Home Vacation Rentals By Owner In Kissimmee, FL

Showing 1780 Of 14452 Vacation Rentals
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Exceptional(3)

$152.72

/ Nightly
Private Vacation Home

Spacious condo with themed rooms, foosball table and shared pool

Kissimmee, Florida, United States

Relax, unwind, and create unforgettable memories in this inviting townhouse, perfectly located just minutes from Orlando's top attractions. Whether you're traveling with family, friends, or your four-legged companion, this home is designed for comfort, convenience, and fun.brbrInside, enjoy a cozy and spacious living area that's perfect for quality time, a fully equipped kitchen to make mealtime a breeze, and a game room with a foosball table for endless entertainment. The home is dog-friendly, so bring your furry friend along for the adventure!brbrStep outside to your private patio with outdoor seating—ideal for soaking up the sunshine or enjoying a peaceful evening under the stars. Take a refreshing dip in the sparkling community pool, or explore the many local sights just a short drive away.brbrNearby Attractions You'll Love:br Walt Disney World Resort – 15 minutes awaybrbr ‍♂️ Universal Orlando Resort – about 20 minutes awaybrbr SeaWorld Orlando – under 20 minutes awaybrbr Gatorland – great for a unique family experiencebrbr ICON Park – with restaurants, rides, and entertainmentbrbr ️ Orlando Premium Outlets – perfect for a shopping spreebrbr Botanical gardens and lakes nearby for peaceful nature outingsbrbrEnjoy modern amenities like central AC, high-speed WiFi, and a location close to grocery stores, shopping, and dining options, making it easy to feel right at home.brbrWhether you're seeking adventure or relaxation, this delightful Kissimmee retreat has everything you need for a perfect vacation. Book your stay today and start making memories! brbrImportant information for your arrival:brbr• Self-check-inbro Check-in: 4:00pmbro Check-out: 10:00ambrAccess code to the digital lock will be provided prior to arrival. Please note that Casago Orlando does not operate a 24-hour check-in desk.brbr​​​​​​​This home is pet-friendly with a $135 fee per pet.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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$420.33

/ Nightly
Private Vacation Home

Gorgeous home with private pool with spa, pool table & gas grill

Kissimmee, Florida, United States

Spacious, beautifully designed, and packed with amenities you won't find in the average vacation rental, this nine-bedroom, six-bathroom home is the perfect setting for your next magical getaway! Located just ten miles from Walt Disney World, you'll be close enough to the parks for easy day trips, yet far enough to unwind in your own private oasis.brbrWhy You'll Love Itbr • A screened, optionally heated pool and spa with a safety fence—ideal for both relaxation and fun.br • A covered patio with outdoor dining for six, a BBQ grill, and plenty of lounge seating.br • An open-concept main level featuring a chef's kitchen with stainless steel appliances, a ten-person dining table, and a large sectional with Smart TV.br • Nine bedrooms with Smart TVs in each room, offering space and comfort for the entire group.br • A family room upstairs complete with a pool table, dual Smart TVs, and extra seating for game nights and movie marathons.brbrResort AmenitiesbrAs part of Windsor at Westside Resort, you'll have access to a variety of community perks, including a clubhouse, fitness center, volleyball court, and game room—perfect for days when you want entertainment close to home.brbrNearby Attractions & Conveniencesbr • Walt Disney World (10 miles)br • Universal Orlando Resort & SeaWorld (25 miles)br • Shopping and dining at Promenade at Sunset Walk (6 miles)br • Golf at ChampionsGate (7 miles)br • Everyday conveniences like grocery stores, coffee shops, and pharmacies within a 10-minute drivebrbrThis home combines the best of both worlds: private luxury with room for everyone, plus unbeatable proximity to Orlando's top attractions and essentials. Whether you're planning theme park adventures, poolside relaxation, or evenings filled with games and laughter, this is the perfect place to create lasting memories.brbrTHINGS TO KNOWbrThere are 11 TVs throughout the home and only seven have cable boxes. All TVs are Roku.
Bed 9

