Holiday rentals with a pool in Haines City

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.

4.9 out of 5 average rating, 195 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.

A screened-in pool area features a clear, inviting swimming pool surrounded by comfortable lounge chairs. A basketball hoop is positioned at one end of the pool, with a scenic view of the lake and trees visible through the enclosure.

4.96 out of 5 average rating, 90 reviews

Southern Dunes Lakeview Poolhome

Highlights… Lake view, extra comfortable mattresses, purified drinking water, loads of toys, lego tables, train table, children’s books, sports equipment, pack n play, baby stuff & game room! Retreat to the pool area of this beautiful, 4-bedroom home conveniently located between Legoland and Disney World in the sought-after Southern Dunes golf course! This gorgeous gated community with 24h security is the perfect place to unwind and take early morning strolls through the neighborhood.

A two-story, tropical style home is showcased, featuring a vibrant exterior in warm shades. A Tesla is parked prominently in the driveway, with lush palm trees and greenery flanking the entrance. The garage is accessible, contributing to the property's inviting curb appeal.

4.92 out of 5 average rating, 105 reviews

Luxury Tropical Themed Villa With Lake View!

Just a half-hour from Disney and other major theme parks, this beautiful Tropical style home has a sunset lake view and was recently renovated with brand new furniture! The house resides comfortably in a gated community with 4 bedrooms and 3 bathrooms in a 2-story, 1700 square foot tropical setting! A private heated pool and Tesla charging is also accessible at the home. The Southern Dunes community boasts a large public golf course within a few minutes walk through the neighborhood!

4.88 out of 5 average rating, 129 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.

Two comfortable lounge chairs are positioned beside a small table, which holds a bottle of champagne and two glasses. The screen enclosure surrounds the area, providing a clear view of the lush greenery beyond, under a bright blue sky.

4.84 out of 5 average rating, 51 reviews

House with pool in golf club, Fl

Come and enjoy a wonderful vacation in our newly acquired and renovated home in a quiet and beautiful golf condominium with scenic views in Haines City, Florida. We have private pool and full kitchen and appliances. Distances: Walmart Supercenter 1 mile / around 4 minutes drive by car Legoland 17 mi. Cypress Gardens 13 Epcot Center 22 Disney Springs 23 Magic Kingdom 24 Sea World 26 Universal Studios 30 Premium Outlets 30 Millenia Mall 32 Orlando Airport 37 Tampa 60

4.82 out of 5 average rating, 154 reviews

KokomoVilla: 4BR Southern Dunes Pool Home

Southern Dunes vacation rental in Haines City, Florida, KokomoVilla is a spacious 4-bedroom, 3-bath pool home overlooking Southern Dunes Golf & Country Club. This family-friendly vacation rental sleeps up to 10 guests and features a private screened pool, golf course views, and a prime location between Disney and Legoland. Ideal for golf trips, family vacations, and extended Central Florida stays, KokomoVilla offers comfort, convenience, and resort-style relaxation.

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.

4.86 out of 5 average rating, 175 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.

4.92 out of 5 average rating, 50 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.

5 out of 5 average rating, 13 reviews

Family 3BR Pool Home Near Disney w/ Private Patio

Relax in your private pool 💦 after a fun day at Disney 🎢🏰, just 25 minutes away 🚗! Our 3-bed villa 🏡 inside the gated Southern Dunes community 🔒 puts golf ⛳, dining 🍽️, and shopping 🛍️ right at your doorstep. 🌴 Screened pool & patio 🌞 👨‍🍳 Full kitchen with blender 🥤 & wine glasses 🍷 ⚡ Fast Wi-Fi & Smart TVs 📺 👶 Pack ’n Play and high chair available on request 🍼 📅 Book your family getaway today — dates fill quickly! ✨

The exterior of the home features a fresh white brick façade with contrasting dark shutters on the windows. A circular driveway is lined with vibrant landscaping, including flowering plants and greenery. The property is well maintained, with a clear view of the entrance and a sunny blue sky overhead.

4.83 out of 5 average rating, 160 reviews

Villa Blanca

Relax with the whole family at this peaceful pool home located off the quiet roads along the higher elevation of the Florida ridge. Propane tank for home generator. In ground pool covered by enclosed screen. Property fronts the old Sun Air Golf course (not active). An active bar and grill still operates in the old country club at the end of the neighborhood. Right in the center of both Legoland and Disney World

4.88 out of 5 average rating, 59 reviews

Southern Dunes Fairway Oasis Private Pool

Escape to our charming 3-BR villa in Orlando's Southern Dunes golf community, just 20 miles from Disney World! Perfect for families, this private retreat comfortably fits 6+ guests. Enjoy your own south-facing heated pool, a fully equipped kitchen, and serene golf course views. It's the ideal home base for your unforgettable Florida adventure, blending theme park excitement with peaceful relaxation.

4.78 out of 5 average rating, 40 reviews

Lakefront HOME•POOL•Pet Friendly•Near Theme PARKS!

🌺Perfect Blend of RELAXATION AND FUN for families and couples! 🌅☀️ 🛌 3 bed | 🛁 2 bath that sleeps 6 (all new - fully renovated ) 💦 Heated POOL 🌅Lake view 🛍️Close to THEME PARKS , shops & restaurants 🏌🏻‍♂️Right on the award winning SOUTHERN DUNES Golf & Country Club. 🅿️ Ample parking space for up to 2 CARS is available 📺 CABLE , HIGH speed INTERNET 🐾🐾We are PET Friendly!!🐾🐾

Popular amenities for Haines City rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A private pool area is enclosed by a screened lanai, featuring lounge chairs and a dining table under a shaded overhang. Colorful pool floats rest on the water's surface, while greenery surrounds the space, enhancing a relaxed outdoor atmosphere.

