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Kissimmee Vacation Rentals with Private Pool

(178 rentals)
New
Kissimmee House
Sleeps 16, 9 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your 9-bedroom family getaway at Solara Resort, a luxury vacation home in Kissimmee, Florida, minutes from Walt Disney World, Universal Studios, and SeaWorld. With 4,378 sq. ft. of air-conditioned space, this modern villa comfortably sleeps up to 19 guests and is perfect for large families,...

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$337
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 4.5 bathrooms
18 reviews

Distance to park: 3 miles to Disney World Parks

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Spacious 7-Bedroom Orlando Vacation Home – Perfect for Families & Large Groups! Bring the whole family to this huge 7-bedroom, 4.5-bath vacation rental just minutes from Orlando’s world-famous attractions! Comfortably accommodating up to 14 guests, this home is ideal for family reunions,...

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Featured review

"Best home away from home rental"

This was truly a Dream Come True Rental. Very clean , no surprises every thing just advertised. I'm setting up another stay now and hopefully yearly stays going forward.

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$228
avg per night
Kissimmee House
Sleeps 16, 9 bedrooms, 5 bathrooms
29 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to The Pixar Palace, a fully Pixar themed, lakefront resort vacation home that sleeps 25 people, and features four KING bedrooms, private pool & spa, arcade, gaming room, and themed rooms for the kids including Toy Story, Finding Nemo, Cars, Incredibles and more Pixar! Enjoy resort amenities...

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$525
avg per night
Kissimmee Bungalow
Sleeps 9, 4 bedrooms, 3 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Amazing Villa near Universal Studios and 15 Minutes from Disney with Large Private Pool, Game Room and Free Wifi. LCD TVs and Game Room in the villa complement the upscale furnishings and large pool included in the villa. There is plenty of space to spread out with 4 bedrooms and 3 bathrooms.Welcome...

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Featured review

"The house was fantastic and a great location."

The house was very easy to find, quiet neighborhood and Walmart was 2 minutes away. The was neat and tidy with all kitchen amenities needed to prepare a home cook meal. The Air conditioner was the best,...

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$130
avg per night
Kissimmee House
Sleeps 6, 4 bedrooms, 3 bathrooms
18 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Close to the Attractions but away from the crowds. 4 bedroom/3 bath single story home on "lake". Ducks, Sandhill Cranes, sometimes a falcon, turtles. King, king, and 4 twin beds, TV in all bedrooms, WiFi, FREE US, Canada and US Territory phone calls. Fully furnished. Not suitable for...

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Featured review

"A home away home"

The house was lovely and very clean. We were able to relax enjoyed our stay. The pool was also very clean and there were lots of chairs to lay on as well as a table and chairs to have cup of coffee...

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$127
avg per night

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Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
19 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This Disney Villa is a fully furnished home and is one of the best kept turnkey properties you will find in Indian Creek ! Has an airy open floor plan, lots of light. Enjoy the crystal clear South facing pool and the covered lanai on your sunny and warm Florida holidays.This luxurious private home...

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Featured review

"Excellent Place to stay"

We had a wonderful stay! The place was very comfortable, well-equipped with all the amenities we needed, and perfectly located. It’s close to Disneyland and other major attractions, with Walmart and gas...

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$141
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to the Epic Universe House, an 8BR resort pool home that sleeps 22, and pays tribute to the new Epic Universal park, featuring a Ministry of Magic arcade, Nintendo World gaming room, & themed rooms including How To Train Your Dragon, Zelda and more! Located only minutes from Disney World,...

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$454
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
8 reviews

Distance to park: 7 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our Florida villa, the Lake House at Sunset Lakes. The Lake House at Sunset Lakes is an upscale rental villa in the greater Orlando Florida area, minutes away from Disney’s Magic Kingdom and theme parks, your choice of fine golf courses and many other attractions. This four bedroom house...

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Featured review

"A Gem"

Second visit to the Lake House. Clean, well stocked, nice hot pool and beautiful views of the lake. The owners and the management company responsive to every need.Thanks so much Carole & Brian

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$207
avg per night
Kissimmee House
Sleeps 16, 9 bedrooms, 6 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

New! Did you say “let’s do Karaoke after Disney”? Then this house is for you! This 9BR resort pool home sleeps 24 people and features a Karaoke lounge! And also an arcade, a Nintendo gaming room, and themed bedrooms for the kids/adults including Sonic, Pokémon, and Pirates! Located...

