstairs:br- Bedroom 2: master 1 King size bed, flat screen Smart TV.br- Bedroom 3: 1 bunk bed (2 full + 1 twin), flat screen Smart TV.br- Bathroom 2: shower, toilet, vanity with granite top.br- Bedroom 4: 1 full + 1 trundle twin, flat screen Smart TV.br- Bedroom 5, 2 queen beds, ensuite bathroom.br- Bedroom 6: 1 full + 1 trundle twin, Smart TV.br*NOTE: POOL/SPA HEAT is OPTIONAL and is NOT INCLUDED in the rates shown on this website. Additional charge of $40 per night (can only be added for the entire stay).br*It is REQUIRED to be requested up to 24 hours prior to check-in date, if requested AFTER check-in there will be an extra $30 connection fee.br*The maximum temperature of the pool is between 90-94°F. We recommend pool heat from October through March, but note that during the winter the water does not heat up to its full capacity, therefore we will not reimburse due to weather conditions, as it is not a mechanical issue.br*GRILL rental: $95 including 1 propane refill and cleaning.br*THIS IS A SELF-CATERING PROPERTY. We only provide welcome amenities FIRST USE ONLY (shampoo, soap, dishwasher soap, sponge, dish soap, toilet paper, paper towel), you may provide your own supplies for the rest of your stay.br– HOUSEKEEPING:brThere is no daily housekeeping service provided in the rental rate. Before check-in, the unit will be thoroughly cleaned and inspected by our check-in supervisor to ensure all cleaning and sanitizing protocols were applied.brWe use a professional company for washing and sanitizing all linen. Clean sheets and towels will be available in the unit.brMid-stay cleaning services during your stay can be requested for an additional fee. 1 bath and hand towel per guest, 1 bed sheet and comforter per bed. There is a laundry on-site. We don’t provide extra towels and don’t provide washcloths for sanitary reasons.br*As per Florida Law, we are not allowed to leave food items in the house for guests.br*ADDITIONAL CHARGES:br- $90 - each clogged toilet.br- $500 - smoking (inside and outside).br- $100 - each moved furniture.br- $350 - frozen AC (caused when the thermostat is lower than 72°F).br- If necessary, additional cleaning/trash will be charged.br br- Resort Clubhouse Amenities: Lazy river, resort style heated pool, splash pad, play ground, fitness room, sports area (volleyball, basketball court, mini-golf, tiki bar, kayak).br*We are not responsible for third-party services such as TV/Internet, if there may be an outage in the area, it is not refundable since they are free for guests.br*Games in the game room may be under maintenance and are not refundable, since they are free for guests.br br- THE RESORT: Storey Lake is a new luxurious vacation community located just 4 miles from Disney, a few minutes from Universal-Sea World and the many water parks in the area. It is only 30 minutes from the Orlando International AirportbrIt is also very close to shopping areas such as the Millennia mall, Florida mall, and the outlets; top restaurants and the lovely town of Celebration inspired by Disney.brbrFree Wifi
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$167.28

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Private Vacation Home

Family 3BR at Lake Berkley Resort

Kissimmee, Florida, United States

Discover the perfect blend of comfort, convenience, and relaxation in this charming 3-bedroom, 2.5-bathroom townhome located in Lake Berkley Resort — one of Orlando’s most sought-after gated communities.brbrJust 15 minutes from Walt Disney World, this home is ideal for families and groups looking to enjoy Orlando’s top attractions while staying in a მშვიდ, secure, and resort-style environment.brbrFrom the moment you arrive, you’ll feel at home in a welcoming space designed for comfort after exciting days exploring the city.brbrLiving & Kitchen AreabrbrSpacious living room with two comfortable sofas and a 50” Roku Smart TVbrFully equipped kitchen with modern appliances and all essentialsbrDining area with seating for 6 guestsbrOpen layout perfect for gathering and relaxingbrFree high-speed Wi-FibrbrBedroom LayoutbrbrMaster SuitebrQueen bed, Roku TV, private balcony – sleeps 2brbrBedroom 2brQueen bed – sleeps 2brbrBedroom 3brTwo Twin beds – sleeps 2brbrHome FeaturesbrbrPrivate balcony for relaxing mornings or eveningsbrDedicated laundry area for added conveniencebrFamily-friendly layoutbrComfortable and functional spacesbrbrResort Amenities – Lake BerkleybrbrEnjoy access to a peaceful and well-equipped community, including:brbrLarge resort-style poolbrHeated spabrFitness centerbrTennis and basketball courtsbrClubhousebrBBQ areabrArcade/game roombrPlaygroundsbrWalking paths and green spacesbrbrPrime LocationbrbrDisney – 15 minutesbrUniversal Studios – 20 minutesbrSeaWorld – 11 milesbrPremium Outlets – 9 milesbrBeaches: Daytona (69 miles) | Clearwater (97 miles)brbrHouse RulesbrbrNo pets allowed – $300 fine for violationsbrNo smoking inside the propertybrNo parties or events allowedbrMaximum occupancy must be respectedbrbrA comfortable, peaceful, and well-located home — the perfect base for your Orlando vacation.brPets - not allowedbrbrbrPlease check your e-mail for arrival instructions once the reservation process is complete.
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$295.29

