Fitness-friendly holiday rentals in Winter Haven

Townhouse in Four Corners

4.96 out of 5 average rating, 208 reviews

Top 1% Disney Home, Sleeps 8, Free Water Park

Your Disney vacation starts here ✨ Just 18 minutes from Disney World, this beautiful, top 1% Guest Favorite Home offers a premium family experience in the sought-after ChampionsGate area. Enjoy thoughtfully designed themed bedrooms, stylish modern furnishings, and ultra-fast WiFi. After the parks, relax w/ FREE access to a resort-style amenities center featuring a beach-entry pool, kids water park, mini-golf, and more. The perfect blend of comfort, convenience, and unforgettable family memories.

4.96 out of 5 average rating, 104 reviews

Home in Davenport

Exclusive 6BR ResortHome Free Heated Pool/SPA

#### HEATED POOL & JACUZZI – NO EXTRA FEE! 🌴🌊 Welcome to your dream vacation home at The Retreat at ChampionsGate, one of Florida’s top 5 resorts! This luxurious 6-bedroom, 5-bathroom home features a private pool heated to 86°F and a spa with powerful jets reaching 103°F plus BBQ. Just 19 minutes from Disney, enjoy complimentary access to three exclusive clubs with a lazy river, pools, tiki bar, restaurant, jacuzzi, volleyball courts, and golf courses. Experience luxury and top-tier amenities!

4.9 out of 5 average rating, 307 reviews

The exterior of the home features a welcoming porch with seating, surrounded by lush greenery and colorful plants. A patio area with a black metal table and chairs invites outdoor gatherings, while the pathway is lined with decorative stones, enhancing the rustic charm of the property.

Home in Winter Haven

The Old Haven - An Enduring Piece of Nostalgia

This charming home was built in 1908 and is located 45 minutes from Tampa/Orlando. Fully furnished, this space is perfect for families and friends providing plenty of space to sleep 8 people comfortably. With games, puzzles and Dvds, backyard fun for kids while the parents watch from the porch. Enjoy downtown entertainment within walking distance! Home is centrally located to dining, shopping, and small town fare. 4 bar restaurants walking distance on the lake. Live music from Lake sometimes.

5 out of 5 average rating, 100 reviews

A subtle living area is offered with a soft, light-colored couch adorned with various textured pillows in shades of blue and brown. A modern chandelier hangs above a dining table visible through large windows, where natural light highlights the space.

Home in Davenport

Villa Luna 3/2, Private Pool, Gated, Near Disney

A perfect blend of luxury and functionality. With saltwater heated pool for relaxation and a dedicated working space for productivity. Ideal retreat for both leisure and business travelers. Villa Lūna, hosted by Ivette, Ramfis, Ana and Miguel, it's a family-friendly vacation rental nestled in the vicinity of the number one vacation destination of the world. This charming and cozy property promises an unforgettable getaway for families seeking relaxation, recreation, and quality time together.

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.

4.91 out of 5 average rating, 201 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.

4.96 out of 5 average rating, 198 reviews

An open-concept living area features a blue accent wall and a comfortable seating arrangement with a large sofa. A dining table sits adjacent to the kitchen, which includes modern appliances and bar seating. Natural light enters through windows, enhancing the spacious atmosphere.

Townhouse in Davenport

Luxury Townhouse. Great location nearby Disney.

Beautiful 3 beds, 2-1/2 baths townhome, professionally decorated with all the comforts of home. Perfect place for those who would love to spend time with family and friends to visit the attractions, relax or just to get away. This gorgeous home is the ideal place for your Orlando vacation, look no further, book while it lasts! This property is just 18 mins away from Disney and less than 35 minutes away from Universal , Airport and Downtown. Close to restaurants, supermarkets, pharmacies, etc.

4.89 out of 5 average rating, 133 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.

4.82 out of 5 average rating, 156 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.

4.99 out of 5 average rating, 143 reviews

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

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.

4.95 out of 5 average rating, 109 reviews

A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.

Home in Davenport

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

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.

4.84 out of 5 average rating, 143 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.