Villa vacation rentals in Wildwood

Find and book unique villas on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Wildwood villa rentals

Private villa rentals

Superhost
The front view of a single-story home is displayed, featuring a landscaped garden with various shrubs and small plants. A white picket fence surrounds the property, and a golf cart is parked nearby. The American flag is visible near the roof, under a partly cloudy sky.
Villa in The Villages
4.9 out of 5 average rating, 20 reviews

Beautiful villa near Sumter Landing w/ Golf Cart

ChrisRating, 5 stars14 months ago
What a great find for us when we booked Lisa’s place. The villa was fully equipped with everything that we needed. It was cleaner than clean. We couldn’t have asked for more. There was an electric golf cart for our use. Which was really an added bonus when visiting the villages. Typically we would have gas to rent one or borrow one from one of our friends. BONUS FOR SURE! Thank you Lisa!!!!! During our stay the clothes dryer went out when we were there and Lisa went the extra mile to have a new dryer installed in just 4 days. The technicians explained the dryers functionality and were extremely informative and nice. We considered Lisa’s response above and beyond and would highly recommend renting from her in the future. We will be back for sure. If Airbnb had a 10+++ I would give it to her and her place. Randy and Chris Gibson
Superhost
The exterior of a spacious villa features a welcoming entrance with a large arched doorway. Flanking the entrance are two palm trees and neat landscaping. A three-car garage is visible, along with a wide driveway leading to the front door.
Villa in Four Corners
4.81 out of 5 average rating, 27 reviews

Spacious 4 bed South Facing Pool Villa near Disney

BrettRating, 5 stars2 months ago
This was my family’s second time staying at the home and it was yet again amazing! Our host is so helpful and friendly and the home is beautiful! We loved staying there for the second year in a row and we will definitely be going back again next year!
Superhost
A screened-in lanai features a private swimming pool with a clear blue surface. Dining area visible through sliding glass doors includes a table and chairs. The exterior is illuminated, creating a serene ambiance for evening relaxation.
Villa in Kissimmee
4.88 out of 5 average rating, 58 reviews

Crystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home

Martina Rating, 5 stars2 weeks ago
Me and my family had a wonderful stay. We stayed for eight nights and the home is beautiful. Just as the pictures. The home is very clean as well. I would love to stay again.
Superhost
An aerial view showcases the private pool area surrounded by a screen enclosure, featuring a bright turquoise pool and spa. Lush green landscaping borders the space, with nearby residential homes visible in the distance under a clear blue sky.
Villa in Kissimmee
4.89 out of 5 average rating, 61 reviews

Dreamy 4BR Escape | Pool, Games & Spa

ZeidRating, 5 stars4 weeks ago
Booked this place for me and my 2 work buddies for a 3 night work session and it was amazing. They were very responsive to all my questions. When i come back with the family i will definitely rebook this place if available!! Clean, quiet, safe, peaceful, and makes u feel right at home!!
Guest favorite
The outdoor pool area is framed by a screened enclosure, reflecting the warm lights above. The pool water shimmers softly, and a colorful beach ball rests on the surface. A glimpse of the inviting interior, including white furniture, is visible through the large windows.
Villa in Clermont
5 out of 5 average rating, 20 reviews

Luxury home | Lakeside Landing

LoriRating, 5 stars1 month ago
5 stars all around. I can’t rave enough about how this place had everything we needed. Everything was high quality from the towels to the sheets to the pillows and even the appliances. Every detail was well-thought thru from the kitchen being well-stocked to even baby shampoo/body wash in the master bedroom. Thank you thank you for making our stay incredibly relaxing and stress/worry free.
Top guest favorite
The pool deck features a spacious swimming pool surrounded by a screened enclosure. Four sun loungers are positioned nearby, accompanied by a cantilevered umbrella for shade. The tranquil conservation area is visible in the background, providing a peaceful setting.
Villa in Davenport
4.98 out of 5 average rating, 41 reviews