Bed

Bath 6

Bath

Sleep 20

Sleeps

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$410.4

/ Nightly
Private Vacation Home

Family home boasting entertainment for everyone with a pool

Kissimmee, Florida, United States

️ Welcome to your perfect Kissimmee getaway! This spacious 6 bedroom, 4.5 bath vacation home comfortably accommodates up to 12 guests, making it ideal for families and group trips seeking comfort, entertainment, and a prime Central Florida location.brDesigned for both relaxation and fun, this home features a private pool with a spa, perfect for unwinding after a full day of adventure. The outdoor patio offers comfortable seating, creating a relaxing space to enjoy Florida's sunshine and warm evenings.br Inside, entertainment is front and center. Enjoy a dedicated game room with ping pong, pool table, and foosball for friendly competition, or relax in the cozy living area with a TV for movie nights. The fully equipped kitchen includes modern appliances refrigerator, stove, oven, and dishwasher, making group meals effortless and enjoyable.br ️ Each of the six bedrooms is thoughtfully arranged with comfortable beds to ensure restful nights for every guest, while the open layout provides plenty of shared space to gather and connect.brLocated in Kissimmee near popular attractions such as theme parks, water parks, shopping, dining, and outdoor activities, this home offers the perfect balance of excitement and downtime for your Florida escape.brbrBook your stay and experience comfort, entertainment, and unforgettable memories all in one place.brbr Resort Community AmenitiesbrGuests enjoy access to exceptional resort amenities, including:br• Zero entry resort poolbr• Lazy river and double water slidebr• Children's splash parkbr• Fitness center and clubhousebr• Tropical poolside barbr• Sports courts, fire pit, and mini golfbr​​​​​​​br ️ Prime Orlando LocationbrThis home also offers easy access to Florida's stunning beaches for memorable day trips to destinations like Cocoa Beach, Cape Canaveral, Clearwater Beach, and Silver Glen Springs. ️brWhether you're planning a family Disney vacation, a group getaway, or a relaxing Florida retreat, this luxury vacation home delivers the perfect balance of comfort, entertainment, and location.brbr· Community: Windsor at Westside, Kissimmee, Orlando. Located near a variety of restaurants and shopping centers.br· Located just a15-to- 20- minute drive from Orlando's top theme parks: Walt Disney Resort, Animal Kingdom, Epcot, Magic Kingdom and SeaWorld. Travel time may vary due to traffic.br· Location: Gobi Dr, Kissimmee, FL, 34747br· Parking: Parking available in designated areas in front of the house. Per resort regulations, this home accommodates up to 4 registered vehicles. Parking is available on a first-come, first-served basis and must be in designated areas only. Please adhere to these rules to avoid towing, fines, or denied entry.brbrImportant information for your arrival:brbr• Self-check-inbro Check-in: 4:00pmbro Check-out: 10:00ambrAccess code to the digital lock will be provided prior to arrival. Please note that Casago Orlando does not operate a 24-hour check-in desk.brbrPerks at this home include:brCentral A/C and WIFIbrModern, fully equipped, eat-in kitchen with new stainless appliances. Cookware and utensils are also provided for your convenience.brOpen-concept, group friendly layout with an indoor fireplacebrIron, washer & dryerbrComfortable appointed beds with fun themed rooms for childrenbrPrivate pool (heating for an additional cost of $50 USD per day)brPrivate al fresco diningbrValet trash service (refer to specific rules in check-in instructions)brShared community amenities like expansive resort pool, a lazy river, splash pad for children, arcade room and more!brbrWe provide a small starter kit, which includes:br1 roll of toilet paper per bathroombr1 hand soap per bathroombr1 shampoo and 1 conditioner per bathroombr1 sponge in the kitchenbr1 dishwasher soap in the kitchenbr1 paper towel in the kitchenbr1 laundry detergentbr1 garbage bagbrbrGuests are welcome to bring along any extra supplies they may need, as our starter kit includes only the essentials to get you settled in.brbrLinens and towels are provided for your convenience. However, guests are responsible for washing them during their stay, and there is a washer and dryer available in the unit. Please also note that washcloths are not included, as they are considered personal items.brbrRules and guidelines:brbrPOOL & SPA – We clean the pool weekly with or without guests. If you would like to be notified of the date of the inspection, please let us know so there is no inconvenience. Please do not manipulate any of the pool equipment, if you need assistance, we will be happy to send a specialist.brATTENTION: This house has no hot tub; the jets and hot tub area share the same temperature as the pool. The jets blow air, so the pool will be warm, not hot.brPARTY/EVENTS - No parties or loud activities are permitted. If guests are found to have had a party without host permission which results in extra cleaning, guests will be responsible for extra cleaning charges, and in the unfortunate event of the disruptions alerting neighbors, our community patrols will contact the authorities and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brSMOKING AND GRUGS – Smoking inside the property is prohibited. If guests are suspected of carrying and/or using illegal drugs of any kind inside the property or around the community, the authorities will be engaged, and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brDISTURBANCES: Guests shall behave in a civilized manner and shall be good neighbors, noise or disturbances that interfere with the quiet enjoyment of their property should not be made. Outdoor noise or noise being carried outside from inside the home should be kept to a minimum regardless of the hour and in compliance with the local Noise Ordinance. Please feel free to call the authorities if there is any noise from outside that violates local laws.brPERMITTED VEHICLES: Please note that the resort does not allow commercial vehicles, U-Hauls or moving trucks, trailers, RVs, buses, or oversized vehicles. Only standard non-commercial passenger vehicles are permitted.
Bed 6

Bed

Bath 5

Bath

Sleep 12

Sleeps

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$214.76

/ Nightly
Private Vacation Home

Dog-friendly retreat with hot tub, outdoor pool, & tennis court - great location

Kissimmee, Florida, United States

Experience the getaway of a lifetime at this charming and bright retreat in Kissimmee! This condo is perfect for those looking for the ideal home base to explore and experience Disney and all of its entertainment. Two comfortable couches are conveniently placed near a flatscreen TV, creating the perfect spot to relax after a fun-filled day. Prepare delicious meals in the fully-equipped kitchen or start your day the right way with a steamy cup of coffee. When all you'd like to do is relax, there's nothing better than taking advantage of the shared hot tub available. Or if you happen to visit during warmer months, the shared outdoor pool is waiting for you!brbrThis condo is conveniently located a short distance from all the theme parks; seven and a half miles to Disney World, 13.8 miles to Universal Studios, and nine miles to SeaWorld. If you are looking to get some souvenirs, the Orlando Vineland Premium Outlets are just six and a half miles away and Disney Springs is a mere eight-mile drive. For those who find their peace teeing off on the greens, Falcon's Fire Golf Course is only four miles down the road. This condo is the perfect location for any vacationer looking to experience a little bit of everything Orlando/Kissimmee has to offer.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by the good neighborr policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brDog are welcome with a small nightly fee.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

