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).

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.

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.

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.

Disney, free shuttle, full kitchen

This newly furnished first floor condo is located minutes from Walt Disney World and just a short drive to Universal Free Shuttle to Disney, Universal and SeaWorld Amenities: 2 Queen Beds 1 Bedroom 1 Full Bath Living Room Full Kitchen Cookware and Utensils Dining Table 50" TV's with Cable and HBO Free WiFi Free Keurig coffee Free Parking Self Check-In Pool Hot Tub I recommend Uber and Lyft or a Rental Car to get around Orlando. Stroller rental available on site.

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.

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.

* 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.

Villages-Private Heated Pool-Central Location

Enjoy a stylish experience at this centrally located 3-bedroom home. 5-7 minutes golf cart ride from Sumter Landing, 15 minutes from Spanish Springs Square, 20 minutes from Brownsville Square. 200 Community pools some for adults only and some for families. 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 3 Old Fashion Town Squares with nightly Live entertainment. 44 Golf Courses