
Vacation rentals with a pool in Haines City
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Haines City
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Luxury Home 4/3 near Disney, 2 Masters
Luxury 4 bedroom home located in a quiet, gated community about 15 miles from Disney World. The travel time to Disney will depend on the traffic but is usually between 30 and 40 minutes. Fully furnished with 2 master King bed suites, one queen bedroom and one bedroom with 2 twin beds. 3 full baths. 5 high definition televisions, high speed Wifi, free long distance phone calls to US, Canada and UK. Large pool and spa. Large game room with many games and activities for children of all ages.

Southern Dunes Villa - Pool - Golf - near Disney
Stunning executive home with a south facing screened in-ground pool overlooking the 2nd hole of the Southern Dunes Golf Course. 13 miles from LEGOLAND, 22 miles from DISNEY, 29 miles from UNIVERSAL, this is the perfect place to relax after a busy day at the parks. Impeccably maintained, our villa features upgraded furniture, electronics, mattresses and flooring. Southern Dunes is a gated golf community that prides itself on the quality of its golf course & the security & beauty of its homes.

Adorable Agave Suite w/ private pool and entrance
Relax & unwind in The Agave Suite, located in a peaceful lake town. This will be your “shome” away from home. Upon entry of the the property you will find a private entrance, covered parking, private screened in pool and mature trees. Your guesthouse comes equipped with 1 cozy queen size bed, pull-out sofa bed, walk-in shower, kitchenette, smart tv, wifi and more. Looking to explore? We are centrally located to your nearest parks & Florida attractions. Close to fishing docks & bike trails.

Oak Promenade Peaceful Studio with Private Pool
‘The Studio’ is your peaceful retreat steps away from your own sparkling private pool! You’ll be located in an elegant cul-de-sac of a quiet neighborhood - a perfect way to wind down from long, busy days at theme parks. 20 minutes from Disney World 27 minutes from Universal 25 minutes from Sea World If you are traveling with friends and/or family, we also have another studio right next door! airbnb.com/h/thousandoakspeacefulstudio This is a safe space. You are welcome here!

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, arcade and gym (extra fee), soccer & football field, & event center for parties & weddings. (Pet free home) 12 mi Legoland/19 mi Disney/26 mi SeaWorld & International Drive/29 mi Universal Studios.

Chic Vibes Comfy King Bed Next to Parks/Food/shops
Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

Great Location | Heated Pool | Awesome Design
Welcome to Casa Bahama, an inviting and attractive vacation home situated in a peaceful, centrally located gated community. Our spacious property is designed to provide you with a comfortable and memorable stay, allowing you to unwind and appreciate all that the surrounding area has to offer! Our prime location puts you just minutes from a range of popular attractions, including all of the Disney Attractions. • 12 Miles to Old Town • 21 Miles to Universal Studios

Sandy's Southern Dunes Villa
This villa is in the Southern Dunes Golf & Country Club, which is an immaculately kept, secure complex, which maintains a 24-hour manned gate, making this a safe place to stay. There are community swimming pools, tennis courts, a gym, library and children's playground for those days when meeting Mickey Mouse is just too much trouble. With a Super-Walmart a minute away plus Dicks and several well-known restaurants just further away, virtually everything is on hand.

It's too much like a elegant mini-hotel (7)
It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless friendly and courteous guests from Brazil. We will always welcome you!

3bd/2.5b Close to Disney °Luxury Paradise Living
Welcome To our beautiful, peaceful piece of paradise. A family friendly home! Enjoy the beautiful views, luxury decor, fine foods near you, and all this home has to offer! This home is all about creating loving memories. This beautiful home is newly built has 3 bedrooms 2.5 bathrooms, over 2,000 sqft, all new furniture, and super fast internet speed. The resort has a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Southern Dunes Golf Vacation Villa
This picture perfect executive villa is located within the Southern Dunes Golf and Country Club. This open concept villa includes 3 bedrooms that can comfortably accommodate up to 6 guests. This villa is located on the prestigious Southern Dunes Golf Course and offers guests a beautiful private swimming pool, outdoor dining area with a TV and BBQ within a fully gated community accompanied by 24 hr security at the front gate.
Popular amenities for Haines City rentals with a pool
House rentals with a pool

Elegant Golf Course Home in Southern Dunes

3BR Family Home near Orlando!

Sweet vacation home.

LUXURY HOME!! 4BEDS/3B. PRIVATE POOL!

Highly Rated: Pool, Golf Views, Disney, Legoland

Spacious 4BR Retreat with Heated Pool! Near Parks!

Disney Golf Dreamhouse with Pool 20 min to Disney!

Legoland Getaway 7 mins • Sleeps 7 • Elevator
Condo rentals with a pool

Stylish Condo 20 mins to Disney/King Bed

Resort home by lake, near Disney, no extra fee808

Resort Style Sunshine Oasis near Theme Parks

Golf Front Luxury Penthouse: Views, Marvel, 2Pools

Spacious Apartment Near Disney

Brand New AwardWinning Renovated Condo Near Disney

Orlando Spacious 2 Suites & Resort-Style Pool

"Ocean's Gate" - 2BD/2BA condo near Disney
Other vacation rentals with a pool

Cozy, Relaxing & Fun Gateway!

Skyblue Villas

Luxurious Living 15 minutes from Disney.

Family 3BR Pool Home Near Disney w/ Private Patio

Morols Kingdom Villa In A Gated Community!

Lovely 4BR Home w/ Pool & BBQ at Solterra

HOME *Heated POOL*Lake VIEW*Pet Friendly!

Hidden Luxury Paradise Near Parks
When is the best time to visit Haines City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,432 GYD | G$29,059 GYD | G$29,686 GYD | G$28,641 GYD | G$26,550 GYD | G$27,178 GYD | G$28,223 GYD | G$26,760 GYD | G$25,296 GYD | G$25,923 GYD | G$28,014 GYD | G$32,195 GYD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about vacation rentals with a pool in Haines City

Total vacation rentals
Explore 840 vacation rentals in Haines City

Nightly prices starting at
Haines City vacation rentals start at G$4,181 GYD per night before taxes and fees

Verified guest reviews
Over 15,890 verified reviews to help you choose

Family-friendly vacation rentals
750 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
470 properties have a dedicated workspace

Wi-Fi availability
830 of Haines City vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Haines City rentals

4.7 Average rating
Haines City stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with pools Polk County
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Give Kids the World Village
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- ICON Park
- Disney's Hollywood Studios
- Island H2O Live!
- Camping World Stadium
- Southern Dunes Golf and Country Club