Beautiful 4 Bedrooms on a Peaceful Conservation

MinaRating, 5 starstoday
Best villa we have stayed in and great host, friendly, welcoming and responsive to any queries we had.
Top guest favorite
A serene water scene captures a gentle manatee gliding beneath the clear surface. Sunlight reflects off the water, highlighting the natural ripples and the lush aquatic vegetation below. The tranquil atmosphere suggests a peaceful interaction with nature.
Villa in Homosassa
4.98 out of 5 average rating, 41 reviews

Retreat on the creek 2

JoelRating, 5 stars2 weeks ago
Amazing home. Rich was a great and welcoming host. We will be back soon. Nothing better than shrimp and a cold beer at the freezer. Would highly recommend staying here. Beautiful surroundings.
Top guest favorite
The collage features four areas: the screened-in pool area showcasing a shimmering pool beneath a grid of roof panels; a game room with vibrant lighting highlighting several game tables; a colorful children’s bedroom with Mickey Mouse decor; and the welcoming facade of a modern home with a paved driveway.
Villa in Davenport
5 out of 5 average rating, 36 reviews

25 Minutes to Disney Parks!

MichaelRating, 5 stars1 week ago
This house was absolutely perfect! It was clean, spacious, and exactly as pictured. The pool was a huge highlight- private, and so relaxing. The host was great with communication and made everything super easy from check-in to check-out. No complaints at all, everything exceeded expectations. We highly recommend it to anyone looking for a comfortable and enjoyable getaway!

Luxury villa rentals

Top guest favorite
A spacious themed room is depicted, featuring an imaginative design with a dark, cosmic ceiling. The room includes a large blue slide and a staircase, adjacent to cozy bean bag chairs for seating. Colorful space-themed murals enhance the playful atmosphere.
Villa in Kissimmee
4.98 out of 5 average rating, 107 reviews

4mi to Disney | Games | Private Pool

HarryRating, 5 stars1 month ago
Melissa made every effort to ensure that we were comfortable and had a great time on our vacation. The property was great, a lot to enjoy at the home when taking a rest from Disney and Universal. Overall, I have zero complaints about the Melissas home and would highly recommend it to anyone with a medium to large party.
Top guest favorite
A vibrant themed room showcases a blue slide and bunk beds, enhancing playfulness. Adjacent, a cozy bedroom features rich curtains and themed decor. A home theater room displays a large projector screen and comfortable seating. The private pool area is highlighted with seating, a projector, and colorful inflatables.
Villa in Davenport
4.97 out of 5 average rating, 104 reviews

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

JanetRating, 5 stars2 weeks ago
Angela was great to work with and was quick with responses to any questions or concerns we had. Very spacious house for our family vacation. Loved the pool area and theater room.
Top guest favorite
A private pool features a spacious deck and a whimsical swan float. Adjacent is a covered dining area with views of landscaped grounds. Inside, a kids’ tube slide and superhero-themed decor are seen, along with a game area featuring a billiards table and arcade console.
Villa in Osceola County
4.99 out of 5 average rating, 119 reviews

*Private Resort Oasis: Golf-Front, Pool/Spa/Cinema

MatthewRating, 5 stars3 weeks ago
We had a fantastic stay, Reunion resort is an excellent location close to all the parks and very safe and spotlessly clean, the house was easy to find and straightforward to access. Michael had provided clear instructions prior to our arrival, the house was spotlessly clean and had all the amenities we needed for a fantastic stay. The balcony from the main bedroom was great to sit and enjoy a sunrise with an excellent coffee and our teenagers loved having their own house and games area in the pool house, which had a pool table, pin ball, space invaders and a karaoke machine, If we travel to Orlando again we will certainly re book the house and would whole heartedly recommend it as a great place to stay in Orlando.
Guest favorite
A spacious living room features a large sectional sofa arranged around a wall-mounted television. Natural light enters through large windows, enhancing the airy atmosphere. A game room showcases a pool table and arcade games, while the private pool area is enclosed with a netted structure, ensuring safety and comfort.
Villa in Kissimmee
4.88 out of 5 average rating, 126 reviews