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$250.26

/ Nightly
Private Vacation Home

Beautiful home close to theme parks with private oool, AC & W/D - dog-friendly

Kissimmee, Florida, United States

Less than 15 miles south of Walt Disney World Resort, this two-level, five-bedroom Kissimmee house is the ideal place to experience a fun-filled theme park adventure with the family! The kids will love the two upstairs Disney-themed rooms, and you'll have three more luxurious rooms to enjoy, two of them with en-suite baths. The lower-level living space is open and spacious, with lots of comfortable furniture, attractive decors, and tile and carpeted floors. The entertainment area features a large flatscreen TV surrounded by ample seating, ideal for movie nights with friends and family. The full kitchen has all the appliances and counter space you need to prepare a wonderful meal, and you can serve your dinner guests at the dining table or out on the furnished screened-in patio for an al-fresco dining experience. After a fun day of sightseeing, come home to splash around in the expansive private pool then use the free WiFi to research tomorrow's next adventure. The central AC will ensure everything stays nice and cool during those hot summer days, and you can take advantage of the private washer/dryer to keep the gang looking their best during your stay.brbr* Please note that there is an active surveillance camera out front facing the front door area.brbrCoomunity: Trafalgar Village Resort brLocation: Castle St E, Kissimmee, FL, 34758, US.brParking: Space available for max 4 vehicles in the driveway. brImportant information for your arrival:brSelf-check-inbrCheck-in: 4:00pmbrCheck-out: 10:00ambrbrAccess code to the digital lock will be provided prior to arrival. Please note that Casago Orlando does not operate a 24-hour check-in desk.brbrPerks at this 5-bedroom, 4.5-bath house includes:br· Central A/C and WiFibr· Modern, fully equipped, eat-in kitchen with new stainless appliances. Cookware and utensils are also provided for your conveniencebr· Open-concept, family-friendly layoutbr· Iron, washer & dryerbr· Comfortable appointed bedsbr· Private pool & spa (heating for an additional cost of $50 USD per day)br· Pet-friendly! A non-refundable fee of $135 per pet applies only if bringing pets.br· Valet trash service (refer to specific rules in check-in instructions)brbrWe provide a small starter kit, which includes:br1 roll of toilet paper per bathroombr1 hand soap per bathroombr1 shampoo and 1 conditioner per bathroombr1 spongebr1 dishwasher soapbr1 paper towel in the kitchenbr1 laundry detergentbr1 garbage bagbrbrGuests are welcome to bring along any extra supplies they might need, as our starter kit includes only the essentials to get you settled in.brLinens and towels are provided for your convenience. However, please note that guests are responsible for washing them during their stay. There is a washer and drier at the house. Please note that washcloths are not provided, they are considered personal items. brRules and guidelines for your comfort:brPOOL– We clean the pool weekly, with or without guests. If you would like to be notified of the date of the inspection, please let us know so there is no inconvenience. Please do not manipulate any of the pool equipment, in case you need assistance we will be happy to send a specialist.brATTENTION: This house has no hot tub; the jets and jacuzzi area share the same temperature as the pool. The jets blow air, so the pool will be warm, not hot.brPARTY/EVENTS - No parties or loud activities allowed. If guests are found to have had a party without host permission which results in extra cleaning, guests will be responsible for extra cleaning charges, and in the unfortunate event of the disruptions alerting neighbors, our community patrols will contact the authorities and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brSMOKING AND GRUGS – Smoking inside the property is prohibited. If guests are suspected of carrying and/or using illegal drugs of any kind inside the property or around the community, the authorities will be engaged, and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brDISTURBANCES: Guests shall behave in a civilized manner and shall be good neighbors, noise or disturbances that interfere with the quiet enjoyment of their property should not be made. Outdoor noise or noise being carried outside from inside the home should be kept to a minimum regardless of the hour and in compliance with the local Noise Ordinance. Please feel free to call the authorities if there is any noise from outside that violates local laws.brPERMITTED VEHICLES: Please note that the resort does not allow commercial vehicles, U-Hauls or moving trucks, trailers, RVs, buses, or oversized vehicles. Only standard non-commercial passenger vehicles are permitted.
Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps

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Exceptional(3)

$263.53

/ Nightly
Private Vacation Home

Beautiful home with private pool, screened lanai, WiFi, private w/d, and AC

Kissimmee, Florida, United States

Welcome to your perfect getaway in Kissimmee, FL! This charming house is designed for families and tourists alike, offering a serene escape while being just minutes away from the excitement of local attractions. The owner loves the peaceful ambiance of the home, complemented by a refreshing outdoor pool and a spacious patio equipped with comfortable furniture, perfect for relaxing after a day of adventure.brbrGuests will appreciate the convenience of a single-level layout, making it easy for everyone to move around. The home features modern amenities including central AC, high-speed internet, and a fully equipped kitchen with all the essentials, from a fridge and stove to a coffee maker and blender. With cozy sleeping arrangements, including a king bed and multiple other beds, everyone will find their perfect spot to unwind.brbrKissimmee is renowned for its proximity to world-famous theme parks, water parks, and dining options. Spend your days exploring attractions like Walt Disney World, Universal Studios, or enjoy a round of miniature golf nearby. After a day of fun, return to your tranquil retreat to enjoy a family movie night on the TV or a refreshing dip in the pool.brbrThis home is also snowbird-friendly, making it an ideal choice for those looking to escape the colder months. With thoughtful touches like room darkening shades, a first aid kit, and smoke detectors, your safety and comfort are prioritized. Book your stay today and experience the best of Kissimmee!
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

