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Fitness-friendly holiday rentals in Winter Haven

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Top-rated fitness-friendly rentals in Winter Haven

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Top Guest favourite
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
4.86 out of 5 average rating, 162 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

Superhost
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, 291 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 favourite
A modern kitchen is featured, showcasing white cabinetry and a marble countertop. The central island is equipped with a sink and offers additional workspace. Sleek stainless steel appliances are present, including a refrigerator and an oven, while pendant lights provide illumination.
Home in Four Corners
4.95 out of 5 average rating, 167 reviews

New Gtd community Sleeps 6 - 3B/2 bth near Disney

NEWLY BUILT private home. Enjoy a stylish experience with fully equipped kitchen and EVERYTHING brand new. Sleeps up to 6 in 3bed/2bath. Includes 1 KING and 4 Twin beds with a tv in each room. Enjoy the arcade game and lounge in the relaxing open space. Connect to WiFi and enjoy the dedicated workspace. Safe & secure smart house in gated community. Access to resort style pools, sports courts & more. Minutes from several entertainment spots including Disney, shopping & restaurants all close by.

Superhost
A private pool is set within a screened enclosure, providing a view of the surrounding greenery and golf course. Lounge chairs with blue cushions are positioned nearby, inviting relaxation. The pool water appears clear and inviting under the natural light filtering through the enclosure.
Holiday home in Haines City
4.86 out of 5 average rating, 165 reviews

Modern Southern Dunes Pool House 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.

Guest favourite
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
4.9 out of 5 average rating, 119 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 (extra fee), arcade, gym, volleyball court, soccer & football fields, & 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 favourite
The game room features a vibrant blacklight theme with neon accents. There are various arcade games, including a basketball game and air hockey table. The floor is decorated with playful, glowing images. This space is designed for family entertainment.
Home in Championsgate Village
4.97 out of 5 average rating, 105 reviews

Magical Family Fun House Near Disney Luxury Villa

Experience the Magic of Disney in our Luxury Villa! BBQ Included! Tesla / EV Charging Station! Free Pool Heat! Our private 8 bedroom, 5 bathroom one of a kind pool home is meticulously clean & newly renovated. Newly remodeled kitchen and themed rooms, and richly-appointed spaces include large gathering areas, a bright, professional-grade kitchen, spectacular dining room, 2 walk-out master suites, a home theater & Tesla / EV Charging Station! Sparkling pool and spa. Only 15 miles from Disney

Top Guest favourite
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, 183 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. Only 13 miles from LEGOLAND and 22 miles 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.

Top Guest favourite
The large beach-entry pool features a gentle sloping entrance, surrounded by lush palm trees and shaded umbrellas. Lounge chairs are positioned around the pool, offering a relaxing retreat. In the background, the resort's multi-story building demonstrates a blend of modern architecture and tropical landscaping.
Home in Davenport
5 out of 5 average rating, 108 reviews

Family-Fun Disney HQ w/Resort Pool, MiniGolf, Gym

Imagine vacationing a stone’s throw from all the Disney theme parks while staying at a resort that also caters to family entertainment! Family dreams come true at this new townhome, where you’ll find a fully equipped kitchen and everything you need for a comfortable stay. All this, plus access to the recreation and entertainment resort features, including large beach-entry pool, water/splash park, mini golf, gym, and volleyball court. See how many "Hidden Mickeys" you can find in the home!

Guest favourite
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, 149 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.

Superhost
A light-filled living area features a wall-mounted television displaying a vibrant scene. Two blue chairs are positioned around a wooden coffee table, which is topped with a small plant. Greenery adds a touch of nature, and a patterned rug enhances the space's comfort.
Home in Haines City
4.78 out of 5 average rating, 131 reviews

Stylish 3BR: Pool, Golf Views, Disney, Legoland

Welcome to your ultimate 3BR/2BA getaway—where every day feels like a highlight reel! 🏡💫 💦 Dive, splash, repeat in your private pool ⛳ Sip, savor & soak in those dreamy golf views 🎢 Disney, Universal & Legoland? Just minutes away! Perfect for family fun or golf-lover escapes, this stylish retreat brings modern vibes, a chef-ready kitchen 🍳, and oh-so-comfy chill zones 🛋️. ✨ Like a resort, but all yours! Book now & let the good times roll! 🌴🎉 🌟 Let the memories begin! 😎

Guest favourite
The dining area features a large wooden table surrounded by plush gray chairs, creating a comfortable setting for meals. A vase filled with vibrant roses is centered on the table. In the background, a cozy living area is visible with colorful accents and natural light from nearby windows.
Condo in Davenport
4.83 out of 5 average rating, 314 reviews

w POOL 2BR Near Disney & ChampionsGate - Sleeps 5

** PLEASE NOTE — The elevator will be out of service for an upgrade from NOV 3rd to 17th Will require the use or the staircase to the 3rd floor *** A nicely furnished Condo located 15mins from Disney, With Great Amenities, At The World Famous Champions Gate Golf Course! Amenities include swimming pool, hot tub, cinema, fitness center, bbq area, etc. Tuscana Resorts has received the Certificate of Excellence from TripAdvisor for 5 years!