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$580
avg per night
Kissimmee House
Sleeps 17, 8 bedrooms, 6 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

YOUR FLORIDA OASIS AWAITS! This gorgeous villa is NEWLY UPDATED for your Kissimmee Disney Vacation Rental. Located in the gated Windsor at Westside Resort, with 8 bedrooms, 6 bathrooms there is plenty of room to sleep 17 guests! Enjoy your own private pool with privacy curtains (a rare feature in this...

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Featured review

"Five star all the way!"

LOVE THIS HOUSE! This villa was exactly as described - private, luxurious and with all the amenities you could ask for. I was one of the first renters with the new owners and I can’t wait to get back!...

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$458
avg per night
Kissimmee Villa
Sleeps 14, 7 bedrooms, 6 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Introducing 101 Happy Memories Florida Villa, your gateway to unforgettable vacations in the heart of Formosa Gardens, just minutes from the enchantment of Disney World!Step into luxury with our private heated pool and spa, perfect for unwinding after a day of adventure. Thrill-seekers will love our...

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Featured review

"2nd time still a charm"

We enjoyed a stay here 3 years ago and we lucky enough to find it available again in 2024. We can't say enough except that the property was somehow even an improvement over the 1st time. This is a great...

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$293
avg per night
Kissimmee House
Sleeps 16, 7 bedrooms, 4 bathrooms
72 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

A tropical oasis in Central Florida. Come experience all the details this home away from home has to offer, with the added benefit of being centrally-located to the best attractions in Orlando.Discover magic and family fun at this elegant Emerald Island Resort escape. Perfect for a group getaway,...

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$337
avg per night
Kissimmee House
Sleeps 12, 5 bedrooms, 4 bathrooms
5 reviews

Distance to park: 5 miles to Disney's Animal Kingdom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Imagine coming home at the end of an exhilarating day at the parks... You grab a refreshing drink, relax in the poolside living area and reminisce about all you did that day.Memories made, job done!Serendipity offers all the comforts you dreamed of putting on your wish List:Private Fenced...

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Featured review

"Complete PRIVACY & The WARMEST Pool ️"

️BOOKED May 21-25️️This was our 10th VACA home rental (Cali, TN & FL) and without a doubt, Sarah is 1 of our FAVS as she is an exceptional host and it was our pleasure working with her. Her level...

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$278
avg per night
Kissimmee House
Sleeps 14, 5 bedrooms, 5 bathrooms
15 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This lakefront resort pool home sleeps 14 and is steps from the Paradise Palms clubhouse, and only minutes from Disney World, Universal, and all Orlando attractions. Featuring 5 bedrooms with three king beds, private pool, a Tron themed game & movie room, and themed rooms for the kids including Mickey...

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$220
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
17 reviews

Distance to park: 3 miles to Disney

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Magical Dreams come true in this newly renovated home. Beach and Coastal themed Villa, throughout with something for everyone. We recently renovated the entire home with paint, inside and out, landscaping and decor. Come relax and unwind and enjoy our slice of paradise. The property offers a south...

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Featured review

"Kissimmee Villa (Sept - Oct 2025 = 3 Weeks)"

Overall - perfect location, lovely villa / home, great pool and jacuzzi, everything we wanted and needed! A+A shaky start on arrival with an air conditioning issue, but sorted within a few hours and...

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$142
avg per night
Kissimmee House
Sleeps 15, 5 bedrooms, 4.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to our luxurious and spacious vacation home situated in the stunning gated community of Windsor at Westside. This magnificent 5-bedroom, 4.5-bathroom villa boasts everything you need for an unforgettable vacation with your family and friends, Close to theme parks, shopping mall outlets, restaurants...

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Featured review

"CLEAN & COMFORTABLE, PERFECT RENTAL!"

The location is perfect! It's situated in a sweet little area thats quiet and clean. Yet it's not far from anywhere to drive. Walmart and target are just around the corner as well as a gas station and other...