NEW Unique 6BR,private pool,Full game room, + MORE

DanaRating, 5 stars3 months ago
This was a fabulous house. The themed rooms were so much fun. Each room was so carefully and wonderfully decorated. From the cloud room to the camp room to the avatar room. The game room was a blast with its bunk house and slide and movie projector screen. The pool and outdoor area was great to hang out. And the kitchen had everything you could need. We had such an amazing time. Plus our host, Tati, was so accommodating and great to work with. Definitley the best house to stay at.
Guest favorite
A game room features striking themed decor, with large flat-screen TVs and seating. The private pool area showcases a serene swimming pool surrounded by a screen enclosure, highlighted by comfortable lounge furniture. A cozy outdoor seating area is visible, offering a relaxing view.
Villa in Kissimmee
4.95 out of 5 average rating, 138 reviews

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

A'KerianRating, 5 stars1 week ago
I would definitely recommend! Me and my family enjoyed our vacation in this home! The host was very very helpful and responsive and answered any questions we had! The house was very spacious clean and organized. Will be booking again!
Top guest favorite
A spacious bedroom features a lavishly dressed bed with neutral-toned linens and pillows. Natural light streams through the large window, illuminating the room's elegant design. The cozy area incorporates soft furnishings and modern accents, creating a serene and comfortable environment.
Villa in Orlando
4.97 out of 5 average rating, 118 reviews

At Lakes Upscale Villa/Near to Downtown Orlando

JesusRating, 5 stars3 weeks ago
Me and my group had a amazing time!!! Host is quick with responses and is always available if anything is needed. Such a great location and quiet neighborhood.. 10/10 and will strongly recommend ❤️
Guest favorite
A private screened lanai features an inviting pool and hot tub surrounded by lounge chairs. A game room is seen with a pool table, seating areas, and colorful wall decor. Bedrooms are present, including a nursery with themed decor and shared spaces for relaxation.
Villa in Kissimmee
4.91 out of 5 average rating, 111 reviews

33 Disney Villa Game Room Movie Theater Pool

PaolaRating, 5 stars1 week ago
We had a good family time at Cal’s house. Kids have a lot of fun. Great location. Easy instructions and good communication very attentive host !
Superhost
A vibrant gameroom is highlighted by an artificial green ceiling and tropical wall art. A spacious sectional sofa, adorned with colorful cushions, is positioned on a bright area rug featuring bold patterns. Neon lights provide illumination along the walls, enhancing the lively atmosphere.
Villa in Kissimmee
5 out of 5 average rating, 4 reviews

10Br Rainforest - sleeps 31

LatoyaRating, 5 stars1 week ago
Melanie’s house was gorgeous. The decor was particularly impressive. It was very spacious and fully stocked. We had a party of 21 and we never felt overcrowded. The neighborhood sits inside a gated community. The water-park and gym was walking distance from the house. We parked 8 cars with no complaints.

Villa rentals with a pool

Top guest favorite
A serene private pool area is showcased within a screened enclosure, providing protection while integrating nature. Crystal-clear water is complemented by a circular spa at one end and spacious deck space with lounge chairs available for relaxation.
Villa in Kissimmee
4.99 out of 5 average rating, 116 reviews

Beautiful home. Private pool. Close to Disney!

ErinRating, 5 stars1 day ago
The house was very well kept. We had a great time staying here with our family. The pool area was also great. It was close to shopping and restaurants. Jennifer was very responsive to any questions we may have had. We would definitely stay here again.
Superhost
A screened patio surrounds a refreshing saltwater pool, complemented by tropical plants and palm trees. Two teal chairs are positioned nearby, offering a place to relax. The pool area is bright, featuring a blue-tiled edge and a spacious deck of warm-toned pavers.
Villa in Davenport
4.8 out of 5 average rating, 70 reviews

Private Tropical Pool Retreat

CharisRating, 5 stars1 week ago
The pool is the highlight of this house and the surrounding patio area! Every minute I could - I spent on the patio or in the pool! It’s also large and just over 6 ft in the deep end. The master was spacious with a large en-suite bathroom. Kitchen was clean and well stocked with open concept to living room and dining room. Game room was fun also and stocked with games to play. Quiet neighborhood ❤️ Close to all attractions without the craziness.
Guest favorite
A private pool area is framed by a screen enclosure, with views of the lake in the background. Clear blue skies and fluffy clouds reflect in the water. Surrounding greenery adds a natural touch, creating a serene outdoor space ideal for relaxation.
Villa in Kissimmee
4.95 out of 5 average rating, 77 reviews

