Vacation rentals with a pool in Cypress Gardens

4.95 out of 5 average rating, 152 reviews

A private heated pool is surrounded by a screened enclosure, featuring comfortable lounge chairs with a vibrant pattern. Lush green grass and trees are visible beyond the pool area, creating a serene outdoor setting with ample natural light.

Home in Kissimmee

4 bedroom, south facing pool 3 miles to Disney

Create family memories in our stunning pool home with Star Wars, Minnie and Mickie themed twin rooms. Elegant and comfortable king bed master bedroom with your own private bathroom and soaking tub! Delightful queen bedroom that also features its own private bathroom with shower. Enjoy a heated south facing pool (heating extra charge) with no rear neighbors. We are located in a guard gated community that features a large pool, clubhouse with a gym, arcade, movie room, and various sports courts.

5 out of 5 average rating, 4 reviews

A vibrant community water park features multiple water slides and splash zones, surrounded by colorful structures. The area is well-maintained, with a blue surface and playful water features. Lush greenery is visible in the background, enhancing the outdoor experience.

Townhouse in Kissimmee

free waterpark-WindsorHills-minutes to parks

- Magic Kingdom 8 miles - Epcot and Hollywood 5 miles - Animal Kingdom 4 miles - main floor king bed - upstairs king bed - upstairs queen & twin bed - Private Heated Pool: Enjoy your own private heated pool! Pool heat is provided seasonally from Dec-Mar – never an extra charge for pool heat - all new furniture&linens - Free community water park - short walk from house - community pool, hot tub, play to play arcade, playground, ping pong, pool table, theater, gym, pickleball & basketball court

4.86 out of 5 average rating, 7 reviews

A private pool area is enclosed with a screened lanai, featuring a tranquil pool surrounded by a spacious deck. A table and chairs are set under an umbrella, with a barbecue grill visible nearby. Lush greenery is present in the backdrop.

Home in Davenport

Acres View 5bed/4bath near Disney. Own Pool & Spa!

Relax with the whole family at this peaceful place to stay. 5 bedrooms and 4 bath private villa with two living rooms . Close to Disney and all theme parks and also only moments to Posner park for the shopping enthusiast. Enjoy nearby events and all the parks yet come back to country views and rejuvenation at your private heated * pool and *spa! 35 to Orlando International Airport! * let us know at booking if you want pool/spa to be heated for $40/day. •BBQ available for cleaning fee of $65.

4.89 out of 5 average rating, 106 reviews

The two-story home is set amidst a serene landscape, featuring a large pond with a central fountain. Lush greenery surrounds the property, with nearby gazebos visible in the distance. The home's architecture showcases terracotta roofing and a mix of contemporary and traditional design elements.

Home in Haines City

Breathtaking Home

New two story home with private pool, patio, barbecue area & game room. Surrounded by parks, gardens, tranquil lakes & walkways with breathtaking views. Resort amenities located right across the street with an amazing clubhouse (private owned), Bar & Grill restaurant, water park (extra fee), arcade, gym, volleyball court, soccer & football fields, & event center for parties & weddings. (Pet free home) 12 mi Legoland/19 mi Disney/26 mi SeaWorld & International Drive/29 mi Universal Studios.

4.92 out of 5 average rating, 257 reviews

A private outdoor area features a saltwater pool surrounded by modern chaise lounges and a hammock for relaxation. The space is enclosed with a screened roof, allowing natural light while providing comfort. Tables are present for outdoor dining, complemented by the vibrant turquoise accents.

Guesthouse in Orlando

Modern Guest Studio (Private) Pool / Spa available

Private Guest Studio (Not Shared ) in a Perfect Orlando location, 5 minutes from I-Drive, Universal Studios, Disney World & Premium Shopping Outlets. Very Quiet lovely neighborhood with Biking distance to "Restaurant Row" where all your favorite restaurants are located. Pool & Spa available (Not Shared) All major highways at your finger tips / ride 15 min to Disney! This space has an industrial modern look with high ceilings, Stay and cook with all the amenities including a Washer and Dryer.