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$227
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
15 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to M&M Dream Villa – Just 3 Miles from Disney! Experience peace, play, and pure comfort at this quiet and relaxing 4-bedroom retreat, perfect for families and Disney lovers alike.M&M Dream Villa – 4BR Family Retreat Just Minutes from DisneyWelcome to M&M Dream...

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Featured review

"Excellent Home & Excellent Location!"

We absolutely loved our stay here. From the moment we arrived, everything exceeded our expectations. The home was beautifully maintained, incredibly comfortable, and had everything we needed for a relaxing...

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$226
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
20 reviews

Distance to park: 4 miles to MGM, Universal, Epcot,

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beautiful and spacious 4 bedroom /3 bath private villa only 3 miles to Disney and all parks. Including heated pool/jacuzzi and game room and Wi fi . Fully furnished with all kitchen needs . Greatest location to shopping , all major restaurants and stores including supermarkets and more. Minutes to...

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Featured review

"Everything a family would need for a great stay!!"

Location was great, close to attractions, many restaurants and shopping. The house was nicely played out and spacious. Love the heated pool and game room. Everything you need is available.

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$130
avg per night
Kissimmee Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
15 reviews

Distance to park: 12 miles to All Disney Theme Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you will be visiting Orlando Florida for all of the great attractions including Walt Disney World, Universal Studios, Sea World theme parks, and all of the other major attractions? You can stay in our beautifully decorated 3 bedroom private villa, which boasts it's own private pool for less than...

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Featured review

"Wonderful Vacation"

We enjoyed a lot during our stay. Everything was perfect! Thank you Mariana for making our stay excellent.

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$109
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enchanted Oasis at EmeraldOnly 15 minutes to Disney! Private Pool & Spa with heating available at the perfect vacation retreat in this stunning 7-bedroom, 6-bathroom home, located in the sought-after Emerald Island Resort. Designed for unforgettable stays, this property features covered poolside...

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$297
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

***Off-Peak Special: Main House Only rental (4BR/3BA, sleeps 8) available during select dates. Includes private pool/spa. (Note: Guest Suite/Casita not included). Message for availability and a quote!***Newly painted throughput New wood/plank flooring has been fitted in the main house. The main...

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Featured review

"Excitement Place at Christmas time was Incredible!"

Knowing at the beginning of 2024 that we were going to take a family vacation to Disney World with all of our children and grandchildren over the Christmas 2024 Holiday, we would need accommodations for...

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$231
avg per night
Kissimmee Villa
Sleeps 20, 9 bedrooms, 5 bathrooms
94 reviews

Distance to park: 7 miles to Disneyworld

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

SCAN QR CODE for a VIRTUAL TOUR.WE ARE A TOP 5 STAR LUXURY VILLA AND INVITED TO FEATURE ON THE EMMY AWARD WINNING SHOW STAYCATION ON THE DESTINATION CHANNEL.Experience luxury and entertainment in this 9-bedroom villa that has 7 different themed rooms, a private pool/hot tub, and unobstructed...

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$745
avg per night
Kissimmee Villa
Sleeps 10, 4 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Name Of Home: Walking on Sunshine VillaLocation: Windsor Hills Resort (24/7 guard gated community - Disney World only mins away!)Home Highlights: Recently Renovated Home - Incredible Air Conditioned 80s Game Room - Private South Facing Pool/Spa - Bunk Bedroom with PS5Property Type: Single...

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$319
avg per night
Kissimmee Villa
Sleeps 15, 6 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Start your magical vacation here! Step into Wishing Star Haven, where Disney dreams meet luxury—just 10 minutes from the parks! Designed for families and groups who love both adventure and relaxation, this villa is packed with magic and comfort6BR w/ themed Minions, Avatar & Guardians +...

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$651
avg per night
Kissimmee House
Sleeps 12, 6 bedrooms, 4.5 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Moran Disney Rentals would love to welcome you to our Luxury 6 bedroom house which is perfectly located on the exclusive Emerald Island Resort community less than 3 miles from the Walt Disney a world Parks in Florida. This property has 6 bedrooms two of which are master bedrooms with a further two and...