Guest favourite
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.
Home in Haines City
4.84 out of 5 average rating, 129 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.

Popular amenities for Winter Haven fitness-friendly rentals

Kitchen
Wi-Fi
Pool
Free parking on premises
Air conditioning

Fitness-Friendly apartment accommodation

Top Guest favourite
An open concept kitchen and living area is displayed, featuring a modern kitchen with a spacious island and three bar stools. The area includes light wood cabinetry, stainless steel appliances, and a cozy living space with a television, maintaining a bright and inviting atmosphere.
Apartment in Davenport
5 out of 5 average rating, 33 reviews

2BR/2BA Oasis Near Disney +Resort Pool & Amenities

Guest favourite
A contemporary bedroom features a spacious bed with a blue throw blanket and decorative pillows. A tufted blue headboard adds style, while sunlight streams through a large window adorned with patterned curtains. A circular mirror and bedside lamps enhance the modern decor.
Apartment in CHAMPIONS GT
4.89 out of 5 average rating, 216 reviews

Magical Newly Renovated 10 minutes to Disney 2+2

Top Guest favourite
The living area features a light-colored sofa adorned with decorative pillows, positioned in front of a wooden coffee table. A large television mounted on the wall displays a tropical beach scene. A blue sideboard complements the coastal-themed wallpaper in shades of blue and white.
Apartment in Kissimmee
4.96 out of 5 average rating, 124 reviews

Oceanic Oasis Near Disney

Guest favourite
A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.
Apartment in Kissimmee
4.9 out of 5 average rating, 148 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

Guest favourite
The entrance to Bella Piazza features a stone façade complemented by lush greenery and palm trees. The sign is prominently displayed in the foreground, and the building showcases a blend of architectural styles with arched windows and a terracotta roof.
Apartment in Davenport
4.9 out of 5 average rating, 51 reviews

Apartamento 313 Club House -Davenport/Orlando- FL

Guest favourite
A modern kitchen features crisp white cabinetry and sleek stainless-steel appliances. A spacious island is complemented by contemporary stools, with an organized countertop housing kitchen essentials. Gray tile backsplash adds a subtle texture, while natural light brightens the open layout.
Apartment in Kissimmee
4.94 out of 5 average rating, 151 reviews

BRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401

Guest favourite
The living room features a modern sofa bed with colorful accent pillows, complemented by a stylish geometric accent wall. Natural light streams through the windows, illuminating a cozy area with a patterned rug and a compact coffee table, creating a relaxing space for guests.
Apartment in Bay Lake
4.88 out of 5 average rating, 104 reviews

Sleek Modern Gateway 10 Min to Parks Pets Allowed

Guest favourite
A scenic view showcases a serene body of water framed by a neatly maintained lawn and a wooden walkway extending into the distance. Several houses line the opposite shore under a clear blue sky, enhancing the peaceful outdoor setting.
Apartment in Kissimmee
4.85 out of 5 average rating, 153 reviews

Modern 2Bed 2Bath FREE Waterpark @ Storey Lake

Fitness-friendly condo rentals

Guest favourite
An aerial view of a resort pool area showcases a winding pool surrounded by lush palm trees and tropical landscaping. Lounge chairs are arranged along the poolside, with shaded cabanas nearby. The resort features a terracotta roof and is set against a backdrop of greenery.
Condo in Champions Gate
4.85 out of 5 average rating, 286 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

Guest favourite
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
4.85 out of 5 average rating, 123 reviews

Stylish Condo 20 mins to Disney/King Bed

Guest favourite
The exterior of Bella Piazza features a Mediterranean-style architecture with a stone facade and terracotta roof. Lush landscaping surrounds the building, including palm trees and manicured grass. A fountain stands in front of the entrance, enhancing the inviting ambiance of the property.
Condo in Davenport
4.9 out of 5 average rating, 187 reviews

