
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.

Stylish Condo 20 mins to Disney/King Bed
Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

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.

Themed Resort Condo-Pool | Spa | Beach | 1st Floor
The Magic Treasure – an affordably luxurious 3-bedroom, 2-bath first-floor condo in the family-friendly Bahama Bay resort, known for its cleanliness and thematic allure. A short drive from Disney parks, the master suite features a king bed and en-suite bathroom. Guests can enjoy the Pirates of the Caribbean themed bedroom or the Finding Nemo themed bedroom. Resort amenities include multiple pools, hot tubs, a sandy beach, splash pad, game room, day spa, tiki bar, restaurant, and sundry shop.

Disney World Area Executive Villa *Sleeps 10* Pool
Luxury Villa in the Disney Area of Orlando. 3 bedrooms and second floor living room with sofa bed, sleeping up to 10 guests Situated in the fabulous Highlands Reserve, Walt Disney World is only 25 minutes drive. The villa features a private screened pool with sundeck, perfect for outdoor dining Spacious accommodation and featuring a master suite with bathroom and walk in closet, children's rooms and games room Infant pushchair, highchair & cot/pac 'n' play Laundry & fully equipped kitchen

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.

Sunset Villa
Sunset Villa is a 3 bedroom, 2 bath single family home that sleeps 7 (max of 5 adults; bunk & trundle has max weight limit of 125lbs) and has a scenic private pool. It’s conveniently located about 20 minutes to Disney World and 30 minutes to Universal Studios, Legoland & Peppa Pig Theme Park. Sunset Villa is inviting with its open floor plan, updated flooring, paint and decor. The screened-in pool offers privacy and comfort with heat (fees apply) and the perfect view of the outdoor TV.

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.

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.

Private Poolside Villa
Lovely, private, poolside villa. The apartment is inside a completely enclosed, block walled pool deck. It provides privacy & your own personal oasis! Due to the proximity to the pool, my place is best suited for adults. I will only host young ones 13 & older that are proficient swimmers. The apartment is behind my personal home with no connecting doors. I live in a centralized location. I am within walking distance to restaurants, park, arcade, gym & library.

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! Check it out here: airbnb.com/h/thousandoakspeacefulstudio

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

KokomoVilla Pool Home at Southern Dunes

Beautifully Updated Home w/ South Facing Pool

Highly Rated: Pool, Golf Views, Disney, Legoland

Stunning 4BR home w/Pool

Disney Golf Dreamhouse with Pool 20 min to Disney!

Luxury Tropical Themed Villa With Lake View!

Villa Bermuda Orlando

Live the Magic
Condo rentals with a pool

Disney Oasis by the lake

Luxury 3 Bedroom Home at ChampionsGate Golf Resort

Spacious Apartment Near Disney

Sol and Mar Resort Style Condo - NO RESORT FEES

Orlando Spacious 2-Suites & Resort-Style Pool

"Ocean's Gate" - 2BD/2BA condo near Disney

3171-107 Resort Lake View Disney Universal Orlando

"Stunning Condo Stay Disney Orlando, 2Bed/2Bath"
Other vacation rentals with a pool

Skyblue Villas

Family Pool Home w/ Game Room & Themes

Luxuria Homes - Pool | Game Room | Themed Rooms

Amazing large villa with large South facing pool!

Morols Kingdom Villa In A Gated Community!

Disney on the Dunes

La Casita in Kokomo Bay

New Modern Home near Disney in Orlando
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$28,474 GYD | G$29,102 GYD | G$29,730 GYD | G$28,683 GYD | G$26,590 GYD | G$27,218 GYD | G$28,265 GYD | G$26,799 GYD | G$25,333 GYD | G$27,008 GYD | G$28,265 GYD | G$30,777 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 870 vacation rentals in Haines City

Verified guest reviews
Over 15,740 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
470 properties have a dedicated workspace

Wi-Fi availability
850 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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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town
- Epcot
- ESPN Wide World of Sports
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Live!
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club




