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Fitness-friendly vacation rentals in Winter Haven

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Winter Haven

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Superhost
A small outdoor seating area is presented with a black round table and two folding chairs, situated on a green lawn area. A door adorned with a floral wreath provides access to the suite. Surrounding plants add greenery to the tranquil space.
Guest suite in Lakeland
4.85 out of 5 average rating, 174 reviews

Private Studio Suite

🧳 Perfect for a solo traveler or couple looking to visit the peaceful city of Lakeland. 📍Located about 40 minutes from Tampa and an hour from Orlando, in the family friendly area of Lakeland Highlands. - There’s nearby trails, grocery stores, convenience stores and eateries. - Polk Parkway is less then 10 minutes away, it’s the quickest route to get to i4. 🏠 The suite includes a private entrance with full bathroom and backyard area. 🚗 Free Parking Space(s) 👐🏽 Flexible & Contactless Entry

Guest favorite
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
4.89 out of 5 average rating, 295 reviews

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.

Guest favorite
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
4.86 out of 5 average rating, 133 reviews

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!

Guest favorite
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 favorite
An open-concept living area features a spacious gray sofa with decorative pillows, a coffee table, and a dining set for six. Natural light fills the room through a large window, while a modern ceiling fan provides comfort. The kitchen area, visible in the background, showcases dark cabinetry and pendant lighting.
Condo in Reunion
4.91 out of 5 average rating, 240 reviews

NEW 3 Bedroom Resort Condo - Disney - Universal

Step into a luxurious three-bedroom condo in the desirable golf-community of Champions Gate Resort. Grab your clubs and take advantage of two award winning PGA golf courses. Also located 8 miles from Walt Disney World and 11 miles from Universal Studios, you will be perfectly situated to all the best Orlando has to offer. This getaway offers stunning nature and water views, an open-floor plan layout with fully equipped kitchen, breakfast bar, and spacious bedrooms that sleep up to 10 guests.

Superhost
A private pool and spa area is enclosed by a screen, offering views of a serene sunset through palm trees. The pool features a textured surface and a safety railing, with vibrant water reflecting the evening sky. A lush green lawn surrounds the space, contributing to the tranquil environment.
Villa in Davenport
4.89 out of 5 average rating, 102 reviews

25%off/Close to Disney/Hot Tub/Private Pool/Fenced

Enjoy this beautiful home thoughtfully detailed for the whole family. There is lots of space for everyone to spread out but still be together. A living room to gather in, TV room with a 65" screen, bedrooms, kitchen, bathrooms, laundry room, pool/spa area & much more; all decorated with the a peaceful Birds and Blossoms theme throughout. A privacy fence offers a secluded area around the pool & hot tub in this quiet community. You will be delighted with the 5* experience we provide for you.

Top guest favorite
The exterior of a modern two-story building is shown, featuring a combination of light grey and white siding. Lush palm trees frame the front, with a paved driveway visible. A parked vehicle is positioned in front of the entrance, and a sunny blue sky is above.
Condo in Champions Gate
4.95 out of 5 average rating, 150 reviews

Spacious Condo for 8 Golf Waterpark 15 min Disney

Welcome to your Orlando family getaway! This 3-BR condo at Champions Gate offers a direct Golf Course view and sleeps up to 4 adults and four kids. Two rooms feature King beds, and one has two Full beds. Just 15 mins from Disney Parks! Enjoy complimentary access to the fabulous Oasis Club (3 pools, gym, Tiki Bar) and the Retreat Club. Full kitchen access saves you money. Champions Gate also boasts a 36-hole Greg Norman championship golf course! Location & luxury for all ages.

Top guest favorite
A bright and open living area features modern furnishings, including a sectional sofa and stylish yellow accent chairs. A large flat-screen TV is mounted on the wall, while decorative elements and a vibrant area rug contribute to the space's contemporary aesthetic.
Home in Davenport
4.9 out of 5 average rating, 157 reviews

Awesome Vacation Home w/ Private Heated Pool/Spa

Sunshine living at its best! The Abbey at West Haven is an enclave of exclusive vacation homes. This gem has been totally redesigned and upgraded for your vacationing pleasure and is the IDEAL choice for your next family vacation or getaway in Central Florida. Stores, restaurants and golf courses are all within 5 mins and Disney just 15 mins away. After a long day at the Theme Parks or a round of golf, relax at the private, pool and spa or enjoy a BBQ on the enormous covered patio.

Guest favorite
A screened-in outdoor area features a private pool surrounded by lounge chairs and a shaded seating arrangement. Colorful play equipment is visible in the background, while the pool area offers unobstructed views of the surrounding natural landscape beneath a bright sky.
Home in Davenport
4.85 out of 5 average rating, 113 reviews

8 Guest Home with Private Pool

Bring the whole family to this gated resort-style home with lots of room for fun. The home has a private screened-in pool with floats, lounge chairs, outdoor dining & gas grill. Inside, 4 bedrooms with 6 beds, 3 bathrooms, private office space & games. The community offers a gym, 2 pools, a playground, 2 tennis courts and an 18-hole pro-golf course. Just 25 minutes from Disney World, and 40 minutes from Universal Studios. Easy commute for a fun day at some of America’s best beaches.

Guest favorite
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.

Top guest favorite
The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.
Apartment in Kissimmee
4.99 out of 5 average rating, 138 reviews

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

Guest favorite
An aerial view of the resort reveals a sprawling water park, featuring winding lazy rivers and multiple pools surrounded by lush palm trees. Access to sports courts and landscaped areas can be seen, offering a vibrant atmosphere for leisure activities.
Home in Davenport
4.95 out of 5 average rating, 124 reviews

Lazy River, Pool, Slide, Cafe / 4 Bedroom Villa

This luxury home is located in the gated Solterra Resort and is just about 10 miles from Disney Parks, golf clubs, shopping, dining, and other area attractions. Resort access to the Lazy River, Pool Slides, Gym, and Poolside Bar! Ton of fun with something to do for everyone. Spend your days at the park with the family and then enjoy your night in a large living room, the resort pool, or the private pool while grilling on the private screened in lanai.

Popular amenities for Winter Haven fitness-friendly rentals

When is the best time to visit Winter Haven?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$26,152 GYDG$27,407 GYDG$26,152 GYDG$24,897 GYDG$28,663 GYDG$22,386 GYDG$24,897 GYDG$25,106 GYDG$21,131 GYDG$20,085 GYDG$21,340 GYDG$26,989 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Quick stats about vacation rentals that are fitness-friendly in Winter Haven

  • Total vacation rentals

    Explore 40 vacation rentals in Winter Haven

  • Nightly prices starting at

    Winter Haven vacation rentals start at G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,340 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Winter Haven vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winter Haven rentals

  • 4.9 Average rating

    Winter Haven stays are highly rated by guests—averaging 4.9 out of 5!

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