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Private Vacation Home

Amazing Private Theater and Game Room! Pool/Spa & Star Wars room!

Kissimmee, Florida, United States

Welcome to your ultimate vacation retreat nestled within the prestigious Windsor Hills Resort in Kissimmee, Florida. brbrOur spacious villa is designed to offer unparalleled entertainment and relaxation.brFeaturing 5 bedrooms (sleeps 12) with each room having its own private bathroom. brbr Bask in the Florida sunshine all day long at our enclosed south-facing private pool and spa. Whether you're taking a refreshing dip or unwinding in the bubbling spa, this outdoor oasis is your personal haven.brbrArcade Lover's Dream Game Room Step into our extraordinary game room, a paradise for both kids and adults. Challenge friends and family on the pool table or relive the golden age of gaming with five classic arcade machines, featuring timeless favorites like Pac-Man, Galaga, Centipede, Rampage, and Street Fighter II.brbrExclusive Private Movie Theater Experience cinematic magic in our air-conditioned private theater. With authentic theater seating, immersive surround sound, and a curated collection of over 150 DVDs, enjoy movie nights like never before.brbrExperience unparalleled comfort in our villa's thoughtfully designed bedrooms, each featuring its own private bathroom for your convenience:brbr· Master King Suite: Indulge in luxury with a king-sized bed, en-suite bathroom, and a flat-screen TV for your entertainment.brbr· Second King Suite: Relax in a spacious king bedroom equipped with a private bathroom and flat-screen TV.brbr· Mickey Mouse Themed Room: Delight in a nostalgic ambiance with a bunk bed and a Nintendo Classic NES console, offering a variety of beloved games. This room also includes its own private bathroom.brbr· Star Wars Themed Room: Embark on intergalactic adventures in this bunk bedroom featuring an Asteroids arcade machine and a private bathroom.brbr· Queen Bedroom: Enjoy a comfortable queen-sized bed, private bathroom, and a flat-screen TV for your leisure.brbrEach bedroom is designed to provide a private sanctuary, ensuring a restful and enjoyable stay for all guests.brbrResort Amenities at Your Fingertips As a guest of Windsor Hills Resort, you're just 1.5 miles from Walt Disney World® Resort. Our resort offers an array of exceptional amenities to enhance your stay:brbr· Sir Windsor's AquaVenture Water Park: Enjoy two large dueling slides, two smaller slides, and a giant splash pad—perfect for guests of all ages.brbr· Zero-Entry Lagoon Pool: Take a dip in our 140,000-gallon heated pool, complete with a spacious hot tub for relaxation after a day at the parks.brbr· Clubhouse: Featuring a state-of-the-art fitness center, games room, 48-seat high-definition movie theater, and the Marketplace & Grill for your convenience.brbr· Sports Courts: Challenge friends to basketball, pickleball, or refine your putting skills on our putting green. Equipment is available at the Welcome Center.brbr· Playgrounds: Three amazing playgrounds with slides, tunnels, and a giant chess set, ensuring fun for children of all ages.brbrWith these top-notch amenities and comfortable accommodations, Windsor Hills Resort provides a memorable and unforgettable experience for all guests.brUnparalleled proximity to Central Florida's top attractions:brbrDisney's Animal Kingdom: Approximately 5 miles away, making it a short drive to immerse yourself in wildlife adventures.brDisney's Hollywood Studios: Approximately 5 miles away, placing you close to cinematic adventures and thrilling attractions.brEpcot: Approximately 6 miles away, offering easy access to global showcases and futuristic experiences.brMagic Kingdom: Approximately 9 miles away, allowing for a convenient journey to the heart of Disney magic.brIsland H2O Water Park: Approximately 3 miles away, offering a refreshing escape with modern water attractions.brSeaWorld Orlando: Approximately 11 miles away, where marine life encounters and exciting rides await.brDiscovery Cove: Approximately 12 miles away, providing an all-inclusive day resort experience with animal encounters.brUniversal Studios Florida: Approximately 16 miles away, bringing blockbuster films and thrilling rides within reach.brOld Town Kissimmee: Approximately 5 miles away, where classic car shows, unique shops, and entertainment await.brLEGOLAND Florida Resort: Approximately 33 miles away, perfect for a day trip to a world of LEGO adventures.brPeppa Pig Theme Park: Approximately 32 miles away, a delightful destination for families with young children.brAirports:brbrOrlando International Airport (MCO): Approximately 24 miles away, ensuring a convenient arrival and departure point.brOrlando Sanford International Airport: Approximately 49 miles away, offering additional flight options for travelers.brStaying at our villa places you in the heart of the action, with numerous attractions just a short drive away, making it the perfect base for your Central Florida adventures.
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Exceptional(4)

