
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.

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!

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!

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.

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.

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.

tranquil resort, near Disney, no extra fee.208
Platform fee 18.5% is paid by host. Gated community second floor 2 bedroom, 2 bath end unit, Large screened balcony. Guests have access to 4 community pools, a clubhouse, a tennis court, sand volleyball courts, scenic nature walk and an on-site restaurant/pool bar. Less than 10 miles from Walt Disney World. 1176 sqft of comfort and value—Comfortable stay at great value, not hotel-style luxury or perfection. **Primary guest registration with ID required through guest portal.

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

Family Pool Home w/ Game Room & Themes

Dunes Hideaway, Pool Home, Southern Dunes

Lakehouse get away- Balmoral Resort home

Spacious 4BR Retreat with Heated Pool! Near Parks!

Stunning 4BR home w/Pool

Breathtaking Home

Entire Modern Home near Disney • Pool & Game Room

Villa Bermuda Orlando
Condo rentals with a pool

Resort Style Sunshine Oasis near Theme Parks

Mediterranean Resort! 2 bed/bath. Close to Disney!

Disney Oasis by the lake

Resort condo minutes from Disney!!!

Spacious Apartment Near Disney

Sol y Mar Resort Style Condo - NO RESORT FEES

Themed Resort Condo-Pool | Spa | Beach | 1st Floor

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

Skyblue Villas

Luxuria Homes - Pool | Game Room | Themed Rooms

Cozy Calm Cottage

Morols Kingdom Villa In A Gated Community!

Amazing 3 bedroom getaway

Golf Course Retreat

Disney Golf Dreamhouse with Pool 20 min to Disney!

La Casita in Kokomo Bay
When is the best time to visit Haines City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $233 NZD | $238 NZD | $243 NZD | $234 NZD | $217 NZD | $222 NZD | $231 NZD | $219 NZD | $207 NZD | $221 NZD | $231 NZD | $252 NZD |
| 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 and kid-friendly amenities

Pet-friendly accommodation
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
470 properties have a dedicated workspace

Wi-Fi availability
850 of Haines City holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- House rentals Haines City
- Rentals with a hot tub Haines City
- Rentals with a fire pit Haines City
- Rentals with lake access Haines City
- Family-friendly rentals Haines City
- Fitness-friendly rentals Haines City
- Rentals with a washing machine and dryer Haines City
- Smoking-friendly rentals Haines City
- Rentals with a fireplace Haines City
- Rentals with a patio Haines City
- Villa rentals Haines City
- Condo rentals Haines City
- Waterfront rentals Haines City
- Pet-friendly rentals Haines City
- Townhouse rentals Haines City
- Rentals with outdoor seating Haines City
- Rentals with pools Polk County
- Rentals with pools Florida
- Rentals with pools United States
- 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 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