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Exceptional(1)

$173.03

/ Nightly
Private Vacation Home

BellaVida Resort townhome - private plunge pool, minutes to Disney, dog-friendly

Kissimmee, Florida, United States

Located in the gated BellaVida Resort, this townhouse offers a quiet retreat within a 15-minute drive of Disney World. Highlights at this newly upgraded townhouse include all-new TVs throughout, a screened lanai with a private heated plunge pool, a grill, and alfresco dining. Fabulous on-site amenities include a playground, two pools, a hot tub, basketball and volleyball courts, and a fitness center. A magical day awaits you at Disney World! Other nearby attractions include Old Town, Gatorland, and Kissimmee Lakefront Park. Venture to Universal Orlando for more excitement.brbrInside, the open living area is complete with updated furnishings and a smart TV. Prepare delicious meals in the well-equipped kitchen with granite countertops and a full suite of appliances. Three can keep the chef company at the breakfast bar. When dinner is served, the dining table has room for six. Extra perks include complimentary WiFi, an in-unit washer/dryer, a Pack 'n Play, a high chair, a stroller, and a safety fence between the patio door and the pool.brbrThe walled lanai is fully screened and offers a six-person table and a heated plunge pool (4 feet deep, rapid-heating).brbrBellaVida amenities:br-2 community poolsbr-Hot tubbr-Clubhousebr-Fitness centerbr-Game room, arcade room, and cyber cafébr-Basketball and volleyball courtsbr-Scenic picnic area and tot lot playgroundbr-Walking trails and more than 15 acres of lakesbrbrOptional Services & Fees:brEarly Check-In / Late Check-Out: Available upon request and subject to availability. An additional fee may apply depending on the requested time.brPool Heater: $50 per day plus applicable taxes.brPet Fee: $150 per pet, per stay.brPlease contact our team to confirm availability before arrival. brbrIMPORTANT RULES AND GUIDELINES FOR THE COMMUNITY: brbrPARKING: Vehicles must be parked only in designated parking areas. The house provides parking for vehicles in the driveway. Street parking is strictly prohibited. Also, do not park, block, or step on the sidewalk or any grassy areas under any circumstances. Any illegally parked vehicles will be towed at the owner's expense. brbrPERMITTED VEHICLES: Please note that the resort does not allow commercial vehicles, U-Hauls or moving trucks, trailers, RVs, buses, or oversized vehicles. Only standard non-commercial passenger vehicles are permitted. Trailers are only permitted with prior HOA approval. Unauthorized trailers may be towed at the owner's expense.
Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps

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Exceptional(1)

$185.9

/ Nightly
Private Vacation Home

Resort home with private pool, hot tub, tennis, game room, gym, sports courts

Kissimmee, Florida, United States

Magical Family Retreat with Private Pool & Resort Access – Just Minutes from Disney!brbrEscape to sunny Kissimmee and experience the ultimate Florida family adventure! Just 5.5 miles from the gates of Walt Disney World, this two-story resort home offers the perfect balance of excitement, relaxation, and comfort for families and groups of all ages.brbrFrom theme park thrills to poolside chills, this gorgeous getaway places you in the heart of it all—surrounded by iconic attractions, world-class entertainment, and incredible resort-style amenities.brbr Home Highlights:br • Private screened lanai with heated pool – ideal for post-park cooldownsbr • Bright, open-concept living space with cozy seating and smart TVsbr • Family-friendly dining area and fully equipped kitchenbr • Spacious bedrooms – perfect for multi-generational staysbr • Board games, free WiFi, and in-home washer/dryer for your conveniencebr • Central A/C throughout to beat the Florida heatbrbr Resort Amenities:br • Resort-style pool with tropical barbr • Whirlpool spa for well-deserved relaxationbr • Clubhouse with fitness center, game room, and movie theaterbr • Sports courts: Tennis, basketball, and volleyballbr • Playground for the little onesbr • On-site convenience store for snacks, drinks, and last-minute essentialsbrbr Nearby Attractions:br • Walt Disney World® – 5.5 milesbr • Epcot, Animal Kingdom, Hollywood Studios, and Magic Kingdombr • Avatar Flight of Passage & Soarin' Around the Worldbr • Universal Studios & Islands of Adventure – 25 minutesbr • SeaWorld Orlando – 20 minutesbr • Old Town Kissimmee – Shopping, dining, and family ridesbr • Island H2O Water Park – Just minutes awaybr • Orlando Vineland Premium Outlets – Great for a shopping spreebrbr Whether you're planning a magical Disney escape, a family reunion, or a sun-soaked break from routine, this well-appointed home is your launchpad for memory-making adventures. Pack your swimsuits, bring your mouse ears, and get ready to make your next vacation truly unforgettable!brbrThings to KnowbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AMbrNo smoking is permitted anywhere on the premises.brThe pool/spa do not come heated. We also only offer pool heat during the months of May-September for $32 / day. Please give a 3 day notice to add pool heat for your vacation.
Bed 3

