Fitness-friendly holiday rentals in Leesburg

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).

Private En Suite W/ Office- Central & Quiet

Cute ensuite bungalow w/ office located in the heart of Orlando- perfect base for exploring the city. Snacks, coffee, tea and little touches make the place feel like home. Quiet and clean next to a church on a safe dead-end street. Host lives in main home sharing a living room wall w/ a waterfall noise barrier on the other side. Indoor guest area is entirely private. Blackout curtains, white noise machine, spin bike, and personal AC. All guests on reservation must be listed and verified.

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.

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

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

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

Enjoy this colorful Key West-inspired home with a bold 90s Memphis flair—all to yourself! This 3BR/2BA retreat features 1,244 sq ft of vibrant living space, a home gym, and a private outdoor tanning area. The third bedroom doubles as a dedicated office with a desk and printer. Located just a 10–15 min walk or quick drive to charming Downtown Mount Dora, you'll have easy access to shops, dining, and lakefront views while relaxing in a home full of style and personality.

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.

Charming Oasis 10 Min to Parks Pets Allowed

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Cheerful home , tastefully updated, extra den

Have fun with the whole family at this stylish place. Just refurbished June 2022. In the heart of this active community The Villages ! Over 62 golf courses/200 swimming pools, Pickleball/tennis , etc. 1.5 mi to the most popular town center , Lake Sumter. Rent a golf cart and experience this amazing place , we lovingly call our “adult Disneyland”… You will fall in love. Looking for summer activities for the kiddos? Kids camp

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

Begonia on the Bend – Stylish Home Near Sawgrass

🌴 Modern 3BR/2BA Begonia-style home in The Villages’ new Cason Hammock neighborhood. Built in 2021, this spacious 2,083 sq ft retreat features an open layout, oversized garage + golf cart garage, and stylish comfort throughout. Walk to Sawgrass Town Square, McGrady’s Pub, pool, rec center, and Fresh Market. Enjoy The Villages lifestyle with everything you need for a relaxing stay!