Fitness-friendly vacation rentals in Winter Haven

Find and book unique fitness-friendly accommodations 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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Guest favourite

Guest suite in Lakeland

4.94 out of 5 average rating, 49 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

Aug. 22 – 29

$105 CAD per night

Superhost

Home in Winter Haven

4.89 out of 5 average rating, 261 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.

Oct. 15 – 22

$246 CAD per night

Guest favourite

Home in Haines City

4.88 out of 5 average rating, 136 reviews

3 Bedroom Executive with Private Pool near Disney

Stunning executive home with a south facing screened in-ground pool overlooking the 2nd hole of the Southern Dunes Golf Course. Only 15 minutes from LEGOLAND and 25 minutes 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.

Nov. 18 – 25

$221 CAD per night

Superhost

Home in Davenport

4.87 out of 5 average rating, 135 reviews

Insta-worthy getaway near Disney w/ free parking!💎

Welcome to our place! Very quiet neighborhood, with free WIFI, a pool, a gym, and a tennis court. Distance to main places: - Walt Disney World: approx 20 min driving - Disney Springs: approx 30 min driving - Universal Studios: approx 40 min driving IMPORTANT: Clubhouse hours are Mon-Sat, 9:30 am to 5:30 pm. If you arrive after clubhouse hours, you will have to park in the guest parking for the night. Guest parking is a short walk from the property. You can get your parking pass the next day.

Sep. 27 – Oct. 4

$176 CAD per night

Superhost

Condo in Haines City

4.85 out of 5 average rating, 53 reviews

Entire Renovated Cozy Condo with Lake View

CLEAN & STERILIZED - Remodeled & Comfortable entire place Condo with Golf & Lake View near LEGOLAND/DISNEY/UNIVERSAL Theme Parks. New Kitchen Appliances with Dishwasher, Refrigerator & Microwave. New A/C, New Smart TV’s in Bedroom & Living Room & FREE Wi-Fi Internet (No Cable). Fresh Linens & Bedding. ALL NEW FURNITURE IN THE APARTMENT. 1 Queen Bed for 2 adults and 1 Queen Sofa/Bed in the living for 2 adults. Washer & Dryer Available on the building. Self check-in w/keypad. See our Photos !!!

May 21 – 28

$129 CAD per night

Guest favourite

Home in Haines City

4.82 out of 5 average rating, 106 reviews

Southern Dunes Golf Vacation Villa

This picture perfect executive villa has been awarded Trip Advisor’s Certificate of Excellence 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 4.5 Star 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.

Oct. 7 – 14

$228 CAD per night

Guest favourite

Townhouse in Davenport

4.97 out of 5 average rating, 102 reviews

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.

Jul. 23 – 30

$282 CAD per night

Guest favourite

Vacation home in Haines City

4.9 out of 5 average rating, 108 reviews

Updated Southern Dunes Pool Home 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.

Sep. 1 – 8

$368 CAD per night

Guest favourite

Apartment in Davenport

4.91 out of 5 average rating, 107 reviews

Ground Floor Oasis you will never forget

Private large 3-bed ground floor Villa with a king-size bed in the master bedroom and ensuite. Includes free parking out front. Full kitchen with breakfast bar, 2 full baths, living and dining areas, and 2x balcony. Full Wifi, TVs in all rooms. Full accommodations include a gym, restaurants, and bar areas, 4 large heated pools with a beach, and multiple hot tubs—minutes from Disney, restaurants, and more. In-suite laundry and house cleaning are available—24-hour security, gated property.

Sep. 18 – 25

$215 CAD per night

Guest favourite

Home in Davenport

4.93 out of 5 average rating, 200 reviews

Family pool villa - 20 minutes to Disney!

This family-friendly pool villa includes: • FREE Parking, • FREE High-speed WiFi, • FREE In-villa laundry facilities, and • A fully equipped kitchen! Located in the beautiful gated community of Tuscan Hills. GREAT LOCATION Golf: 3min Disney World: 15-20min Universal Studios: 45min SeaWorld: 20min Discovery Cove: 20min Legoland: 45min Kennedy Space Center: 75min Beaches: 90mi GREAT SHOPPING International Premium Outlets, 189 stores: 35min Vineland Premium Outlets, 160 stores: 25min

Oct. 24 – 31

$260 CAD per night

Guest favourite

Guesthouse in Winter Haven

5.0 out of 5 average rating, 11 reviews

Cozy Family Vacation Villa

An Airbnb for the family. Loaded with lots of extras and goodies to make your stay comfortable and convenient. I offer breakfast, lunch and dinner cooking services at no charge and enjoy making my guests feel like family. The house comes to life at night with mood lighting in the yard and villa. Private self check in and parking w free laundry facilities on the property. Designed with families in mind offering something for everyone. Family parties and events welcome. Lots of parking.

Feb. 26 – Mar. 5

$201 CAD per night

Guest favourite

Condo in Davenport

4.92 out of 5 average rating, 378 reviews

Mediterranean Resort! 2+2 Condo. 10 mins to Disney

Tuscana Resort Orlando is a Mediterranean-style villa resort minutes from DisneyWorld. Universal, Sea World & LEGOLAND are close as well. The amenities are top notch with a beautiful swimming complex that includes pool, hot tub, cabanas, kiddie pool, fitness centre etc. The very spacious 2-bed/2-bath condo is 1200sqft! Recently renovated/painted/new stainless steel appliances! Sleeps 8. Tile Throughout! Gorgeous Kitchen! 55” Smart TVs. FREE WIFI/Cable/Netflix. A/C. Washer/Dryer.

Aug. 17 – 24

$211 CAD per night