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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Superhost
A private pool is set within a screened enclosure, providing a view of the surrounding greenery and golf course. Lounge chairs with blue cushions are positioned nearby, inviting relaxation. The pool water appears clear and inviting under the natural light filtering through the enclosure.
Holiday home in Haines City
4.86 out of 5 average rating, 165 reviews

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.

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
4.9 out of 5 average rating, 119 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 (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.

Top 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, 183 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. 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.

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.
Guesthouse in Lake Alfred
4.93 out of 5 average rating, 182 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 image showcases a tranquil swimming pool reflecting vibrant hues of orange, pink, and purple from the sunset. A screened enclosure allows for an unobstructed view of the sky, with palm trees visible in the background, enhancing the serene atmosphere.
Home in Davenport
4.99 out of 5 average rating, 144 reviews

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.

Superhost
A light-filled living area features a wall-mounted television displaying a vibrant scene. Two blue chairs are positioned around a wooden coffee table, which is topped with a small plant. Greenery adds a touch of nature, and a patterned rug enhances the space's comfort.
Home in Haines City
4.78 out of 5 average rating, 131 reviews

Stylish 3BR: Pool, Golf Views, Disney, Legoland

Welcome to your ultimate 3BR/2BA getaway—where every day feels like a highlight reel! 🏡💫 💦 Dive, splash, repeat in your private pool ⛳ Sip, savor & soak in those dreamy golf views 🎢 Disney, Universal & Legoland? Just minutes away! Perfect for family fun or golf-lover escapes, this stylish retreat brings modern vibes, a chef-ready kitchen 🍳, and oh-so-comfy chill zones 🛋️. ✨ Like a resort, but all yours! Book now & let the good times roll! 🌴🎉 🌟 Let the memories begin! 😎

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, 155 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.

Top Guest favourite
A serene pool area is enclosed by a protective screen, featuring a clear swimming pool surrounded by a tiled patio. A comfortable seating area is visible in the background, with a stylish egg chair. Lush greenery enhances the tranquil setting.
Guesthouse in Auburndale
4.98 out of 5 average rating, 241 reviews

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.

Guest favourite
The dining area features a large wooden table surrounded by plush gray chairs, creating a comfortable setting for meals. A vase filled with vibrant roses is centered on the table. In the background, a cozy living area is visible with colorful accents and natural light from nearby windows.
Condo in Davenport
4.83 out of 5 average rating, 314 reviews

w POOL 2BR Near Disney & ChampionsGate - Sleeps 5

** PLEASE NOTE — The elevator will be out of service for an upgrade from NOV 3rd to 17th Will require the use or the staircase to the 3rd floor *** A nicely furnished Condo located 15mins from Disney, With Great Amenities, At The World Famous Champions Gate Golf Course! Amenities include swimming pool, hot tub, cinema, fitness center, bbq area, etc. Tuscana Resorts has received the Certificate of Excellence from TripAdvisor for 5 years!

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
4.84 out of 5 average rating, 129 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.

Guest favourite
A spacious living area features a large sectional sofa arranged around a round coffee table. Bright lights illuminate a modern kitchen equipped with white cabinetry and an island with seating. A ceiling fan is suspended above, enhancing the airy ambiance.
Townhouse in Davenport
4.95 out of 5 average rating, 146 reviews

Stylish Stay in Davenport

Welcome to 1749 Sanibel Dr, Davenport, Florida! Enjoy nearby dining options like Millers Ale house, Red Robbins, and more great options. Attractions include Walt Disney World (20 min), Universal Studios (35 min). Shop at the Orlando Outlets or visit Old Town Kissimmee for classic car shows and rides. Essentials are close by with Publix and Walmart. Your stay promises convenience, great food, and fantastic entertainment!

Guest favourite
An aerial view presents the stylish exterior of KokomoVilla, showcasing a well-maintained garden and driveway. The property is bordered by lush greenery and overlooks the golf course, with a sunset casting a warm glow across the sky, enhancing the serene atmosphere of the neighborhood.
Home in Haines City
4.81 out of 5 average rating, 142 reviews

KokomoVilla Pool Home at Southern Dunes

Welcome to KokomoVilla at Southern Dunes! Our 4-bedroom pool home offers a serene golf course view in the renowned Southern Dunes Golf & Country Club. Perfectly positioned between Disney and Legoland, this luxurious retreat is ideal for families and golf lovers. Enjoy a fully equipped home, private pool, and easy access to Central Florida’s attractions. KokomoVilla is not just a stay, but an unforgettable experience!

Popular amenities for Haines City rentals with a pool

When is the best time to visit Haines City?

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Avg. price$240 NZD$245 NZD$251 NZD$242 NZD$224 NZD$229 NZD$238 NZD$226 NZD$214 NZD$228 NZD$238 NZD$259 NZD
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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

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