Fitness-friendly vacation rentals 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).

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.

Dreamy Studio in The Heart of Horse Country

Magical is how our guests most describe their experience with us. You'll discover just why we are an all 5 star review property. Giant Granddaddy Oaks draped in moss, and the lush full gardens of our estate. You'll feel welcomed to seclusion, paradise, and more. Near to restaurants, bars, shopping, and entertainment, yet still isolated from the bustle of life. Relax by the pool, or soak away your worries in our hot tub. And then there's Sox the cat, and Spike, our St. Berdoodle pup as well.

Newer home in Village of Hawkins

Kick back and relax in this calm, stylish space. Less than 3 years old and furnished with the best of the best including top of the line mattresses. 1.5 miles from Sawgrass and Ezell Recreation Center. Two bedrooms, two baths with a large master closet. Golf cart provided for additional fee thru David’s golf carts which delivers and picks up at the residence. Neighborhood pool is 5 blocks, and Aviary recreation center is one mile and offers a family pool as well as pickleball courts.

Luxury Villa! /Game Room/ Pool Heater

Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and overflow Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

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.

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.

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.

Eastport Emerald Escape 2BR Luxury in Well Point

Escape to The Eastport Emerald 🌴, a luxurious 2-bed, 2-bath villa in The Villages' Village of Well Point. This bright, open-concept home is ideal for snowbirds, vacationers, and extended stays, featuring 1GB fiber Wi-Fi, a chef's kitchen with gas range, and a private screened lanai. Enjoy self check-in with smart lock 🔑, community pools 🏊, lake access, and waterfront walking paths. Just a golf cart ride ⛳️ to Eastport Square and Sawgrass Grove.

* 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!

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

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.