
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.

4bed pool /Hot tub,Game Room at Calabay Tower lake
Villa Mona, Calabay Parc at Tower Lake, is located about half an hour away from the famous Disney & Legoland. This 4-bedroom, 4-bath home is equipped with everything you need for a fantastic family vacation. Enjoy limitless entertainment with free WI-FI, a pool, a hot tub, a game room, a Pool Table, a PlayStation 5 &more. Pool Heat is included with a minimum 14-day stay. The 1st floor has 3 Bedrooms, each with a private bathroom. The 2nd floor has a fourth bedroom, also with a private bathroom.

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.

Luxurious Townhouse Near Disney at Champions Gate!
This Luxurious town house is located in a gated community at Champions Gate. This very spacious town house is 1600+ sq ft! 3 bed rooms , 2.5 baths, a patio plus a garage. It features a gourmet kitchen, all granite counter tops throughout and newer appliances. This resort is only a short distance from Orlando, Disney World, Universal Studios, Sea World & Legoland. The townhouse is sparkling clean, extremely well kept and has all the amenities required for a fabulous family vacation.

Beautiful 4 Bedroom Pool Villa Near Disney World
This sunny single story home has 4 beautiful bedrooms (2 master suites) and 3 full bathrooms with its own private screened pool. It is an ideal accommodation for 2 families to share, or one large family. This villa is located in the gated community, a small peaceful community set away from any main road traffic. The home is situated approximately 15 minutes from the Walt Disney World, and is conveniently located from all major Orlando attractions, nearby restaurants and shopping.

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.

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.

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

Cozy, Relaxing & Fun Gateway!

Cozy Tiny Home Resort Life Near Disney

Cozy Calm Cottage

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

Sweet vacation home.

Spacious 4BR Retreat with Heated Pool! Near Parks!

Entire Vacation Home- Legoland
Apartment rentals with a pool

Magical Champions Gate 3/2 Tuscan Penthouse

Stylish Condo 20 mins to Disney/King Bed

POOL/Hot Tub 3BR Condo Near Disney - Sleeps 8

Spacious Apartment Near Disney

3BR/2BA Mediterranean Style Condo Near Disney

Orlando Spacious 2 Suites & Resort-Style Pool

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

Orlando Fun: Minutes to Disney and Margaritaville
Other holiday rentals with a pool

Disney Villa, Heated Pool, Jacuzzi & Game Room

Private Pool Villa • Lake Views • Near Disney

Morols Kingdom Villa In A Gated Community!

Escape to Nature Home Near Disney Big Yard & BBQ

Cozy 3 Bed Home, Gated, Great Location for Disney!

Southern Dunes - Lake View Villa Private Pool

Adult Luxury - Magic for Families!

Harry Potter's 6bd 6.5ba Hogwarts Experience
When is the best time to visit Haines City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 SGD | $178 SGD | $181 SGD | $175 SGD | $162 SGD | $166 SGD | $172 SGD | $163 SGD | $155 SGD | $158 SGD | $171 SGD | $197 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 840 holiday rentals in Haines City

Nightly prices starting at
Haines City holiday rentals start at $26 SGD per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
470 properties have a dedicated workspace

Wifi availability
830 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
- 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
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club