5 out of 5 average rating, 5 reviews

The outdoor area features a private pool and spa within a screened enclosure. Lounge chairs are positioned beside the pool, with a view of surrounding greenery. The patio area is paved with stone, providing a spacious area for relaxation and enjoyment.

Home in Davenport

New! Windsor Island Resort with pool by Disney 03

Bring the whole family to this great place with lots of fun! This spectacular home is ideally located within the Windsor Island Resort within a short drive to Disney World, Universal, Disney Springs, and many others! With a private pool/spa, 10 bedrooms and 8 bathrooms, your can enjoy the relaxing and fun atmosphere together! **Walt Disney World --20 min **Grocery & drug store -- less than 5 min **Orlando International Airport -- 40-50min **Universal Studios --35 min **Sea World -- 28 min

4.88 out of 5 average rating, 16 reviews

A serene pool area is depicted at dusk, with lounge chairs positioned beside the water. Soft lighting along the fencing illuminates the space, while clouds gather in the sky above, hinting at a tranquil evening by the pool.

Home in Eagle Lake

LakeViews PrivatePool Retreat Small Boutique House

Escape to this charming boutique-style retreat nestled by the lake, perfect for couples, small families looking for peace and privacy. Enjoy the luxury of your own private pool, breathtaking lake views, and thoughtfully designed interiors that blend comfort with style. Whether you're sipping coffee on the deck at sunrise, taking a dip in the pool under the stars, or exploring nearby nature trails and local gems, this tranquil hideaway offers the perfect balance of relaxation and adventure.

4.93 out of 5 average rating, 42 reviews

A spacious screened-in pool area features a clear blue pool surrounded by several lounge chairs and floatation devices. Sunlight reflects off the water, creating a serene atmosphere. The patio is enclosed, providing privacy and comfort for relaxation.

Home in Kissimmee

3 BR Private Pool Home 5 miles from Disney

Beautiful 3 bedroom Pool Home. It's located just minutes from Disney World, Sea World, Universal Studios, and other Orlando attractions. This home has one of the largest screened in pool areas in the neighborhood, along with complete privacy! Everyone will love the large game room with air conditioning. New 4K TVs installed in all rooms. This property has been listed on another website and has a 5 star average with 77 reviews. Free Pool and Spa Heat along with Gas Grill are offered.

4.92 out of 5 average rating, 36 reviews

Home in Kissimmee

Stunning Home with Pool Minutes to Disney!

Relax and unwind in this exceptionally appointed 4 bedroom home with tons of space for your family to enjoy. Fully stocked for your home away from home. Private heated pool (heat included). Large TV in family room, both master bedrooms and 2 family bedrooms. Cozy luxury accommodations. Game room with ping-pong table, basketball and foosball table. Wifi included for your convenience. Have fun with the whole family at this stylish place.

4.84 out of 5 average rating, 174 reviews

A welcoming entrance sign of Storey Lake stands prominently, featuring a graphic of a palm tree and water. Lush greenery and colorful flower beds surround the stone structure, creating an inviting first impression of the community.

Townhouse in Kissimmee

Luxury townhome with private pool

Brand new fully furnished townhome with private pool in gated community. Spacious living and dining rooms ideal for large family gatherings. Free parking situated in front of house. Walking distance from lake and short drive from attractions, malls, and golf course. The unit has fast Wi-Fi, and many smart devices can be connected to the Wi-Fi. Extra charges will be added to your reservation for pool heating, BBQ and others.

4.93 out of 5 average rating, 61 reviews

A private outdoor area features a rectangular pool, surrounded by a screened enclosure. Colorful lounge chairs and a small table offer seating, while a barbecue grill is positioned nearby. A green inflatable float rests in the water, and a bamboo plant adds a touch of greenery.

Townhouse in Kissimmee

Pool Townhouse only 5mi from Disney-FREE resort!

No compromises here! This is the personal experience you have come to expect from an AirBnb vacation. We are not a mass-managed unit like most! Gorgeous pool home at Paradise Palms Resort, featuring an elegant Clubhouse with a free vintage movie theater, game room, Convenience and souvenir shop, pool side bar and restaurant, 24 hour security, playground, ball courts, resort pool with Waterfall and the best LOCATION!!!