Fitness-friendly holiday rentals in Wildwood

4.88 out of 5 average rating, 81 reviews

A single-story villa is set against a clear sky, featuring a double garage and a neatly maintained lawn. Decorative stones line the front yard, bordered by a white picket fence. A palm tree provides a touch of greenery to the inviting exterior.

Villa in The Villages

Patio Villa Near BrownWood

Enjoy your beautiful Colony Patio Villa in PINELLAS. Near Brownwood Town Square, Eisenhower regional rec center, & Bonifay and Evan’s Prairie CCs. WALKING DISTANCE to Big Cypress, 3 executive courses, and PINELLAS PLAZA (with Winn Dixie, restaurants & more) January to March bookings must be for a full calendar month (beginning and ending on the 1st and last, respectively) The Villages is an Active 55+ Community. Young visitors are allowed for limited periods with plenty of family activities.

Cottage in Silver Springs

A tranquil scene features two large trees with sprawling branches, creating a natural canopy. Sunlight filters through the leaves, casting gentle shadows on the ground. A rustic chair is positioned between the trees, inviting moments of reflection amidst the serene natural surroundings.

4.95 out of 5 average rating, 192 reviews

Cozy Cottage in the Forest- Close to Springs

Quaint, charming, cozy & very unique older home! Close to the springs, great place to relax after a day on the water. This Artists retreat is sweetly tucked away in Ocala’s National Forest. Find yourself surrounded by beautiful Oaks, pines & 3 abundant grapefruit trees. Sip your coffee or tea on the swing under the trees, have a picnic or bring or rent a kayak & spend the day at Springs. Full kitchen. This gem has all the amenities you will need as you unwind from life and decompress in nature.

The exterior of a single-story home is shown, featuring a light-colored façade with multiple windows. A landscaped front yard includes a manicured lawn and decorative stones. A two-car garage with a driveway is visible on the right side. Palm trees are present in the surrounding area.

4.88 out of 5 average rating, 43 reviews

Beautiful Designer Home in The Villages Fl

The Home is in the Villages a gated golf cart retirement community. Golf, Music, Entertainment, Activities, Pools , its the Villages!! the home is a 2280 Sq ft living space 3 bdr each with a king size bed and Tv. 2 bath large lanai on the 2nd hole of the Tierra Del Sol golf course. A golf cart is available for a small extra fee. Washer and Dryer , Kitchen is stocked for all your cooking needs. Visit the Villages your Happy Place. I will send special offers for longer stays 2 weeks or longer!

The image captures a welcoming street view of a residential area with charming homes featuring varied architectural styles. Lush palm trees and neatly trimmed shrubs outline the landscaped front yards. The sky is bright with fluffy clouds, contributing to the overall inviting atmosphere.

4.94 out of 5 average rating, 99 reviews

1199 Merryweather - Walk to Lake Sumter Landing Sq

Wow! Gorgeous 2br/2ba courtyard villa; 5-star reviews. Walk to Creekside Landing pool & town square in THE most sought after location in the community. Private yard. Granite counters, vaulted ceilings, big birdcage, French doors & vinyl plank floor. No carpet. Newer recliners, patio chairs, and sofa. King in master. Queen in guest br. Cable. WIFI. Rent a golf cart (optional). No pets here. I manage a pet friendly 3br across street (sleeps 6). Apr & Dec 2026=5nt min. Other 2026=just 2nt min.

4.96 out of 5 average rating, 137 reviews

A charming green cottage is set among tall pine trees, featuring a wooden porch and a welcoming entrance. A small window is visible on one side, complemented by outdoor lighting. Bright flowers line the base of the cottage, enhancing its rural setting.

Tiny home in Groveland

Lovely Meadow Farm Cottage

This lovely farm cottage can be found in a secluded meadowland under various oaks and pines along a natural cypress dome. Spectacular star lit night skies accompanied by hooting owls, whippoorwills, and fire flies make for an unforgettable camp fire atmosphere. Amenities include an outdoor shower, washer, dryer, barbecue, fire pit, fishing and outdoor wrap around patio. Ponds, canals, and Florida wetland host a variety of birds, mammals, fish and reptiles including the Florida gator.