Bed

Bath 3

Bath

Sleep 9

Sleeps

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$249.5

/ Nightly
Private Vacation Home

Limited-Time Special Discounts | Spacious Home w/ Pool and Resort Amenities

Kissimmee, Florida, United States

Welcome to your perfect Central Florida getaway, where comfort, space, and resort-style fun come together just minutes from Disney.brThis beautifully designed home features a bright open-concept living area with stylish furnishings and relaxing pool views. The fully equipped kitchen with stainless steel appliances makes family meals effortless, whether it's a quick breakfast before the parks or dinner at home.brStep outside to your private screened pool with loungers and outdoor dining, perfect for unwinding after a day of adventure.brAs a guest of Windsor at Westside Resort, you'll enjoy access to top-tier amenities including a resort-style heated pool, lazy river, hot tub, tiki bar, and clubhouse gym.brThe perfect balance of excitement and relaxation for an unforgettable stay.brbr· Community: Windsor at Westside Resort, Kissimmee. Easy access to Orlando's theme parks, dining, and shopping.br· 10 to 15-minute ride from Disney World Resort, SeaWorld, and Universal Studios (Travel times may vary due to traffic)br· Location: Majorca Dr, Kissimmee, FL, 34747.br· Parking: Parking available in designated areas in front of the house. Per resort regulations, this home accommodates up to 3 registered vehicles. Parking is available on a first-come, first-served basis and must be in designated areas only. Please adhere to these rules to avoid towing, fines, or denied entry.brbrImportant information for your arrival:brbr• Self-check-inbro Check-in: 4:00pmbro Check-out: 10:00ambrAccess code to the digital lock will be provided prior to arrival. Please note that Casago Orlando does not operate a 24-hour check-in desk.brbrPerks at this home include:brCentral A/C and WIFIbrFully equipped, eat-in kitchen with stainless appliances. Cookware and utensils are also provided for your convenience.brIron, washer & dryerbrComfortable appointed beds.brPrivate pool (heating for an additional cost of $50 USD per day)brNo pets allowed.brShared community amenities like a resort-style heated pool, lazy river, hot tub, tiki bar, clubhouse gym, and more.brbrWe provide a small starter kit, which includes:br1 roll of toilet paper per bathroombr1 hand soap per bathroombr1 shampoo and 1 conditioner per bathroombr1 sponge in the kitchenbr1 dishwasher soap in the kitchenbr1 paper towel in the kitchenbr1 laundry detergentbr1 garbage bagbrbrGuests are welcome to bring along any extra supplies they may need, as our starter kit includes only the essentials to get you settled in.brLinens and towels are provided for your convenience. However, guests are responsible for washing them during their stay, and there is a washer and dryer available in the unit. Please also note that washcloths are not included, as they are considered personal items.brbrRules and guidelines:brbrPOOL - We clean the pool weekly with or without guests. If you would like to be notified of the date of the inspection, please let us know so there is no inconvenience. Please do not manipulate any of the pool equipment, if you need assistance, we will be happy to send a specialist.brPARTY/EVENTS - No parties or loud activities are permitted. If guests are found to have had a party without host permission which results in extra cleaning, guests will be responsible for extra cleaning charges, and in the unfortunate event of the disruptions alerting neighbors, our community patrols will contact the authorities and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brSMOKING AND DRUGS – Smoking inside the property is prohibited. If guests are suspected of carrying and/or using illegal drugs of any kind inside the property or around the community, the authorities will be engaged, and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brDISTURBANCES: Quiet hours are from 10:00 p.m. to 8:00 a.m. Guests shall behave in a civilized manner and shall be good neighbors, noise or disturbances that interfere with the quiet enjoyment of their property should not be made. Outdoor noise or noise being carried outside from inside the home should be kept to a minimum regardless of the hour and in compliance with the local Noise Ordinance. Please feel free to call the authorities if there is any noise from outside that violates local laws.brPERMITTED VEHICLES: Please note that the resort does not allow commercial vehicles, U-Hauls or moving trucks, trailers, RVs, buses, or oversized vehicles. Only standard non-commercial passenger vehicles are permitted.
Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps

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$171.5

/ Nightly
Private Vacation Home

Family Home w/Shared Pool,WiFi,AC,Lake Views - Close to Walt Disney World Resort

Kissimmee, Florida, United States

This three-bedroom townhouse is only five miles from Walt Disney World® Resort, with lake views and lots of family-friendly on-site amenities that include a shared resort pool and game room! Inside, the living room is filled with comfortable furniture and includes a mounted flatscreen TV and access to a screened-in patio with views of the lake behind the home. The full kitchen features a dining-area passthrough, lots of cabinetry and counter space, and all the major and countertop appliances and cookware you need to make wonderful meals. When it's time to enjoy your masterpiece, you can serve up to six guests at the handsome wood dining table. Afterward, the dishwasher will quietly knock out all the dirty dishes while you entertain your guests outside.brbrThe screened-in patio is furnished with a table with seating for four, perfect for those al-fresco meals and early morning cups of coffee. When it's time to wrap up an evening, you'll have three bedrooms to take advantage of, each with its own TV. The main bedroom has an en-suite bath with a walk-in shower. Off the kitchen, you'll find the next two bedrooms, plus a shared bathroom and a private laundry nook with a washer and dryer. The home's central AC will make it easy to keep the space cool after a long day of theme park adventures. You'll even have access to the Oakwater Resort clubhouse where you can enjoy long soaks in the shared pool and spa and challenge each other to games at the shared tennis court or in the clubhouse game room. The home's high-speed internet and free WiFi make it quick and easy for remote workers and students to complete their projects on time.brbrWhat's nearby:brReady for today's theme park adventure You'll have Walt Disney World® Resort and Fun Spot America Theme Parks less than five minutes away, and Universal Studios Florida is just 16 miles away. You'll also have plenty of outlet shopping nearby, as well as a number of terrific restaurants within three miles of the home. Oakwater Resort is just a one-minute walk away.brbrThings to know:brHigh-speed internet and free WiFi!
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