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Featured review

"2 week holiday"

Had a lovely time at Katrina’s villa who is excellent to book through and communicate with . The villa is very well equipped with everything you could think of . It’s very spacious. Emerald island is...

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$162
avg per night
Kissimmee Villa
Sleeps 26, 9 bedrooms, 10 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Imagine a vacation like no other spent in a 9 bedroom, 10 bath custom luxury lakefront pool villa. The Formosa Grand is located in the exclusive gated community of Formosa Gardens Estates and one of the closest communities to Disney (less than 10 minutes!!) No expense was spared in the gorgeous estate...

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Featured review

"A Christmas To Remember"

My Family and I So Enjoyed This Beautiful Mansion For The Week Of Christmas. The Entry/Foyer was decorated with a beautiful tall Christmas Tree. As well as Christmas Decor around the house. Which was an...

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$971
avg per night
Kissimmee Townhome
Sleeps 9, 3 bedrooms, 3 bathrooms
15 reviews

Distance to park: 5 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

**The private pool is not heated unless requested by the guest. Pool heating is available for an additional fee of $10.00 per day. Pool heating must be arranged and paid for prior to arrival.***Minimum rental age is 25 years old (exception for married couples and active duty military) *Pets are not...

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Featured review

"FANTASTIC property!"

This is the place to stay! This rental truly felt like a home away from home. It was a short drive to countless restaurants and shopping...location is perfect! If you're going to Disney, you'll only...

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$148
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 4.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

5 star property! Reviews say it all!You will be delighted by the great combination of lux comfort and Disney theming for the whole family! Located in the upscale Emerald Island Resort gated community, our newly remodeled home is a welcome oasis to return to after a long day enjoying the parks. Relax...

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Featured review

"Where to even start!!!"

Whenever we travel, I read reviews. Some reviews you wonder about because no two people seem to see it the same way. However with this house everyone seemed to love it and after staying there I can see...

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$373
avg per night
Kissimmee House
Sleeps 20, 8 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Located in the exclusive ChampionsGate Resort, Charming Escape at Drop Shot is a luxury vacation retreat home designed for families ready to experience the best of Disney and Universal. This spacious 8-bedroom, 6-bath property comfortably hosts up to 20 guests, combining upscale design with family-friendly...

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$395
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
8 reviews

Distance to park: 3 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sample the Florida lifestyle in our four-bedroom, three-bathroom spacious air-conditioned villa with 26ft x 13ft privately screened, heated, south-facing swimming pool and spa.Located on the peaceful Indian Creek community, our holiday home is comfortably furnished throughout, only 3 miles away from...

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Featured review

"A nice place for a Florida getaway !"

Comfortable and clean home in a nice neighborhood. Well furnished and close to Attractions, with easy access to shopping and dining. I would definitely contact the hosts again for any future stays in the...

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$181
avg per night
Kissimmee House
Sleeps 10, 3 bedrooms, 2 bathrooms
29 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Escape to our modern coastal home, a private oasis just 4 miles from Disney World! Perfect for families, this spacious retreat comfortably accommodates 4 adults and 6 kids. Enjoy a private pool for relaxing after long park days, a fully equipped kitchen for family meals, and a dedicated workspace if you...

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Featured review

"Vacation retreat/$15 Uber to Disney/ HGTV looking retreat"

We are completing our stay in the morning at this beautiful vacation retreat! We brought the family all seven of us ranging from age in two years old to 60 years old. The pool and patio is incredibly maintained,...

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$144
avg per night
Kissimmee House
Sleeps 15, 5 bedrooms, 5 bathrooms
18 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy this family friendly, five bedroom Orlando vacation home that sleeps 15 people and features a private pool, a Super Mario game and movie room, and themed rooms for the kids including a Beauty and The Beast castle room and Transformers! The entire interior of this home is brand new, so you'll...

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$210
avg per night
Kissimmee House
Sleeps 16, 7 bedrooms, 4 bathrooms
13 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Relax in the comfort of this luxurious, family friendly, seven bedroom, resort vacation home that sleeps 16-18 people. Featuring a private pool, Avengers movie room, themed rooms for the kids including Star Wars, Harry Potter and Pirates themes, and resort amenities included at the exclusive Terra Verde...