3Bdr, 3BA, 8 mi to Disney. Close to restaurants

Top Guest favourite
A family room features a neutral-toned sofa and armchair, accompanied by a mounted flat-screen TV. A children's bedroom displays two twin beds, adorned with playful wall murals. A primary bedroom includes a king bed, with bedside lamps enhancing the calm ambiance. A resort pool area showcases a large pool surrounded by lounge seating and loungers in a vibrant outdoor setting.
Condo in Kissimmee
4.97 out of 5 average rating, 155 reviews

202_Magical and Cozy 2BR minutes from Disney

Guest favourite
A modern dining area features a glass-top table surrounded by sleek white chairs. Elegant artwork adorns the brown accent wall, while natural light fills the space from sliding glass doors leading to a patio with a view of the golf course.
Condo in Four Corners
4.98 out of 5 average rating, 233 reviews

Luxury 3 Bedroom Home at ChampionsGate Golf Resort

Top Guest favourite
The exterior of the home features a sloped roof and a welcoming red front door. Large windows are positioned symmetrically, allowing natural light to enter. Flanking the entrance, neatly trimmed shrubs and yellow flowering plants enhance the curb appeal.
Condo in Davenport
4.9 out of 5 average rating, 118 reviews

Spacious Apartment Near Disney

Guest favourite
A spacious dining area features a modern table set for six, complemented by a chandelier above. A living space is visible in the background, with a comfortable couch and large windows allowing natural light. Decorative elements include a floral arrangement on the table.
Condo in Davenport
4.82 out of 5 average rating, 176 reviews

3BR/2BA Mediterranean Style Condo Near Disney

Superhost
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.
Condo in Davenport
4.82 out of 5 average rating, 140 reviews

Orlando Spacious 2-Suites & Resort-Style Pool

Fitness-Friendly Holiday House

Superhost
A large, heated beach-entry pool with white lounge chairs surrounds lush landscaping. Adjacent, a two-story townhome features a light-colored facade with balconies, offering a welcoming entrance. Inside, a cozy bedroom displays a yellow bed frame paired with decorative pillows. An outdoor children's water play area includes a pirate ship structure.
Home in Four Corners
4.94 out of 5 average rating, 134 reviews

Luxurious Home near Disney with Resort Amenities

Superhost
The outdoor pool area is surrounded by a screened enclosure, providing a clear view of the sky. The pool features steps leading into the water, with a soothing waterfall effect. Comfortable lounge chairs and a cozy nest chair are positioned nearby on the stone patio.
Home in Haines City
4.75 out of 5 average rating, 44 reviews

Perfect Long-Term Oasis Retreat Home Central FL

Guest favourite
The image captures a serene sunset viewed through a protective mesh enclosure, with silhouetted trees against a vibrant sky. In a second view, a two-story vacation home is presented, showcasing a well-maintained exterior surrounded by lush landscaping and palm trees.
Home in Davenport
4.93 out of 5 average rating, 116 reviews

Beautiful Pool Home With Rear Conservation Views

Superhost
Home in Davenport
4.9 out of 5 average rating, 109 reviews

1157 5BD Dream Home Decoration - Champions Gate

Guest favourite
The vibrant water slide stands prominently beside a rock formation, flowing into a clear blue pool surrounded by tropical palm trees. Below, a spacious game room featuring foosball and air hockey tables is visible, alongside a view of the inviting pool area.
Home in Davenport
4.86 out of 5 average rating, 111 reviews

Whimsical 6BR Solterra Oasis - Themed Rooms & Pool

Top Guest favourite
A modern kitchen features sleek white cabinetry and a spacious granite island with seating for four. Stainless steel appliances, including a refrigerator and oven, are present. A geometric light fixture illuminates the area, complemented by warm under-cabinet lighting that highlights the textured backsplash.
Home in Lakeland
5 out of 5 average rating, 15 reviews

The Yellow Door Farmhouse

Guest favourite
A spacious screened-in patio features a refreshing pool surrounded by a deck. Sun loungers are positioned nearby for relaxation, while lush greenery is visible through the transparent enclosure. The sky above shows a mix of clouds and sunlight.
Home in Haines City
4.84 out of 5 average rating, 77 reviews

Villa Bermuda Orlando

Superhost
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
4.83 out of 5 average rating, 103 reviews

8 Guest Home with Private Pool

When is the best time to visit Winter Haven?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$192 AUD$201 AUD$192 AUD$183 AUD$210 AUD$164 AUD$183 AUD$184 AUD$155 AUD$184 AUD$190 AUD$241 AUD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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 $31 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,320 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, Wi-Fi 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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