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$294.21

/ Nightly
Private Vacation Home

Luxury home with a private pool & game room - resort amenities, great location

Kissimmee, Florida, United States

This five-bedroom luxury home is conveniently located in the Champions Gate/Four Corners area, close to world-renowned golf courses, and popular theme parks like Disney, Universal, and Seaworld! Meticulously decorated for everyone's comfort, the interior of The Marble Sanctuary boasts vaulted ceilings, soft furnishings, and modern amenities. Whip up your favorite dishes in the gleaming kitchen, relax as a family around the Smart TV in the living room, and dine together around the elegant formal dining table. brbrWith five bedrooms to sprawl out in, everyone's satisfaction is guaranteed! The kids will adore their room's hints at some of their favorite movie characters, and you will love the primary bedroom's marble en suite bathroom, complete with a soaking tub, and walk-in shower. The perks don't end there! The family room boasts a vintage arcade system, an air hockey table, and a TV. A private washer/dryer, central air-conditioning, and a Pack-N-Play round out the interior amenities. brbrOutside, create some of your favorite memories in the private pool. Pair your invigorating dips with bubbling soaks in the pool spa. Steps from your stay, enjoy utilizing the community's state-of-the-art clubhouse with a variety of resort amenities, including a full-service restaurant and bar, 26-seat movie theater, game room, business center, yoga room, Camp Oasis, full fitness center, two large swimming pools, water park, lazy river, tiki bar, two sand volleyball courts, air-conditioned cabanas, tennis courts, and 18-hole championship golf courses.brbrThings to KnowbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AMbrNo smoking is permitted anywhere on the premises.
Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps

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Very Good(1)

$261.7

/ Nightly
Private Vacation Home

Private Pool, Home Theater & Dog-Friendly Retreat Near Disney

Kissimmee, Florida, United States

Welcome to The Splash House at Indian Ridge, your family's perfect Kissimmee getaway! This bright and spacious 4-bedroom, 2-bathroom home comfortably accommodates up to 8 guests and offers everything you need for relaxation, entertainment, and connection.brbrSpend your days soaking up the Florida sunshine in your private heated pool and spa, complete with a screened lanai, spacious patio, and gas grill—ideal for cookouts and poolside lounging. The fully enclosed yard makes this home a safe haven for your four-legged friends, so everyone in the family can join the fun.brbrInside, comfort meets excitement. The home theater room and game room invite endless entertainment—from movie nights with Netflix and cable to friendly rounds of pool. The well-equipped kitchen features modern appliances and plenty of cookware, making it easy to prepare everything from morning coffee to family feasts.brbrEach bedroom is designed for rest and privacy, featuring a king suite, two queen rooms, and a twin bedroom, perfect for kids or friends. Additional perks include central A/C, high-speed WiFi, and in-home laundry for your convenience.brbrLocated in the serene Indian Ridge community, you'll enjoy peaceful surroundings with easy access to Walt Disney World (just minutes away), local water parks, golf courses, and shopping and dining. With its blend of comfort, fun, and location, The Splash House is where your next unforgettable family vacation begins.brbrBook your stay today and experience the best of Kissimmee—where every day ends with a splash and a show!brbrLiving Room:brRelax in the welcoming living area with plush seating and air-conditioning. Stream movies on the TV or simply unwind after a day exploring Disney, water parks, or nearby attractions.brbrDining Area:brEnjoy meals at the dining table or head outside to the lanai and patio for alfresco dining while taking in the private backyard views.brbrKitchen:brPrepare family favorites in the fully equipped kitchen, complete with fridge, stove, oven, microwave, dishwasher, and all essential cookware.brbrBedrooms:brMaster Bedroom: King bed, peaceful retreat with ample storagebrQueen Bedrooms: Cozy and comfortable for adults or older childrenbrQueen Bedrooms: Cozy and comfortable for adults or older childrenbrTwin Bedroom: Two twin beds, ideal for kids or friendsbrbrBathrooms:brTwo full bathrooms with modern fixtures, ample space, and convenience for all guestsbrbrOutdoor Spaces:brEnjoy your private screened-in heated pool and spa, relax on the patio, or explore the community's walking paths and parks. brbrPlease note: The pool heater for this property is currently out of order.brbrGuest Entry & Parking:brGuest entry instructions: This rental utilizes an E-lock, a digital lock that requires a unique code to enter. This code is reset after each guest's stay.brParking notes: There is free parking available for 2 larger vehicles (SUVs) or 3 smaller sedan style cars. HOA does not allow any street parking.brbrLocal Attractions:brMystic Dunes Resort and Golf Club .5 milesbrWalmart Supercenter 1 milebrDisney and World Drive 3 milesbrOrlando Tree Trek Adventure Park Zip Line .1 milebrbrPets:brUp to 2 dogs welcome in this home up to 30 lbs apiece or 1 dog up to 60 lbs. brPlease note that an additional pet fee of $135 per pet will apply.brNo other animals are allowed without specific Vacasa approval.brbrPool Heat: Currently unavailable due to maintenance. We will update this section as soon as it becomes available again. Once active, a fee of $50 USD + tax per day applies and must be paid prior to check-in. A minimum of 3 days' notice is required to activate pool heating.brbrTechnology & Comfort:brCentral air-conditioningbrPrivate washer/dryerbrSmart TV with streaming servicesbrFree high-speed WiFibrbrThings to Know:brCheck-in time: 4:00 PM Check-out time: 10:00 AMbrQuiet hours: 9 PM – 8 AM - No loud music outside quiet hours; Violations may incur USD 300+ charges and/or evictionbrBedding, linens, and essentials providedbrGuests provide additional food, condiments, and cleaning suppliesbrWasher and dryer availablebrCleaning Fee - Applies to all staysbrbrYou must be 21 years or older to rent this property.
Bed 4