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$249
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

⭐Perfect Family Destination ⭐Best lania/pool ⭐Minutes to Disney/Attractions/Conveniences ⭐ Fun/Clean/ComfortableThis is a fantastic house for family getaways! Enjoy the Food and Wine Festivals. Mickey's Not So Scary Halloween Party, Unforgettable Disney Christmas celebration, and everything...

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$373
avg per night
Kissimmee Villa
Sleeps 14, 6 bedrooms, 3.5 bathrooms
31 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Crush's Crash Pad WDW and M&M Legacy Rentals LLC would Love to welcome your family and friends to our Luxurious 6 bedroom 4-bathroom Oasis at Windsor Hills resort. We are located within the World-Renowned Windsor Hills Resort in Kissimmee, FL, just 2 miles to Walt Disney World. We overlook the...

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Featured review

"Perfect family vacation home"

Great location close to shopping and entertainment. All restaurants within minutes. House is amazing with everything we could have needed. Pool and Hot Tub area perfect for the family and the kids loved...

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$431
avg per night
Kissimmee Villa
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Minnie's Mansion! A 5 bd/ 5 bth pool home located in the closest community to Disney World-Windsor Hills Resort!WE HAVE ALL 5 STAR REVIEWS ON VRBO #3553563This resort features, $2.1 mil Lagoon Style pool with Zero Depth Entry and Water Slides. Also, with a Water Park for the littles!...

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$236
avg per night
Kissimmee House
Sleeps 14, 5 bedrooms, 4 bathrooms
15 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to The Marvel Mansion, a spacious five bedroom Orlando vacation home that sleeps 14 and features a large private fenced backyard with pool & spa, a Super Smash Bros movie theater & game room, TWO king bedrooms, and themed rooms for the kids and adults including Spider Man, Guardians of...

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$260
avg per night
Kissimmee House
Sleeps 16, 6 bedrooms, 5 bathrooms
19 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to The Minions Mansion, a family fun, six bedroom resort vacation home that features a private pool, four KING bedrooms, a Minions themed bedroom, Star Wars themed arcade & movie theater, a billiards pool lounge with air hockey, a Super Mario gaming loft, and more! Located only minutes from...

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$294
avg per night
Kissimmee House
Sleeps 16, 6 bedrooms, 5 bathrooms
14 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy the sunrise & sunsets in this family friendly, lakefront, 6 bedroom resort vacation home featuring a private pool & spa, 2 king bedrooms, Minions themed arcade & game room, and themed kids rooms including Toy Story, Star Wars Mandalorian, and a Pacman gaming room! Located only 5 miles...

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$319
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Your Family’s Kissimmee Retreat — Space, Comfort & Resort Luxury Minutes From Disney Step into a 4,000 sq ft haven designed for families and groups who want to spread out, relax, and create unforgettable memories together. With a private heated pool + spa, multiple king suites,...

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Featured review

"Kissimmee Home/Windsor"

My family & I enjoyed our stay at this lovely home during the summer time. This house gave us an enjoyable experience that we will all remember. We didnt have any problems with the house and we hope to...

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$297
avg per night
Kissimmee House
Sleeps 14, 6 bedrooms, 4 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your ultimate themed vacation experience in the heart of Kissimmee, Florida! Prepare to embark on an extraordinary journey as you step into this spectacular 6-bedroom, 4-bathroom house in the prestigious Windsor Hills community. This newly listed paradise has been meticulously designed to immerse...

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Featured review

"Amazing"

This was an amazing experience for my kids and I. I would definitely choose again!!!!!!!!!!!!!!!!!!!

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$305
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms
8 reviews

Distance to park: 7 miles to Disney Hollywood Studio

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautiful, clean and spacious 5 bedroom and 4 bath house in the most sought after community near Disney! 10 minutes drive to Disney and you can hear the Disney fireworks at night. Close to stores, restaurants and tons of shops. The house was renovated and professionally designed recently. The house has...

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Featured review

"Exceeded expectations"

Beautiful home with every amenity possible from tp, paper towels, dishwashing pods, Mickey themed crock pot, waffle maker, every piece of cookware and utensils you could ever want, Keurig w/pods, traditional...

