
Holiday rentals with a pool in Haines City
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Haines City

Total holiday rentals
Explore 810 holiday rentals in Haines City

Nightly prices starting at
Haines City holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 16,050 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
470 properties have a dedicated workspace

Wifi availability
810 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
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.

Bamboo Bus -Sauna/Pool/Fire pit/Grill
Bamboo Bus is a unique, romantic and tranquil spa like getaway, perfect for relaxing with your significant other, family or friends. Enjoy the pool, unwind in the barrel sauna, grill your favorite meals and gather around the fire pit for s’mores under the stars. Located less than a mile from Lake Pierce, bring your kayaks and explore nearby lakes and state parks. Just 20 mins to LEGOLAND and 50 mins to Disney, it’s the perfect peaceful escape with easy access to Central Florida attractions.

Luxury Tropical Themed Villa With Lake View!
Just a half-hour from Disney and other major theme parks, this beautiful Tropical style home has a sunset lake view and was recently renovated with brand new furniture! The house resides comfortably in a gated community with 4 bedrooms and 3 bathrooms in a 2-story, 1700 square foot tropical setting! A private heated pool and Tesla charging is also accessible at the home. The Southern Dunes community boasts a large public golf course within a few minutes walk through the neighborhood!

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.

Entire Vacation Home- Legoland
Take a break in this oasis of peace where you can relax and have a cozy space to work from a mini office. This beautiful house with a strategic location near markets such as Walmart, Publix, Winn Dixie, as well as restaurants near the area, just minutes from the Disney attraction parks and approximately 30 minutes from Orlando International Airport. Feel calm in this community that offers 24 hour security and a gated community so that you can enjoy your family peacefully.

KokomoVilla: 4BR Southern Dunes Pool Home
Southern Dunes vacation rental in Haines City, Florida, KokomoVilla is a spacious 4-bedroom, 3-bath pool home overlooking Southern Dunes Golf & Country Club. This family-friendly vacation rental sleeps up to 10 guests and features a private screened pool, golf course views, and a prime location between Disney and Legoland. Ideal for golf trips, family vacations, and extended Central Florida stays, KokomoVilla offers comfort, convenience, and resort-style relaxation.

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.

Southern Dunes Home w/ Pool, Spa & Game Room
Look no further for your next vacation! Bermuda Pointe is a beautifully-appointed, spacious home with impressive outdoor living in Southern Dunes golf community. Enjoy the heated pool/spa, air hockey table, arcade game, upgraded amenities and relax in this 3-bed, 2-bath home in Haines City, Florida. Less than 30 minutes to Orlando attractions; 90 minutes to either coast! This property is suitable for up to 6 adults and an additional 2 children and 1 infant.

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.

Villa Blanca
Relax with the whole family at this peaceful pool home located off the quiet roads along the higher elevation of the Florida ridge. Propane tank for home generator. In ground pool covered by enclosed screen. Property fronts the old Sun Air Golf course (not active). An active bar and grill still operates in the old country club at the end of the neighborhood. Right in the center of both Legoland and Disney World

Southern Dunes Fairway Oasis Private Pool
Escape to our charming 3-BR villa in Orlando's Southern Dunes golf community, just 20 miles from Disney World! Perfect for families, this private retreat comfortably fits 6+ guests. Enjoy your own south-facing heated pool, a fully equipped kitchen, and serene golf course views. It's the ideal home base for your unforgettable Florida adventure, blending theme park excitement with peaceful relaxation.
Popular amenities for Haines City rentals with a pool
House rentals with a pool

Cozy Tiny Home Resort Life Near Disney

Cozy 4BR Getaway Near Disney & Legoland

Quiet house with pool on a Top golf course

Relaxing Lakefront Escape • Pool + 150” Theater

Disney Golf Home with Pool 20 min to Disney!

Southern Dunes Lakeview Poolhome

Lakefront HOME•POOL•Pet Friendly.•Golf Course!

Posh and Peaceful Golf Resort Gate Home w Pool
Apartment rentals with a pool

A luxurious living just 15 min/Disney

Penthouse Lakeview Minutes to Disney/ Universal

Spacious 1King/2Bath w/stunning lake view

Waterfront Condo minutes to Disney & Universal

Modern Lake view Condo 1 mile from Disney

Chic Disney Resort Condo • Pool Access Near Parks

Brand New AwardWinning Renovated Condo Near Disney

Orlando Spacious 2 Suites & Resort-Style Pool
Other holiday rentals with a pool

Private Pool Villa • Lake Views • Near Disney

Skyblue Villas

Modern townhouse Balmoral Resort

Private Pool Home Near Disney | 4BR Sleeps 10

Disney/Seaworld/Universal /Pool | Arcade | BBQ

La Casita in Kokomo Bay

Jorgensen Lake House

Slice of Paradise 2.0- Golf Course View Villa
When is the best time to visit Haines City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $182 SGD | $194 SGD | $198 SGD | $176 SGD | $163 SGD | $167 SGD | $173 SGD | $164 SGD | $155 SGD | $159 SGD | $172 SGD | $198 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 |
Destinations to explore
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- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Camping World Stadium
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- University of Central Florida
- ICON Park
- Disney's Hollywood Studios
- Island H2O Live!
- Southern Dunes Golf and Country Club
- Hard Rock Casino