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Bath 2

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Sleep 8

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Exceptional(1)

$143.87

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Condo

Dog-friendly condo with balcony, pool, W/D, fast WiFi, gym, children's pool, AC

Kissimmee, Florida, United States

Conveniently located 10 miles away from Disney World, this marvelous and well-equipped condo is a must-see! Enjoy a prime location within the Tuscana Resort Orlando, featuring fantastic on-site amenities that include an outdoor pool, a children's pool, and a fitness center. A magical adventure like this is not complete without a visit to Disney World and other must-visit attractions, including Disney's Animal Kingdom, Epcot, Disney's Hollywood Studios, Avatar Flight of Passage, Universal Studios, and so much more!brbrThis air-conditioned charmer offers an inviting open floor plan that seamlessly combines the living room, dining area, and kitchen into one fantastic gathering space. Stream your favorite series on the smart TV in the living room as you curl up on the sofa with your loved ones, or enjoy an entertaining time on your private balcony furnished with a comfy lounge area that can be used to dine alfresco as well. When mealtime comes, surprise your guests with their favorite recipes - the fully-equipped kitchen is complete with everything you need to prepare savory homemade meals, snacks, and treats for everyone. The primary bedroom enjoys another smart TV. Additional perks include a stackable washer/dryer on-site, central AC, and free high-speed WiFi.brbrTUSCANA RESORT AMENITIESbr-Outdoor poolbr-Children's poolbr-Fitness centerbrbrTHINGS TO KNOW
Bed 2

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Bath 2

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Sleep 6

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$148.59

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Condo

Resort condo near Disney with pool, hot tub, tennis, central AC, & washer/dryer

Kissimmee, Florida, United States

Enjoy easy access to nearby theme parks and golf courses, with resort amenities and entertainment waiting for you back at home. Ideally situated in the Windsor Palms Resort, this condo offers the perfect option for a fun-filled Central Florida getaway. Watch palm trees blow gently in the breeze while lounging beside the sparkling on-site pool. An adjacent kids' pool provides entertainment for little ones while an on-site hot tub offers a spot for leisurely afternoon soaks. Guests can also serve up some friendly competition between the resort's tennis, basketball, and volleyball courts.brbrThe condo comes well-appointed for modern comfort. Stretch out in the living area while streaming shows and movies on the smart TV or relax on the screened patio and kick back with a good book or a cold beverage. Plan at-home meals with ease in the full kitchen, equipped with a dishwasher for stress-free cleanup. There's seating for six at the dining table. Home essentials include central air-conditioning, free WiFi, and a private washer/dryer combo.brbrRESORT AMENITIESbr- Outdoor poolbr- Toddler poolbr- Hot tubbr- Tennis courtsbr- Basketball courtsbr- Volleyball courtsbr- Game roombr- Playgroundbr- Grilling areabr- Fitness centerbrbrTHINGS TO KNOWbrStreaming services available with guests' own account(s).brThe pool/spa do not come heated. We also only offer pool heat during the months of May-September for $32 / day. Please give a 3 day notice to add pool heat for your vacation.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(1)