5 out of 5 average rating, 16 reviews

Home in Wildwood

Newest Hotspot in The Villages Eastport/Middleton”

Welcome to Eastport! The Villages’ most exciting new lifestyle destination — Eastport! Whether you're visiting for a weekend getaway or an extended stay, this beautifully furnished 2-bedroom, 2-bath Patio Villa w/golf cart puts you in the heart of everything The Villages has to offer — golf, pickleball, shopping, dining, entertainment, recreation, and serene nature. From the moment you arrive, you’ll see why Eastport is the new standard for luxury, leisure, and active adult living.

The exterior of a single-story home showcases a light purple facade, a neatly landscaped front yard with minimal foliage, and a paved driveway. A one-car garage with a door stands alongside a covered porch, inviting guests to enter the welcoming space.

4.88 out of 5 average rating, 8 reviews

Spacious Home in The Villages

Enjoy all the Village has to offer in this peaceful and centrally-located home in Buttonwood Village. Three bedroom home with two full baths. Four seater golf cart to take you to all the amenities and activities. Outdoor dining in a spacious lanai. Garage for one car plus the golf cart. Bedroom one has a king size bed and TV. Bedroom two has a twin trundle that converts to a king size bed plus office space. The master a suite has a king size bed, TV and walk in closet. Non-smoking.

4.94 out of 5 average rating, 110 reviews

Tiny home in Clermont

Pet Friendly, Modern Tiny Home in Clermont!

This stylish tiny house is perfect for a short or mid-term rental, featuring 2 lofts with twin beds, a queen bed on the main floor, a full bathroom with a large rain-head shower, and a gorgeous kitchen with full-size appliances. Enjoy a 7-foot projector screen that doubles as a TV and privacy divider, plus a lovely outdoor area with a gazebo, table, grill, and another TV ideal for experiencing tiny living in luxury with plenty of space. Also, check airbnb.com/h/tinyhamptonsjitney

Apartment in Ocala Historic District

The exterior of the Kemp House is showcased, featuring Tudor Revival architecture with distinct brick detailing and half-timbering. The structure is adorned with large windows and a well-kept front yard, highlighting the inviting entrance and surrounding greenery.

4.94 out of 5 average rating, 126 reviews

Historic second floor 3 bedroom apartment

This apartment is located inside the famed Kemp House. The Kemp house, circa 1938, is a Tudor Revival home, built for T.J. Kemp an agent for the Sinclair Refining Company during the 1930s. This large residence is noteworthy for its brick detail and half-timbering. Originally a single-family residence, it eventually because a boarding house in the 50s and 60s-renting rooms weekly. Later it housed retail stores, a coffee shop, The Blue Heron Gallery, and more

An old train car with the signage of 'Sawgrass Grove' is positioned alongside a pathway. Palm trees frame the scene under a partly cloudy sky, enhancing the outdoor setting and accessibility of this unique feature in the village.

4.91 out of 5 average rating, 11 reviews

Short Walk to Sawgrass: Golf, Pools, Music, Food!

Located in the Village of St. Catherine, GLoop Cottage offers tranquility and privacy while conveniently positioned close to the activity and entertainment at Sawgrass Grove and the newly opened Eastport Town Center. The home features easy living with a front porch, glassed-in lanai, and a fully enclosed backyard - pets welcome. Pools, rec center, biking trails, dining, and Sawgrass Grove Market Town Center - all within walking distance of the property.

4.9 out of 5 average rating, 208 reviews

Home in Apopka

* Luxury Pool * Hot Tub * 86 Inch TV *

Nestled among 15 majestic oak trees, this large custom-built home offers the perfect blend of nature and luxury. Enjoy a sparkling pool, relaxing hot tub, oversized bathtub, and cozy firepit for unforgettable evenings. Stay entertained with an 86" TV and unwind in the expansive outdoor living area. With two spacious driveways and a unique man-cave garage, parking is a breeze. Experience comfort and style in this one-of-a-kind retreat!

