Fitness-friendly holiday rentals in Wildwood

4.94 out of 5 average rating, 85 reviews

A floor plan showcases the layout of the villa. It features a spacious living area with seating arrangements, two bedrooms, a kitchen with an island, and a garage. The dining area is positioned near the entrance, providing a view of the adjacent outdoor space.

Home in Wildwood

2Br 2 Ba near Brownwood w 4 seater golf cart

Location is everything! This quaint patio villa is close to the Brownwood, The Villages newest Town Square, where you can enjoy nightly free entertainment and shops galore. There's also plenty of family-friendly activities, and many, many recreation centers w/ pools. You’ll love the Crabby Cottage because of the included golf cart, the high ceilings, the location, and the decor.. My place is good for couples, solo adventurers, business travelers, and furry friends (w/ apprv,pet fee applies).

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.

4.96 out of 5 average rating, 201 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.

4.97 out of 5 average rating, 102 reviews

A spacious outdoor area features a hot tub with bubbling water, surrounded by a screened patio. A swimming pool gleams in the sunlight, while a vibrant tree house play area with a slide and swing set adds a colorful touch to the yard.

Home in Spring Hill

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring

Family focused home 6 mins from Weeki Wachee River Park and Buccaneer Bay. 10 minutes to Pine Island Beach. Designed to optimize family time with a custom tree house play area, swing set, play station 4, and game room. Adults can relax in the hot tub, dine al fresco in the screened in pool area while watching TV, use the onsite gym equipment or enjoy the outdoor fire pit or indoor fireplace. Whole house/pool Radio & blue tooth. The entire family will love Pool Heating from Nov and April.

5 out of 5 average rating, 32 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 modern single-story home is displayed, featuring a spacious driveway with a parked golf cart. Lush greenery surrounds the house, along with a well-maintained lawn. Bright clouds fill the sky above, suggesting a clear day.

5 out of 5 average rating, 8 reviews

Villager luxury-Minutes to Brownwood or Eastport!

This home is minutes from Brownwood Square where you can Enjoy nightly entertainment. A short Golf Cart ride to Ezell Recreation Center (Pools + countless fun activities), our Golf Cart is included! Three bedrooms with adjustable beds plus a fully-furnished home office. Oversized and open Lanai for early morning coffee or happy hour glass of wine! Big Screen Smart TV's, Grill, and everything you need to feel right at home. And, yes, your pup is welcome too! Be our guest :)

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, 100 reviews

1199 Merryweather - Walk to Lake Sumter Landing Sq

Wow! Gorgeous 2br/2ba courtyard villa w/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. Nice recliners, patio chairs, and sofa. King in master br. Queen in guest br. Cable. WIFI. Rent a golf cart (optional). No pets here. I manage a pet friendly 3br across street (sleeps 6). Rest of 2026=4nt min.

4.9 out of 5 average rating, 94 reviews

A private heated pool is framed by a spacious lanai with a sleek, white deck. The pool features a shimmering blue surface and tiled border. Surrounding walls provide privacy while natural light pours in from above, creating a bright and inviting space.

Home in Wildwood

New, private pool getaway in The Villages, FL

The whole group will enjoy easy access to everything from this centrally located 3B/3BA home in the village of St Catherine. Just steps away from Sawgrass marketplace where you can enjoy dinner, nightly entertainment, pickle ball, and golf at the brand new Southern Oaks 18 hole championship golf If staying in is your idea of relaxation, enjoy the oversized lanai and private heated pool while watching your favorite shows or sports on the 65" smart TV.

4.94 out of 5 average rating, 112 reviews

Tiny home in Clermont

Modern Tiny Home in Clermont, No Pet Fees

Experience luxury tiny living in Clermont! Built by Tiny Hamptons LLC, this premium home features master craftsmanship, quartz finishes, and a 100” cinema projector. Avoid stairs with the main-floor Queen bed, or use the 2 private Twin lofts (sleeps 4 total). Relax in the chef’s kitchen or outside in your private gazebo with a grill. Pets stay FREE with no extra fees! Fully climate-controlled and engineered for a high-end, quiet getaway.

4.88 out of 5 average rating, 223 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!

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, 81 reviews

Lovely Private 3 Bed/2 Bath Home in Paradise!

Your private three bedroom/two bathroom home in The Villages close to everything. 10 minutes to Brownwood Square for live nightly entertainment. Equipped with all of the amenities you can dream of to feel right at home! Your stay includes a Golf Cart, guest pass so you can enjoy dozens of activities. Golf, tennis, swimming, hiking, dancing, pickleball...too many activities to mention! Only one hour to Orlando and all it has to offer.