$401.11

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Private Vacation Home

Gorgeous 6BR/4B Villa, Private Pool & Game Room, 2 Miles from Walt Disney World

Kissimmee, Florida, United States

***The property was fully refurbished in September 2021***brbrThe property is thoroughly cleaned, disinfected, and sanitized by a professional cleaning team after each check out. No person-to-person contact is necessary for check in.brbrVacation rental by owner. Gorgeous 6 bedroom house located in the Windsor Hills Resort. Enjoy your own private pool and spa, game room, and plenty of space for your group to hangout and enjoy each other. You get access to all Windsor Hills amenities by booking the house, and are only 2 miles from the main entrance to DisneybrbrThe spacebrbrWelcome to Windsor Hills Resort and this luxurious 6 bedroom, 4 bathroom, 2,812 sq. ft. rental home located near the theme parks in Orlando, Florida. This rental home has attained the prestigious Grand status for having an upgraded professional furniture package. This vacation rental home has all the comforts of home and more. The kitchen is fully furnished and ideal for those times when it makes sense to dine in,with plenty of seating for everyone to dine together. When it s time to relax, there is plenty of room to lounge and watch movies, play in the homes Game Room or just gather to share the stories of the day. The benefits of having your own private bedroom is sure to please all while having multiple bathrooms will ensure that all can get ready for the day at their own pace. The East facing pool is sure to provide hours of entertainment as there is no better place to enjoy fun-in-the-sun than Orlando. There is also a washer and dryer and FREE wireless high-speed internet for your convenience.brbrWelcome to the fabulous Windsor Hills Resort. This spectacular gated community is located in Kissimmee Florida and just moments from the main entrance to Walt Disney World. The amenities in this resort offers tons of activities for the whole family. Fun awaits at the massive lagoon style pool which features which features a hot tub and a water slide the kids will love. The resort features every type of outdoor activities once could imagine. You have a children s playground, volleyball court, basketball courts, tennis courts, videos arcade, and a billiards. There is also a movie theater which features complimentary family friendly films in the clubhouse. If you would like to get in some exercise on your vacation, take advantage of the state of the art fitness center. The resort also offers a shuttle service that goes to Disney World, Universal Studios, and Sea World (local charges apply). Come stay with us at Windsor Hills and enjoy an Orlando vacation your family will never forget.brbrPlease note: Ring doorbell camera is installed next to the front door for security reasons.
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Private Vacation Home

Resort Access/Near Attractions

Kissimmee, Florida, United States

Our friendly staff can provide assistance, offer local tips, arrange tickets, make dinner reservations, provide directions & help with anything else you need. We’re here for you. Book your stay at Regal Oaks and experience the best of Orlando! With its unbeatable location just 2.5 miles from Walt Disney World, Regal Oaks is the perfect blend of convenience and tranquility. Surrounded by the best of Orlando's attractions, including Old Town and Kissimmee's Fun Spot, you'll have endless options for entertainment just steps away from your home. The three spacious bedrooms are designed for comfort and equipped with all the amenities you need, including Smart TVs and ample storage space. The master suite is the perfect retreat for parents, featuring a king-size bed and a private ensuite bath with dual sinks. The secondary bedroom offers a queen-size bed, while the third bedroom is furnished with two twin beds, perfect for kids or friends. The fully equipped kitchen, with its modern appliances and granite countertops, makes mealtime a breeze. If you don't feel like cooking, head over to the resort restaurant or take a short drive to Publix for quick snacks. After dinner, unwind in the cozy living room, which offers ample seating and a large Smart TV. During your stay, you'll have full access to the resort's amenities at no extra cost. From a large heated swimming pool and water slides to a poolside bar and fitness center, there is something for everyone to enjoy. Plus, the resort features 24-hour on-site security for peace of mind. The heart of the resort, the Regal Oaks Clubhouse, is just a 2-minute walk from the home. Our friendly staff is available from 8am until 11pm to provide any assistance you may need, from local tips to dinner reservations. Come and experience the best of Orlando at Regal Oaks, where convenience meets tranquility for a truly unforgettable stay. Book now and make your next vacation a dream come true!
Bed 3