4.84 out of 5 average rating, 61 reviews

Pool Home Near Disney in Premier Golf Community!

4.96 out of 5 average rating, 24 reviews

Cozy 4BR Getaway Near Disney & Legoland

4.88 out of 5 average rating, 42 reviews

Cozy Calm Cottage

The single-story home features a welcoming entrance surrounded by lush green landscaping. A private pool is visible through a screened enclosure, furnished with blue lounge chairs. Nearby, an expansive view of the golf course highlights the area’s natural beauty, complemented by an inviting dining and living space indoors.

4.86 out of 5 average rating, 78 reviews

Quiet house with pool on a Top golf course

4.79 out of 5 average rating, 103 reviews

Entire Vacation Home- Legoland

The exterior of a single-story home features a manicured lawn with decorative flower beds. A spacious driveway leads to a two-car garage with an attractive door. The entrance showcases a covered porch, framed by decorative windows and a well-maintained landscape.

4.93 out of 5 average rating, 14 reviews

Posh and Peaceful Golf Resort Gate Home w Pool

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.

4.83 out of 5 average rating, 138 reviews

Southern Dunes Golf Vacation Villa

A screened pool area features a private swimming pool, surrounded by modern lounge chairs. Tables and seating are available under a shaded area, providing a relaxing environment. The expansive view of the green golf course can be seen in the background.

4.81 out of 5 average rating, 16 reviews

House, backyard on the golf course Park Place

Condo rentals with a pool

4.87 out of 5 average rating, 143 reviews

A bright living space is showcased, featuring a circular dining table set with four plates. A comfortable teal seating area is arranged against the wall, complemented by a nature-inspired wall art piece and greenery. Large glass doors provide a view of the outdoors and invite natural light.

Condo in Kissimmee

Stylish Condo 20 mins to Disney/King Bed

A view of the pool area is visible from the second-floor balcony. The inviting pool features surrounding lounge chairs and well-maintained landscaping. The building's exterior is highlighted by stone accents, with a common area structure visible in the background, framed by greenery and pathways.

4.97 out of 5 average rating, 105 reviews

No Cleaning fee - 3 bed 3 full bath near Disney

4.88 out of 5 average rating, 108 reviews

A luxurious living just 15 min/Disney

4.97 out of 5 average rating, 438 reviews

A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

Condo in Orlando

Waterfront Condo minutes to Disney & Universal

4.91 out of 5 average rating, 174 reviews

Condo in Kissimmee

Chic Disney Resort Condo • Pool Access Near Parks

A spacious bedroom features a plush, tufted headboard and a large window allowing natural light to fill the room. Two bedside lamps provide additional illumination, while modern furnishings add contemporary flair. A round mirror is mounted above the bed, reflecting the inviting ambiance.

4.78 out of 5 average rating, 265 reviews

Brand New AwardWinning Renovated Condo Near Disney

A resort-style pool area is surrounded by palm trees and lush landscaping, with inviting lounge chairs arranged nearby. The clear water reflects a bright sky, and a separate lounge area with a decorative façade is partially visible in the background.

4.85 out of 5 average rating, 173 reviews

Orlando Spacious 2 Suites & Resort-Style Pool

A serene sunset over Old Lake Davenport is captured, with vibrant hues of orange and purple reflecting on the calm water. Silhouettes of trees line the horizon, creating a peaceful atmosphere as day transitions to night.

4.94 out of 5 average rating, 125 reviews

Fabulous condo-Bahama Bay Resort, Close to Disney

Other holiday rentals with a pool

4.87 out of 5 average rating, 38 reviews

Private Pool Villa • Lake Views • Near Disney

A charming two-story home is displayed, featuring a light blue exterior and a welcoming entrance. Lush green landscaping surrounds the front, complemented by palm trees. A spacious driveway leads to the entrance, providing access to the property.

4.96 out of 5 average rating, 23 reviews

Skyblue Villas

4.82 out of 5 average rating, 22 reviews

Ideal location on a golf complex (343830)

Aerial view of the villa reveals its position on a serene lakeside. The expansive water reflects the bright sky dotted with clouds. Surrounding landscaped areas and neighboring homes can be seen, along with a wooden dock extending into the lake from the shore.

4.96 out of 5 average rating, 70 reviews

Morols Kingdom Villa In A Gated Community!

A single-story home is featured, showcasing a light-colored exterior with a well-maintained front yard. The driveway leads to a two-car garage, and a decorative mailbox stands at the curb. Lush greenery and shrubs frame the pathway to the entrance.

4.93 out of 5 average rating, 27 reviews

Golf Course Retreat

A screened-in pool area features a vibrant pool surrounded by greenery. A comfortable seating arrangement is offered, alongside a grill for outdoor cooking. The pool floats in a sunny yellow design while golf course views are visible in the background.

4.92 out of 5 average rating, 38 reviews

Disney Golf Home with Pool 20 min to Disney!

A single-story home is showcased, featuring a light-colored exterior and a neatly landscaped front yard. Lush palm trees and shrubs enhance the lush green lawn. A driveway leads to a garage, while clouds drift in a clear blue sky overhead.

5 out of 5 average rating, 72 reviews

La Casita in Kokomo Bay