$437.81

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Private Vacation Home

Fun, dog-friendly home with private pool, high-speed WiFi, W/D, & game rooms

Kissimmee, Florida, United States

✨ Luxury 9BR Vacation Home with Private Pool, Spa & Themed Rooms Near Disney.brThis spacious 9 bedroom, 6 bathroom family retreat comfortably accommodates large groups and is perfectly located near Orlando's top attractions. Designed for unforgettable stays, the home features a private screened pool and spa, two game rooms, and a 100-inch projector movie lounge for next-level entertainment.br Resort-Style Community AmenitiesbrGuests enjoy access to exceptional resort amenities, including:br• Zero-entry resort poolbr• Lazy river and double water slidebr• Children's splash parkbr• Fitness center and clubhousebr• Tropical poolside barbr• Sports courts, fire pit, and mini golfbrbr ️ Prime Orlando LocationbrConveniently located near major theme parks, water parks, dining, shopping, and entertainment districts, this home also offers easy access to Florida's stunning beaches for memorable day trips to destinations like Cocoa Beach, Cape Canaveral, Clearwater Beach, and Silver Glen Springs.brWhether you're planning a family Disney vacation, a group getaway, or a relaxing Florida retreat, this luxury vacation home delivers the perfect balance of comfort, entertainment, and location.brbr· Community: Windsor at Westside, Kissimmee, Orlando. Located near a variety of restaurants and shopping centers.br· Located just a15-to- 20- minute drive from Orlando's top theme parks: Walt Disney Resort, Animal Kingdom, Epcot, Magic Kingdom and SeaWorld. Travel time may vary due to traffic.br· Location: Lima Ave, Kissimmee, FL, 34747br· Parking: Parking available in designated areas in front of the house. Per resort regulations, this home accommodates up to 5 registered vehicles. Parking is available on a first-come, first-served basis and must be in designated areas only. Please adhere to these rules to avoid towing, fines, or denied entry.brbrImportant information for your arrival:br• Self-check-inbro Check-in: 4:00pmbro Check-out: 10:00ambrAccess code to the digital lock will be provided prior to arrival. Please note that Casago Orlando does not operate a 24-hour check-in desk.brbrPerks at this home include:brCentral A/C and WIFIbrModern, fully equipped, eat-in kitchen with new stainless appliances. Cookware and utensils are also provided for your convenience.brOpen-concept, group friendly layout with an indoor fireplacebrIron, washer & dryerbrComfortable appointed beds with fun themed runs for childrenbrPrivate pool (heating for an additional cost of $50 USD per day)brPrivate al fresco diningbrPet-friendly! A $135 non-refundable fee applies only if bringing pets.brValet trash service (refer to specific rules in check-in instructions)brShared community amenities like expansive resort pool, a lazy river, splash pad for children, arcade room and more!brbrWe provide a small starter kit, which includes:br1 roll of toilet paper per bathroombr1 hand soap per bathroombr1 shampoo and 1 conditioner per bathroombr1 sponge in the kitchenbr1 dishwasher soap in the kitchenbr1 paper towel in the kitchenbr1 laundry detergentbr1 garbage bagbrbrGuests are welcome to bring along any extra supplies they may need, as our starter kit includes only the essentials to get you settled in.brbrLinens and towels are provided for your convenience. However, guests are responsible for washing them during their stay, and there is a washer and dryer available in the unit. Please also note that washcloths are not included, as they are considered personal items.brbrRules and guidelines:brbrPOOL & SPA – We clean the pool weekly with or without guests. If you would like to be notified of the date of the inspection, please let us know so there is no inconvenience. Please do not manipulate any of the pool equipment. If you need assistance, we will be happy to send a specialist.brATTENTION: This house has no hot tub; the jets and hot tub area share the same temperature as the pool. The jets blow air, so the pool will be warm, not hot.brPARTY/EVENTS - No parties or loud activities are permitted. If guests are found to have had a party without host permission which results in extra cleaning, guests will be responsible for extra cleaning charges, and in the unfortunate event of the disruptions alerting neighbors, our community patrols will contact the authorities and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brSMOKING AND DRUGS – Smoking inside the property is prohibited. If guests are suspected of carrying and/or using illegal drugs of any kind inside the property or around the community, the authorities will be engaged, and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brDISTURBANCES: Guests shall behave in a civilized manner and shall be good neighbors, noise or disturbances that interfere with the quiet enjoyment of their property should not be made. Outdoor noise or noise being carried outside from inside the home should be kept to a minimum regardless of the hour and in compliance with the local Noise Ordinance. Please feel free to call the authorities if there is any noise from outside that violates local laws.brPERMITTED VEHICLES: Please note that the resort does not allow commercial vehicles, U-Hauls or moving trucks, trailers, RVs, buses, or oversized vehicles. Only standard non-commercial passenger vehicles are permitted.
Bed 9

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Bath 6

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Sleep 18

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$175.84

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Condo

Family & kid-friendly condo w/ shared pool and hot tub - close to theme parks

Kissimmee, Florida, United States

This second-story Kissimmee condo has a little something for everyone including bright and comfortable living areas, a furnished balcony, and space for up to six lucky guests. You'll also enjoy a number of on-site resort amenities including a pool, hot tub, multiple sports courts, a well-equipped fitness center, and a fun-filled game room.brbrThis condo is located in a gated community just south of U.S. Highway 192 where you'll find several local restaurants (from fast food to formal dining), shopping centers, and specialty stores. A short trip in the other direction leads you to Walt Disney World, just six miles away, and Universal Studios Orlando, only 14 miles from your front door.brbrIdeal for families, this home and community are brimming with fun and exciting things to do for all ages. Within the condo, enjoy free WiFi, four cable TVs with DVD players, a PlayStation 3 with two controllers and a selection of games, and a private balcony. Young children are also welcome thanks to the inclusion of a high chair, Pack 'n Play, and baby gates.brbrOn-site, guests can splash in the swimming pool, soak in the hot tubs, and play basketball, tennis, and beach volleyball on the sports courts. Or your group can have a fun time playing pool and video games in the game room located in the clubhouse.brbrInstead of settling for another boring hotel room for your next Disney vacation, reserve this beautiful, full-featured home away from home for the entire family to enjoy.brbrTHINGS TO KNOWbrThe mattresses are new and in great condition!
Bed 3

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Bath 2

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Sleep 6

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