
Fitness-friendly holiday rentals in Winter Haven
Find and book unique fitness-friendly accommodation on Airbnb
Quick stats about holiday rentals that are fitness-friendly in Winter Haven

Total holiday rentals
Explore 30 holiday rentals in Winter Haven

Nightly prices starting at
Winter Haven holiday rentals start at $35 NZD per night before taxes and fees

Verified guest reviews
Over 1,250 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Winter Haven holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winter Haven rentals

4.8 Average rating
Winter Haven stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated fitness-friendly rentals in Winter Haven
Guests agree: These fitness-friendly rentals are highly rated for location, cleanliness and more.

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!

Delightful retreat. 2 King suits. Heated pool
Just 11 miles from Disney World, and you are at this peaceful retreat at the wonderful gated West Haven community, your new home away from home. This house is just remodeled and newly set up as a new vacation home. Your family will enjoy two king suites, a queen and a two twin bedroom. The new kitchen is equipped with every appliance to cook your favorite meal. Formal dining room will gather everyone for a wonderful time to remember. The pool area with a fire pit is a true tropical paradise.

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.

Luxury by Legoland 106
Experience comfort and convenience in this stylish 2-bedroom, 2-bathroom apartment, located less than one mile from the LEGOLAND entrance. Situated in a brand-new 2024 luxury complex, this ground-floor unit offers a seamless blend of relaxation & entertainment, perfect for families and theme park enthusiasts. Amenities & Features: • Resort-style heated pool • State-of-the-art fitness center • Fire pits, BBQ grills, and picnic spaces • LEGOLAND-themed kids’ bedroom for a fun, immersive stay

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.

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.

Magical Disney House-Pool & Hot Tub,Free Waterpark
Also own the house across the street for renting two homes at same time. ask about that home. Ask about our early check in/out options Mickey Mouse & Star Wars bedrooms, gameroom, pool & hot tub with bbq, loungers,cozy couch and plenty of fun to be had under the sun or under the stars with outdoor lights over pool. 1st and 2nd floor master suites -great for two families. Our gated resort community at Solterra gives you access to FREE pool/lazy river/water slide/playground and much more

1 BR 1BA Lake Apt. Boat slip, Deck, Pets, Laundry
Come wake up to birds singing, looking out your windows to a nice deep water canal view. The canal leads to Lake Hatchineha (great fishing). TVs in every room. Fully loaded kitchen; private entrance. There is a porch, laundry and deck area shared with one other apt. Free laundry . We are 45 min from MCO(airport) 45 min from Disney and 15 minutes to Legoland. Bok Towers is a unique park that is 18 miles away. Star gazing and bicycling or fishing. Port 27 is 20 min with fun food and drinks

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.

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 luxurious living just 15 min/Disney
Get ready for an exciting family adventure at our fabulous 2-bedroom condo in the breathtaking Tuscana Resort. Our unbeatable location places you at the center of all the action, whether you're eager to dive into the thrilling theme parks, tee off on a beautiful golf course, treat yourself to some fantastic shopping, or simply soak up the radiant Florida sun. This is the perfect spot for an unforgettable Orlando vacation—there's endless fun waiting for everyone!

PrivatePool•WaterPark•2 KingBeds•NearDisney•HotTub
🏝️ Welcome to Themed Retreat Villa – A Family-Focused Escape Near Orlando 🌴Pet Friendly Step into a one-of-a-kind family vacation experience at this 4- edroom, 3-bathroom themed villa—nestled in the same sought-after neighborhood as Blue Paradise Villa. Designed for fun, comfort, and unforgettable memories, this home offers a fully immersive stay with four uniquely themed bedrooms: 🎥 Avatar 🌿 Jungle Cruise 💚 Shrek 🌊 SpongeBob SquarePants
Popular amenities for Winter Haven fitness-friendly rentals
Fitness-Friendly apartment accommodation

Ultra Lux King Bed Condo Steps From Pool!

Recently Award Winning Renovated 2+2 Near Disney

414TR 2BR Condo APT Heated Pool HotTub King Bed

Luxury Modern 3BR Near Disney

Modern/beautiful Mediterranean Oasis Near Disney

Peaceful King Oasis w/Pool View Gym Close to Parks

Apartamento 313 Club House -Davenport/Orlando- FL

Cozy Modern 1 Bedroom Apartment
Fitness-friendly condo rentals

Stylish Condo 20 mins to Disney/King Bed

No Cleaning fee - 3 bed 3 full bath near Disney

3BR/2BA Mediterranean Style Condo Near Disney

Modern Lake view Condo 1 mile from Disney

Chic Disney Resort Condo • Pool Access Near Parks

Orlando Spacious 2 Suites & Resort-Style Pool

Spacious 2bd/2ba 1st floor- No stairs Disney/golf

Fabulous condo-Bahama Bay Resort, Close to Disney
Fitness-Friendly Holiday House

Cozy 4BR Getaway Near Disney & Legoland

Modern 4BR Oasis Near Legoland w/Private Apt

The White Cay House

Pool, Game & Themed Room! 5BR Resort Home near WDW

No Airbnb Fees! Pvt Pool & SPA / Game Room 272951!

Pool home located on Golf Course - free pool heat!

1157 5BD Dream Home Decoration - Champions Gate

Southern Dunes Golf Vacation Villa
When is the best time to visit Winter Haven?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $227 NZD | $225 NZD | $265 NZD | $211 NZD | $242 NZD | $189 NZD | $211 NZD | $212 NZD | $179 NZD | $170 NZD | $181 NZD | $228 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Destinations to explore
- Miami Holiday rentals
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- Orlando Holiday rentals
- Kissimmee Holiday rentals
- Miami Beach Holiday rentals
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- Cabin rentals Winter Haven
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- Rentals with a fire pit Winter Haven
- Rentals with a hot tub Winter Haven
- Private suite rentals Winter Haven
- Rentals with a patio Winter Haven
- Hotel rooms Winter Haven
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- Rentals with breakfast Winter Haven
- Rentals with a fireplace Winter Haven
- Apartment rentals Winter Haven
- Pet-friendly rentals Winter Haven
- Cottage rentals Winter Haven
- Rentals with outdoor seating Winter Haven
- Condo rentals Winter Haven
- Rentals with pools Winter Haven
- Rentals with a washing machine and dryer Winter Haven
- Rentals with a kayak Winter Haven
- Villa rentals Winter Haven
- Family-friendly rentals Winter Haven
- Rentals with lake access Winter Haven
- Fitness-friendly rentals Polk County
- Fitness-friendly rentals Florida
- Fitness-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Raymond James Stadium
- Disney Springs
- SeaWorld Orlando
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Camping World Stadium
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Amalie Arena
- Old Town
- ESPN Wide World of Sports
- Tampa Convention Center
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- University of South Florida