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Bath 4

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Exceptional(1)

$166.9

/ Nightly
Private Vacation Home

8958-Premium Retreat! Only 10min from Disney World

Kissimmee, Florida, United States

Summary:brbrPerfect for families or groups, this modern and renovated 3-bedroom, 2-bathroom townhouse comfortably sleeps up to 8 guests. You'll love the convenience of being just minutes from the Walt Disney World Resorts and Sunset Walk. Enjoy access to a fantastic resort-style zero-entry pool right in the community, providing the perfect way to relax after a day of fun.brbrbrbrThe Space:brbrThis spacious townhouse features 3 bedrooms and 2 bathrooms, comfortably accommodating your group. On the first floor, you'll find a convenient master bedroom with a king bed, a fully equipped kitchen ready for your culinary adventures, and a welcoming living room perfect for relaxing. Upstairs on the second floor are two additional bedrooms and another bathroom. For your convenience, a washer and dryer are also included.brbrbrbrGuest Access:brbrYour gate code provides access to the resort community, and your personal door code allows secure entry into the house itself.brbrbrbrThe Neighborhood:brbrIdeally situated for your Central Florida adventures, this townhouse is located just 10 minutes from the magic of Walt Disney World Resorts. You'll find yourself right by US-192, a vibrant hub offering incredible convenience. This bustling stretch is home to a wide array of convenience stores, diverse restaurants, and all the grocery stores you could need. Plus, you can easily grab your morning pick-me-up at nearby coffee shops, including a brand-new Starbucks that just opened in the area, ensuring you're fueled for a day of fun!brbrbrbrGetting Around:brbrThe neighborhood is incredibly tranquil, situated in a resort-style setting of townhouses. Parking spaces are conveniently located right in front of the property, offering enhanced comfort and security. Additionally, the clubhouse is just a stone's throw away, less than a block from the property.brbrbrbrOther Things to Note:brbr- Guests are required to sign the short-term agreement, provide a valid identification and a credit card for the security deposit for this property.brbrbrbr- Smoking is strictly prohibited inside the property.brbrbrbr- No Pets Allowed: For health and safety reasons, we unfortunately cannot accommodate pets of any kind, including service animals.brbrbrbr- To maintain a peaceful atmosphere for all guests, parties and events are not permitted; any breach of this condition will lead to the cancellation of your reservation.brbrbrbrInteraction with Guests:brbrWe want your stay to be as smooth as possible. If anything comes up, please don't hesitate to send us a message through the platform's chat. We're always here to answer your questions!
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Sleep 8

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Exceptional(2)

