
Holiday 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.

No Airbnb Fees! Pvt Pool/ Game Room/Resort 276301!
Unable to book this house? Don't worry! Check my profile for similar homes that might suit your needs. WE HAVE 24/7 CUSTOMER SERVICE! Tired of visiting the parks every day? Step inside of this beautiful 2,270 sqft house and discover a private BBQ, pool and game room specially designed to entertain your family and keep the fun going. Enjoy the resort's clubhouse with a restaurant, pool with water slide, spa, lazy river, gym, playground and a tennis court. Experience the vacation of a lifetime!

Modern Southern Dunes Pool House on Golf Course
We invite you to Stay at our Updated 3 Bedroom Southern Dunes Pool home with a Golf View located in the award winning Southern Dunes Golf & Country Club. Of all Orlando golf courses in the Central Florida area, Southern Dunes may be the most unique. Located between Disney and Legoland, and Central Florida attractions. So whether it's the theme parks, golfing, beaches, shopping, water sports, fishing, relaxing or all of these, you'll find yourself perfectly placed for a great Florida vacation.

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.

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. Only 13 miles from LEGOLAND and 22 miles from WALT DISNEY WORLD, 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 and the security and beauty of its homes.

Sunny Family Retreat ~ Peaceful Pool ~ Game Room
Unwind in this sunny 4 Bedroom 3 Bath house nestled in a serene family-friendly neighborhood. This prime location allows quick access to nearby restaurants and shops while being just a short drive away from Disney World, Universal, Legoland, and more. The lively pool deck and entertaining game room offer various relaxing and fun amenities. ✔ 4 Comfortable Bedrooms ✔ 3 Large Bathrooms ✔ Fully Equipped Kitchen ✔ Swimming Pool ✔ Game Room ✔ Six TVs w/ Roku ✔ Sun Loungers Learn more below!

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.

Awesome Vacation Home w/ Private Heated Pool/Spa
Sunshine living at its best! The Abbey at West Haven is an enclave of exclusive vacation homes. This gem has been totally redesigned and upgraded for your vacationing pleasure and is the IDEAL choice for your next family vacation or getaway in Central Florida. Stores, restaurants and golf courses are all within 5 mins and Disney just 15 mins away. After a long day at the Theme Parks or a round of golf, relax at the private, pool and spa or enjoy a BBQ on the enormous covered patio.

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.

Full-Service Gated Resort, Disney, Universal, MCO!
Minutes to Theme Parks, Full-Service Resort, Space for the Whole Family, Pools, Splash Pad & Much More! This 3-bedroom villa at Bahama Bay Resort & Spa is ideal for family or group vacations. Comfortable queen beds are standard in the main bedroom and first guest bedroom, while the second guest bedroom features two twin beds. The villa features two full bathrooms. All resort amenities are free and available to guests. 24/7 guard gate and front desk service.

Luxury 3 Bedroom Home at ChampionsGate Golf Resort
This luxurious condo is located in one of the most exclusive golf communities in western Orlando, just 15 minutes from the Disney parks. The property has a direct view of the golf course, offering you the privacy that you deserve on your family vacation. Fully equipped for 10 guests with state-of-the-art furniture and appliances. The property is a two stories condo with private internal stairway that leads to the main social area and bedrooms.

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

Cozy, Relaxing & Fun Gateway!

Upgraded Pool Villa, Spa, Southern Dunes

Golf & Disney Vacation Home

Stunning 4BR home w/Pool

Legoland Getaway 7 mins • Sleeps 7 • Elevator

ChampionsGate Pool Townhouse • Resort Luxury

Heated Pool | Luxury Design | Disney | Golf Course
Apartment rentals with a pool

Magical Champions Gate 3/2 Tuscan Penthouse

Next to Disney and retail therapy

tranquil resort, near Disney, no extra fee.208

Spacious Apartment Near Disney

Stunning view, near Disney.

Sol y Mar Resort Style Condo - NO RESORT FEES

3150-303 Resort Pool View Disney Universal Orlando

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

Wr001or (1stfororlando)

Disney's Championsgate: Private Pool & Arcade Fun!

Balmoral Resort - 192kb

Beautiful 9 Br Pool Home In the Solterra Resort!

Airy, Stylish Home with Pool Heat Included in Davenport

Visit Disney World from a Sunny Home with a Pool

Champions Gate 6bed 5bath Vacation Home

The Manors at Westridge Home W/ Private Pool
When is the best time to visit Haines City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 SGD | $182 SGD | $186 SGD | $179 SGD | $166 SGD | $170 SGD | $176 SGD | $167 SGD | $158 SGD | $169 SGD | $176 SGD | $192 SGD |
| 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 holiday rentals with a pool in Haines City

Total holiday rentals
Explore 870 holiday rentals in Haines City

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

Family-friendly holiday rentals
770 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
470 properties have a dedicated workspace

Wifi availability
850 of Haines City holiday rentals include wifi 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
- Universal's Volcano Bay
- Disney Springs
- SeaWorld Orlando
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Walt Disney World Resort Golf
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Ventura Country Club
- Kissimmee Lakefront Park