A well-maintained exterior features a single-story villa with light grey siding and a simple gable roof. A gas cart is parked on the driveway, surrounded by neatly trimmed shrubs and gravel landscaping, adding to the property’s welcoming ambiance.

4.96 out of 5 average rating, 139 reviews

Lake Sumter 2/2 Villa FREE gas cart/Pet friendly

Super clean 2-bed/2-bath property in Buttonwood with free use of gas cart. Nicely furnished, with washer/dryer, smart tv and vaulted ceilings. This patio villa is in a highly desirable area within walking distance to the Fishhawk pool, rec center and many golf courses. Equal distance between Lake Sumter Landing & Brownwood squares. $89 pet fee. 4 person cart available at $50/day. 2 person cart is free. Return cart full please.

Popular amenities for Wildwood fitness-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Fitness-Friendly apartment accommodation

4.8 out of 5 average rating, 65 reviews

Modern 1BR Near Disney & Downtown Winter Garden

A tranquil hot tub is positioned near a natural rock formation, with water cascading gently from above. Lush greenery surrounds the space, and sunlight sparkles on the water's surface, creating a serene ambiance.

Apartment in Metro West

Lovely 1 bed condo suite

A scenic lakeside view is framed by tall trees draped in Spanish moss. A gazebo is visible in the distance, enhancing the tranquility of the location. The path is lined with fallen leaves, inviting a peaceful stroll along the water's edge.

Apartment in Windermere

Private Garage Apt., 5 Miles from Disney World

4.94 out of 5 average rating, 90 reviews

A neatly made Queen+ sized bed is adorned with a decorative pillow on a textured white bedspread. Soft gray towels are neatly arranged at the foot of the bed, while natural light filters through large windows with views of greenery outside.

Apartment in Ocala

Dreamy Studio in The Heart of Horse Country

A stylish living area features a large, gray sectional sofa accompanied by two teal chairs. A coffee table with decorative items is centered on a soft area rug. Natural light enters through two large windows, complemented by flowing curtains. A wall adorned with tropical leaves adds a vibrant touch.

4.97 out of 5 average rating, 33 reviews

Emerald Grove - Close to Disney

A spacious living area is highlighted by large windows allowing natural light to fill the room. A comfortable green sofa is complemented by accent pillows and paired with a light-colored chair. A wooden coffee table sits centrally, while a flat-screen TV is mounted on the wall.

4.9 out of 5 average rating, 29 reviews

Winter Garden Charm, Near Disney

A well-organized guest room features a spacious bed with a modern headboard, complemented by decorative pillows. A seating area with a cozy chair is visible. Luggage sits beside the bed, and a window allows natural light to brighten the space.

King Studio Suite Near Speer Park ORL

A modern living area features a cozy blue chair and a light-colored ottoman positioned on a patterned rug. A gold table with two marble tops complements the seating arrangement, while a tray with decorative items sits atop the ottoman, enhancing the inviting space.

Apartment in Clermont

At Home In Clermont/ Montverde/ Minneola/Groveland

Fitness-Friendly Holiday House

An expansive view reveals a tranquil pool area surrounded by lush greenery. A covered outdoor space offers relaxation options near the water, while palm trees frame the scene. The blue sky is dotted with soft clouds, creating a peaceful atmosphere.

4.9 out of 5 average rating, 20 reviews

Grand 1920s Estate with Pool, Spa, & Gym

4.91 out of 5 average rating, 121 reviews

The image showcases a vibrant game room featuring various arcade machines beside a colorful wall design. A private pool and spa are visible outside through the screen-enclosed patio, along with a water slide. Themed bedrooms are subtly referenced in the montage.

Home in Kissimmee

No Airbnb fee! Home Pvt Pool/ Spa/Game Room 244301

4.81 out of 5 average rating, 37 reviews

Santos Trail | Modern Home | Firepit | Quiet Area

A large swimming pool area is framed by lounge chairs, with an azure umbrella providing shade. The pool's clear water reflects the sky, while the surrounding deck offers ample space for relaxation. The backdrop includes modern buildings with large windows.

