
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.

Florida Penthouse in luxurious mansion!
Stay in your own themed Florida apartment . Tropical, palm trees, beaches ,marine life, flamingos throughout this stunning apartment in a multimillion dollar home. After parking on gated driveway walk up to your own private entrance way to paradise. Keyless entrance. One flight up and your viewing gorgeous lake views second to none. Executive kitchen with everything you need to cook a 5 course meal. Outdoor balcony that will leave you amazed. Opulence, security, with Florida Style awaits you!

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.

Near Disney/Kid-Friendly/Disney-Themed/Water Park
Your magical vacation starts here! Just 15 minutes from Disney World, this beautiful, family-friendly home offers luxury, themed rooms, and fun, perfect for creating unforgettable memories. The home is located in the ChampionsGate area. It has 3 bedrooms, 2.5 bathrooms, modern furniture, and super fast internet. You will have free access to the Enclaves at Festival amenities center which features a large beach-entry pool, kids water park, beach volleyball, mini-golf, restaurant, and gym.

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.

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!

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.

Beautiful 3BR Home Heated Pool Game Room by Disney
Relax with the whole family at this peaceful HEATED POOL house in Davenport, just miles from Disney World Theme Parks, Universal Studios and Legoland in Orlando Florida. Master Suite has sliding doors and great view to screened Pool & Lanai. 3 bedrooms, 2 bathrooms, fully equipped kitchen, 3 Smart LED TV's and strong Wi-Fi all around the house. Enjoy our Games Room with Indoor Basketball and Pool Table located in the garage! Parking is in the driveway.

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

Golf & Disney Vacation Home

Awesome Vacation Home w/ Private Heated Pool/Spa

Southern Dunes, TAG Tranquility Home

Stunning 4BR home w/Pool

Disney Golf Dreamhouse with Pool 20 min to Disney!

Disney 6 bedroom Luxury Villa Arcade Pool Heat bbq

2672HEA - Southern Dunes - Villa - Private Pool
Condo rentals with a pool

303_To Infinity & the Ocean Breeze Apartment

Resort Style Sunshine Oasis near Theme Parks

tranquil resort, near Disney, no extra fee.208

Suites at Lake Buena Vista close Disney Spring A2

Spacious Apartment Near Disney

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

*Sunset Perch: Views, Reunion Resort, XBox, 2Pools

Full-Service Gated Resort, Disney, Universal, MCO!
Home rentals with a private pool

Wr001or (1stfororlando)

Disney's Championsgate: Private Pool & Arcade Fun!

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

Cozy Family Friendly Pool Home with Game Room

Balmoral Resort-140aa

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 | $188 CAD | $192 CAD | $197 CAD | $190 CAD | $176 CAD | $180 CAD | $187 CAD | $177 CAD | $168 CAD | $179 CAD | $187 CAD | $204 CAD |
| 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
470 properties have a dedicated workspace

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