$308.87

/ Nightly
Private Vacation Home

Bright contemporary villa with private pool & spa - Resort location

Kissimmee, Florida, United States

Hideaway Dream - 6 BedroomsbrbrA bright contemporary home with private pool and spa located within the premium resort of Terra Verde, just minutes from the attractions and vast array of shopping and dining. The home has recently been painted and plank flooring installed throughout, giving a clean fresh feel.brbrThis spacious home features three living areas offering plenty of space to spread out and relax. The main living area is a the rear of the home overlooking the pool area – there is a new sectional sofa and large screen TV to chill after an active day. brbrOutdoors, there is a good sized pool and private deck with no rear neighbors. Spend the day splashing around enjoying the Florida sunshine, or sink into the bubbling spa to relax. Pool/spa heat available at an additional cost.brBBQ rental available: 3 burner $89 per week / 4 burner $99 per week incl tank of propane (needs to be ordered 7+ days in advance - BBQs not stored at the home)brbrThe updated kitchen, with stone countertops and breakfast bar island, is equipped with everything you may need to cater for your family. There is a formal dining table and chairs and adjacent secondary living area towards the front of the home. brbrThe first master bedroom is downstairs and boasts a kingsize bed, walk-in wardrobe and ensuite bathroom with both shower and bath tub plus separate toilet. The second master bedroom is upstairs, also with a kingsize bed and ensuite bathroom. There are three twin bedroom that the children will love. There is a further sophisticated queen bedroom and two shared bathrooms. Each bedroom has a TV with cable services, plus high speed internet throughout the home.brbrThe further living area is upstairs creating the perfect nook for the kids to do their own thing. And don’t forget about the games area in the garage! There are hours of fun to be had with the foosball and basketball shoot.brbrWell located within the resort of Terra Verde, this stunning community is located in the heart of Orlando and is surrounded by world class attractions. A one-time $25 pass can purchased for parking over the length of your stay – the community is gated with 24hrs security.brbrThere is a game room with an arcade, a child’s playground, a climbing rock, community pool with a large sundeck and chaise lounges, and a stocked up three acre fishing pond. There’s also a sunning beach volleyball, a half basketball court, an exercise facility, a terrace with lake views, and a small internet cafe. You can relax and recharge in the hot tub, detox from stress in the sauna, or unwind poolside with a beverage from the outdoor Tiki Hut.brbrWhen you’re ready to head out on an adventure you can hit the concierge desk for recommendations. Terra Verde is located only 4 miles away from Disney World, 15 miles from Universal Studios Orlando and 25 minutes from the Orlando International Airport. They’re 3 miles from the Osceola County Welcome Center and History Museum (which features interactive exhibits) as well as other attractions like Fun Spot America and Medieval Times Dinner & Tournament.brNot only is Terra Verde close to attractions, but they’re also close to golf courses, shopping and dining. The perfect base for an unforgettable vacation experience!
Bed 6

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Bath 4

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Sleep 12

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Exceptional(95)

Select Dates for Price
Private Vacation Home

Spacious Luxury Getaway Minutes from Disney - Balance, Fun, Family Friendly!

Kissimmee, Florida, United States

Welcome to Vista Oasis – A Luxury 8BR Villa Minutes from DisneybrbrExperience the ultimate Central Florida getaway at Vista Oasis, a stunning 8-bedroom, 6-bath villa spanning over 4,100 sq. ft. in the sought-after Windsor at Westside Resort. Perfect for families and groups, this spacious retreat comfortably sleeps up to 20 guests and is just minutes from Disney World, Universal Studios, golf, shopping, and dining.brbrEach bedroom includes brand-new memory foam mattresses, walk-in closets, and flat-screen TVs, ensuring every guest enjoys comfort and privacy.brbrPremium Location & Scenic ViewsbrbrSituated in one of the resort’s best spots, Vista Oasis offers serene lake views front and back—a resort lake in front and a peaceful conservation lake behind. Enjoy the private screened pool and spa overlooking open greenery with no rear neighbors. Unwind on the sun deck or relax under the shaded lanai, with a child safety fence for added peace of mind.brbrWindsor at Westside Resort Amenities (3-Min Walk)brbrResort-style pool with slides, splash zone & lazy riverbrbrTiki Bar (Tu Casa), loungers, umbrellas & cabanasbrbrState-of-the-art fitness centerbrbrKids’ playground, tennis & volleyball courtsbrbrFree arcade games & on-site sundries shopbrbrGated community with 24/7 securitybrbrInside Vista OasisbrbrFully equipped modern kitchen with granite countertops, island seating & stainless-steel appliancesbrbrDining for 16 indoors + outdoor dining for 10brbrGame room with pool table, foosball, Xbox, DVD player & beverage coolersbrbr65” LED TVs in the living and game rooms + TVs in every bedroombrbrBaby gear (2 high chairs, 2 strollers, 2 Pack ’n Plays)brbrFresh linens, towels, toiletries, washer/dryer & on-call manager supportbrbrBedroom Setupbr3 King beds | 3 Queen beds | 2 Full bunks | 4 Twin beds (sleeps 20)br6 full bathrooms (3 en-suites, 2 hallway, 1 Jack-and-Jill)brbrAdditional amenities/Services:brPool Heat - br$50/night (November - April) (48 hr notice required) br$30/night - Usually not needed but if requested (May-October)br7+ night stays receive 1 free night heatingbr***Note on Pool Heat - Pool heat will run from 9am-9pm, set to 87 degrees F. We recommend adding heat from mid October to March. Pool heat is relative to outdoor temperature. When the weather goes below 60 degrees, pool heat might not reach desired temperature every day depending on how cold it gets overnight. Most residential pool heaters will shut down when air temp is below 45 degrees. This is common amongst the vast majority of short-term rentals in the area.***brbrBBQ Grill Rental: $75 per stay - We use otter rentals, We can send the link if requested!
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Bath 6

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Sleep 20

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