Holiday rentals with a pool in Haines City

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Top-rated rentals with a pool in Haines City

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Top guest favourite
The exterior of the villa showcases a two-story home with a light-toned facade. Lush greenery surrounds the entrance, featuring a palm tree and vibrant shrubs. A welcoming blue front door and decorative architectural details, including arched windows, enhance the home's curb appeal.
Home in Haines City
5 out of 5 average rating, 25 reviews

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.

Top guest favourite
A single-story home features a light blue exterior with neatly trimmed hedges and palm trees in the front yard. The driveway leads to a two-car garage, and large windows reflect natural light, enhancing the welcoming ambiance of the property.
Home in Haines City
4.95 out of 5 average rating, 169 reviews

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.

Guest favourite
The exterior of the home features a light-colored facade with a welcoming entrance. A neatly landscaped yard includes vibrant green shrubs and a palm tree. The driveway leads to a single-car garage with a white door, set against a backdrop of clear blue skies.
Home in Haines City
4.9 out of 5 average rating, 192 reviews

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.

Guest favourite
A screened-in pool area features a clear, inviting swimming pool with a light blue surface. Two striped lounge chairs are positioned beside the pool, and a small seating arrangement is visible in the background, providing a space for relaxation and outdoor enjoyment.
Guest house in Lake Alfred
4.93 out of 5 average rating, 193 reviews

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.

Top guest favourite
The kitchen features dark wood cabinetry and granite countertops, showcasing stainless steel appliances, including a stove, microwave, and dishwasher. A decorative mat adds a pop of color on the tiled floor, and pendant lights illuminate the workspace. Counter seating is available at the bar area.
Townhouse in Davenport
4.96 out of 5 average rating, 174 reviews

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.

Guest favourite
A screened-in patio area features a private pool surrounded by comfortable lounge chairs. The inviting water reflects the colors of the sunset sky, and a small dining table is visible nearby. The home is designed for relaxation and outdoor enjoyment.
Villa in Davenport
4.9 out of 5 average rating, 190 reviews

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.

Guest favourite
The two-story home is illuminated under a night sky, featuring clear glass windows that reflect soft light. Landscaped greenery surrounds the property, with a stone driveway leading to a garage. A large patio area is visible on the right side.
Home in Haines City
4.89 out of 5 average rating, 122 reviews

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.

Guest favourite
A well-maintained villa is showcased, featuring a welcoming entrance with a single-car garage. Lush greenery and colorful shrubs line the brick pathway, while tall palm trees and vibrant landscaping enhance the cheerful exterior. Bright clouds are visible in a clear blue sky.
Villa in Haines City
4.86 out of 5 average rating, 167 reviews

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.

Guest favourite
Home in Haines City
4.92 out of 5 average rating, 49 reviews

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.

Top guest favourite
An expansive pool area is surrounded by lounge chairs and palm trees, featuring a large beach-entry pool sparkling under blue skies. Nearby, a vibrant kids' water play area features a large pirate ship structure. A spacious living area is designed with light furnishings and a large TV, while a children's bedroom showcases Disney-themed twin beds with playful decor.
Townhouse in Davenport
4.99 out of 5 average rating, 126 reviews

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.

Guest favourite
A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.
Villa in Davenport
4.92 out of 5 average rating, 128 reviews

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**

Guest favourite
An inviting outdoor space features a private swimming pool surrounded by a sun deck with lounge chairs. A glass-top dining table is set for four beside a BBQ grill, with green views beyond the screened enclosure.
Home in Haines City
4.83 out of 5 average rating, 135 reviews

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

When is the best time to visit Haines City?

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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
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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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