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, 153 reviews

Briar Meadow Villa - Dogs are welcome!

Dogs are welcome in this nicely furnished Courtyard Villa, with a fenced in backyard. Near Nancy Lopez Legacy Golf & Country Club, Mulberry Grove Rec Center, dog park, Publix, Walgreens, & The Club Health & Rehab Clinic. Easy access to pools, golf courses, dining, shopping & the squares at Spanish Springs & Sumter Landing. Includes gas Golf Cart*, Comcast cable TV, high speed WIFI, & Villages Daily Sun. *Subject to availability

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

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-Friendly apartment accommodation

5 out of 5 average rating, 12 reviews

Apartment in Orlando

Orlando Bliss near Disney

Apartment in Windermere

New place to stay

15 Min to Disney | Family 1BR w/ Balcony + Pool

4.95 out of 5 average rating, 99 reviews

Apartment in Ocala

Dreamy Studio in The Heart of Horse Country

Apartment in Winter Garden

5 out of 5 average rating, 4 reviews

Luxury 2BR | Pool, Gym, Near Disney

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

Apartment in Winter Garden

4.5 out of 5 average rating, 4 reviews

Apartment across from the lake, near Disney.

A neatly made bed features crisp white linens and a decorative orange throw blanket. Two towel swans are arranged at the center, accompanied by a throw pillow with 'WR' embroidered on it. Framed artwork and a bedside lamp are visible in the background.

Apartment in Ocoee

5 star facility with full kitchen, bath, swimming

Apartment in Wildwood

Peaceful Hideaway Near the Villages

Fitness-Friendly Holiday House

4.79 out of 5 average rating, 29 reviews

Grand 1920s Estate with Pool, Spa, & Gym

4.93 out of 5 average rating, 76 reviews

A heated pool sits within a screened enclosure, featuring a clear blue surface that reflects the surrounding greenery. Adjacent to the pool, an outdoor kitchenette is visible, along with multiple seating options for relaxation and enjoying the outdoors.

Home in Spring Hill

*No Service Fees*"Shore Fun, Bare Feet Retreat"

A welcoming exterior of a single-story home is surrounded by well-maintained landscaping. A neatly trimmed lawn complements the vibrant plantings along the path. The garage door and front porch are illuminated, offering a sense of warmth as the sun sets in the background.

5 out of 5 average rating, 4 reviews

Newer home in Village of Hawkins

5 out of 5 average rating, 13 reviews

Cozy New Home in Ocala - 7 minutes to WEC

5 out of 5 average rating, 7 reviews

A bright dining area is presented with a round white table surrounded by four white chairs. A floral artwork adorns the wall, adding a touch of color. Natural light enters through a nearby window, enhancing the calm atmosphere of the space.

Home in Lady Lake

The Villages Cozy Cottage. GOLF CART available

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.

4.9 out of 5 average rating, 62 reviews

Ocala House with Pool, Gym*Gazebo*Fire Pit

4.96 out of 5 average rating, 23 reviews

A welcoming facade of a single-story home is presented, featuring a combination of red brick and light-colored siding. An American flag is displayed at the entrance. Lush green grass surrounds the walkway, leading to a covered porch and large windows that allow natural light to brighten the interior.

Home in Lady Lake

Arcade Happy Place Near Spanish Springs Square

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, 61 reviews

Luxury Equestrian - Horse Show Home 7 Min to WEC

Other fitness-friendly holiday rentals

A single-family home is framed by a white picket fence and green landscaping. A paved driveway leads to the garage, while a golf cart is parked nearby. A tree and flower beds enhance the front yard’s appeal, set against a clear blue sky.

4.97 out of 5 average rating, 68 reviews

Beautiful Villages 2/2 Home. Perfect Location

A sunroom featuring large windows that fill the space with natural light, adorned with greenery outside. A glass dining table is surrounded by woven chairs, with a decorative bowl at its center. A comfortable white sofa is complemented by two ceiling fans.

5 out of 5 average rating, 12 reviews

L.O.V.E. Living On Vacation Everyday

4.86 out of 5 average rating, 124 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!

5 out of 5 average rating, 11 reviews

Eastport Emerald Escape 2BR Luxury in Well Point

The exterior of a single-story home is showcased, featuring a spacious driveway of laid pavers leading to a two-car garage. Lush greenery and palm trees surround the property, while a well-maintained lawn offers an inviting atmosphere.

4.94 out of 5 average rating, 16 reviews

Perfect Rental in The Villages!

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.

4.89 out of 5 average rating, 9 reviews

Spacious Home in The Villages