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$158
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 5.5 bathrooms
2 reviews

Distance to park: 5 miles to Disney World

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Excellent Private Detached Family Vacation home/Villa located in the Prestigious Man Gated Vacation Resort of EMERALD ISLAND RESORTS. SPECIAL DISCOUNTS FOR LONGER STAYS !!! . Monthly bookings during January to April at special Monthly Rates available. _________________________________________________________________ (Please...

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Featured review

"Amazing 7 Bed rooms Villa Near Disney"

Our stay with Family and friens were superb. Cost is just a fraction of what otherwise with any Hotels. VEry large House with 7 Bedrooms and 6 Wash rooms. Own private pool and lanai . Bbq grill was provided...

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$195
avg per night
Kissimmee House
Sleeps 18, 6 bedrooms, 5.5 bathrooms
60 reviews

Distance to park: 4 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Some of the best features of this house from more than 300 5-star Guest Reviews • Beautiful Vinyl Plank Flooring in all bedrooms, halls and on the steps • Less than a 4-mile drive to Disney World’s Animal Kingdom Theme Park • Two leather couches with a total of 4 power reclining...

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Featured review

"Very nice vacation rental fairly close to Disney"

We had a really nice stay for 8 days in December 2025. Emerald Island is a higher end gated community, safe area, convenient to the parks, shopping, & restaurants. The house is huge, comfortable beds,...

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$157
avg per night
Kissimmee House
Sleeps 12, 5 bedrooms, 4 bathrooms
8 reviews

Distance to park: 6 miles to Disney Animal Kingdom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

***FREE WIRELESS INTERNET JUST BRING YOUR MOBILE DEVICES**. (Please note - there is no landline in the home). Your relaxing home from home. 15 minutes to Disney. Located on a gated community.Sleeps a maximum 10 guests, with a maximum of 8 guests over the age of 14 years old.As you enter our...

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Featured review

"Great Location"

The house was very nice. We enjoyed the pool, spa and game room. Very close to Disney. Great place to stay on vacation. Highly recommended.

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$218
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
9 reviews

Distance to park: 5 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located in the 5 star gated (guarded) resort of Windsor Palms, this 4 bedroom home is minutes away from Disney World, Universal Studios, and other major attractions. Keyless entry for easy access.You'll find all the comforts of home including a private pool, flat screen HDTVs, XBOX 360 and N64,...

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Featured review

"Great Experience"

We stayed at Don’s villa in late July-early August of this year. True to its description, the villa not only met our expectations but surpassed it. As regular repeat guests who have stayed at Windsor...

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$225
avg per night
Kissimmee House
Sleeps 10, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

POOL SAFETY FENCE!!!! - Florida law requires that doors leading out to the pool have an alarm. THAT IS NOT ENOUGH!. If you are traveling with children please make sure the house you are renting has a pool safety fence.WE HAVE A NO PET POLICY FOR ALERGY REASONSThis Beautiful home is well situated,...

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Featured review

"Fabulous home"

The home was comfortable for our big group. The kitchen was well stocked with utensils, cookie sheets, and bowls. We were able to make our Christmas brunch! The game room was fun for the teens. The location...

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$161
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Want to enjoy a stay at a vacation home for you and your family? Our house offers a direct escape to a vacation paradise just for you! It offers 4 bedrooms and 2 bathrooms, and accommodates with a cozy living room. In the garage, there is also a game room for you or children to relax and have some fun....

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$165
avg per night
Kissimmee Villa
Sleeps 9, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Immerse yourself in luxury at our Kissimmee villa, perfectly located minutes from Disney and Universal. Nestled in a secure gated community, our home boasts a private pool and spa, a fully-equipped modern kitchen, and comfortable bedrooms including a master suite with a king bed. Exclusive amenities include...

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$195
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sunset Villa - your gateway to a magical Florida holiday experience. This ideally situated villa gives you convenient access to all Disney, Universal & Sea World theme parks, Sunset Villa is located in the community development of Cumbrian Lakes, (a gated community) set in a rural conservation area,...

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$195
avg per night
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