Lakefront Private Pool Villa, 10min to Disney

JamieRating, 5 stars4 days ago
Peaceful and BEAUTIFUL home!! Worth every penny!
Guest favorite
A colorful arcade room features various classic games, including a basketball shooter and a ski ball machine. A pool table is positioned in the center of the carpeted floor. Nostalgic wall art, depicting iconic video game characters, enhances the fun atmosphere.
Villa in Davenport
4.91 out of 5 average rating, 47 reviews

Family Fun Retreat w/Themed Rooms Free Arcade Pool

DonnaRating, 5 stars2 weeks ago
The home was amazing. It had everything that the description said it had. The pool was great. We rented the grill which was really easy and it was great. The resort was wonderful. I loved the lazy river. Brent was very responsive and provided me with everything that I needed.
Guest favorite
A game room features various entertainment options, including a treadmill, exercise bike, and classic arcade machines. The decor showcases a 'Star Wars' theme with vibrant blue lighting and dark walls, creating an inviting atmosphere for guests to enjoy recreational activities.
Villa in Kissimmee
4.95 out of 5 average rating, 81 reviews

Luxury Villa! /Game Room/ Pool Heater

AntoinetteRating, 5 stars3 weeks ago
Love the beautiful home will come again.
Guest favorite
The image captures a view from the pool, showcasing the villa's large glass windows and covered outdoor seating area. Loungers are positioned around the pool, offering ample space for relaxation. The sparkling water reflects the modern architecture above, framed by a screened enclosure.
Villa in Kissimmee
4.95 out of 5 average rating, 78 reviews

Private Pool & Free Heat - Close to Disney!

BradRating, 5 stars2 weeks ago
It was a wonderful place! The only issue I have is the host stayed outside in her car for over a hour waiting on my family to leave, made me feel rushed! Check out is at 10 am , she was out there at 9 am !
Top guest favorite
A private pool area features newly resurfaced swimming space complemented by lounge chairs with vibrant striped cushions. An outdoor seating arrangement, including a table and chairs, is situated beneath the covered lanai, providing a relaxing space for enjoyment.
Villa in Davenport
4.98 out of 5 average rating, 61 reviews

Quiet Villa w/ pool close to Theme Parks and golf!

LeannaRating, 5 stars3 weeks ago
We stayed on vacation to celebrate our daughter’s birthday and had an absolute blast. We relaxed at the house about three days and the rest of the time we had some pretty fun things planned. The house itself was amazing and had everything you would possibly need. Its was really well stocked with pots, pans, silverware, and cups. We really enjoyed the pool and game garage. The pool was also very well stocked with pool noodles and swim rings. Along with the garage having plenty of games and the board games too. The house was centrally located in a nice quiet neighborhood with everything you would need and more pretty close by. Pam was also very friendly and helpful throughout our entire trip. Her communication was amazing. She went above and beyond for us and that truly meant a lot. We will definitely be staying here the next time we are in the area.
Guest favorite
Villa in Davenport
4.88 out of 5 average rating, 74 reviews

Golf Course Views w/ Large Pool Near Disney

TyfaniRating, 5 stars1 month ago
My husband and I were very happy with our stay at Villa Vienna. The pictures and description were accurate, the home was clean and welcoming, and Kyle was very helpful. The evening of our arrival we discovered there was no blender (asked prior and was told it was one of the amenities). Kyle responded to my message almost immediately and even though it was after 9pm he had a new blender on the way to us via DoorDash. The pool/backyard felt very private, even having neighbors close by. We would love to stay here again. Thank you to Maria for opening your home to us, and to Kyle for making sure we were nothing short of happy during our stay

Quick stats about villa rentals in Wildwood

  • Total rentals

    110 properties

  • Nightly prices starting at

    G$6,276 GYD before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sumter County
  5. Wildwood
  6. Villa rentals