5 out of 5 average rating, 4 reviews

3 Pools w/Golf. Golf Cart Included in 55+ Resort

4.96 out of 5 average rating, 45 reviews

An outdoor area with colorful Adirondack chairs and a decorative table is highlighted, set against a backdrop of lush greenery. A screened-in porch features soft lighting and inviting furnishings, creating a cozy atmosphere as the sun sets in the distance.

Home in Mount Dora

3 BR home 5 min to DT Mount Dora | Gym| EV charger

A private pool is surrounded by a safety fence, featuring a clear blue water surface. Nearby, a shaded patio area is visible, complemented by lush greenery and a basketball hoop. The space offers a blend of relaxation and recreational opportunities.

4.89 out of 5 average rating, 56 reviews

Ocala House with Pool, Gym*Gazebo*Fire Pit

The living room features a full grain leather couch adorned with decorative pillows and a throw blanket. A 55' smart TV is mounted on a light blue wall, while the dining area is visible in the background, showcasing a wooden table with white chairs.

5 out of 5 average rating, 53 reviews

Luxury Equestrian - Horse Show Home 7 Min to WEC

4.97 out of 5 average rating, 30 reviews

The kitchen features a large island surrounded by six high-backed chairs. Light streams through multiple windows, highlighting the white cabinetry and contrasting dark wood flooring. Pendant lighting hangs above the island, complementing the modern appliances and colorful backsplash.

Home in Brooksville

Country Estates

Other fitness-friendly holiday rentals

4.96 out of 5 average rating, 24 reviews

A tranquil pool area is surrounded by lush greenery, featuring a rock-lined waterfall and a waterslide. A fire pit with glowing flames is positioned nearby, enhancing the outdoor ambiance. Tropical plants and palm trees create a secluded, tropical atmosphere.

Home in Clermont

Gorgeous Island Estate- 10 BR in 2 Guest Houses

4.86 out of 5 average rating, 116 reviews

A private dock extends into calm waters, framed by lush greenery and trees. The wooden structure features a railing for safety, allowing for ease of access to the water. Sunlight reflects off the surface, creating a serene outdoor environment.

Home in Dunnellon

Rainbow River Oasis w/ Kayaks + Furnished Sunroom!

The exterior of a single-story home features neatly trimmed landscaping, including various shrubs and flower beds along the foundation. A well-maintained lawn surrounds the property, which has light-colored siding and contrasting black shutters on the windows. A driveway leads to the garage on the right.

4.96 out of 5 average rating, 27 reviews

Beautiful location Village Home * Kelly's Castle*!

The front view of a single-story home showcases a well-maintained exterior with a large driveway and a two-car garage. Flower beds flank the entrance, adding greenery to the façade. A warm evening sky transitions into shades of pink and orange above, enhancing the welcoming appearance.

4.81 out of 5 average rating, 80 reviews

Lovely Private 3 Bed/2 Bath Home in Paradise!

A modern living room is presented with leather sofas and a coffee table at the center. A large flat-screen TV is mounted on the wall, complemented by a decorative mirror. Natural light fills the space through expansive windows, adorned with soft white curtains.

Home in Winter Garden

4.87 out of 5 average rating, 142 reviews

Luxury Winter Garden Getaway Near Disney and Parks

A screened lanai features comfortable seating and is positioned adjacent to a well-maintained backyard. A tree is situated in the grassy area, providing shade, while a concrete pathway leads to the entrance. A white fence encloses the yard, enhancing privacy.

4.92 out of 5 average rating, 151 reviews

Briar Meadow Villa - Dogs are welcome!

A winding driveway leads to a large Tudor style home, framed by tall trees and shrubs. Stone pillars with lanterns flank either side of the driveway, providing a welcoming entrance. The property is set on expansive land, surrounded by lush greenery.

Home in Wildwood

4.8 out of 5 average rating, 5 reviews

Large Home on 10 acres