Vacation rentals in Fruitland Park

4.99 out of 5 average rating, 84 reviews

3/2 w/ Two Golf Carts (6 seats), ~1 mile Sumter

Remodeled 3 bed (sleeps 6), 2 bath home in The Villages, only ~1 mile to Sumter Square! Screened patio backs up to 6 acre lot, very private except the cows! Rental includes access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Free use of 2 gas golf carts (4 +2 seats) to get to it all! Newly furnished home includes 5 smart TV's, including on patio, fully equipped kitchen, BBQ grill and more. Bedrooms include 1 king, 1 queen and 2 full beds.

4.92 out of 5 average rating, 12 reviews

Apartment in Lady Lake

Desperado 1 - Cozy Peaceful Apt in Lady Lake, Fl.

Escape to your unique and peaceful private apartment nestled on 2 acres of serene land and just a short 7-minute drive to The Villages. Enjoy the tranquility of nature while still being close to vibrant entertainment, shopping and dining options. Your cozy and well appointed space offers the perfect blend of seclusion and convenience making it an ideal getaway for relaxation and rejuvenation. *perfect for vacation *perfect for traveling workers *perfect for visiting family in the The Villages

4.96 out of 5 average rating, 313 reviews

Home in Lady Lake

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

4.97 out of 5 average rating, 36 reviews

Home in Leesburg

Luxury home with a pool and 3 bedroom

Spacious water front home that sits on a beautiful freshwater canal with access to the great Lake Griffin. Offers a perfect blend of luxury & comfort, a perfect space for entertaining & relaxation. Escape the pressures of everyday life, enjoy the outdoors in style with the lanai in the rear of the home, perfect for barbecuing or lounging while enjoying the water view. Has access to onsite community boat ramp, campgrounds, nature trails, kayaking, major roads, stores, restaurants, and more.

4.92 out of 5 average rating, 12 reviews

The Hemingway

Come and breathe in the fresh air and gaze upon the stunning golf course views in this immaculate designer home with an in ground hot tub. Step out the back door and find yourself at the pool and recreation center! The location couldn’t be better. You are only moments away from Shopping, dining , recreation, entertainment, sports and golf! Complete with a spacious lanai, outdoor kitchen and screened birdcage, this home has something enjoyable for every traveler! Enjoy the golf cart too!

5 out of 5 average rating, 10 reviews

Little Paradise in the Villages - with Golf Cart

We would like to welcome you to our little slice of paradise in the Villages. You will find everything you need for a short or long stay, including a golf cart. The Villages is an active 55+ golf cart community where you can be as active or tranquil as you desire. You can enjoy golf (50+ courses ) tennis, pickle ball, swimming, billiards and much more. Located a short distance from Brownwood Square where there is nightly dancing, dinning, & shopping, You will meet people and have fun.

4.94 out of 5 average rating, 34 reviews

Spacious 3/2 Getaway in The Villages

Your friends/family will enjoy easy access to everything from this centrally located home as it is 15 min from Sumter Landing and 15 min to Brownwood. Picture yourself in this Ultra Clean 3 Bedroom/2 Bathroom (One Bedroom has a sofa, coffee table and desk). Every room has a smart tv and we offer Live YouTube Tv. The Open Floor Plan lends itself to entertaining while preparing a home cooked meal in the well appointed kitchen. Make your vacation memories in this beautiful home.

4.97 out of 5 average rating, 67 reviews

Central location near shopping-Golf cart included

Wake up to coffee in your private patio. 2 Bedroom (king and queen size beds) and 2 bath villa located centrally between Lake Sumpter and Brownwood! Across the street is the popular Havana Country Club centrally located to several executive and championship golf courses. The pool is around the corner and has billiards in the nearby recreation centers, or go to the regional rec centers nearby, SeaBreeze and Colony! Guest passes are available and GOLF CART IS INCLUDEDI

5 out of 5 average rating, 42 reviews

Villa in The Villages

Palm Oasis Retreat - Dog Friendly w/golf cart

Looking for a beautiful courtyard villa in a great location? Look no more! Conveniently located between Brownwood and Lake Sumter Landing, and close to Colony Plaza which includes grocery, gas, restaurants and more. This newly renovated villa is in the sought after Village of Charlotte. Located right in the middle of all the fun, this property is a short golf cart ride to the Charlotte Neighborhood pool, Captiva Recreation Center, shopping, and restaurants.

4.96 out of 5 average rating, 183 reviews

Home in Ocala

Cozy A-Frame Retreat w/ hot tub!

Escape to our cozy A-frame cabin, nestled amidst the serene beauty of nature. Just 10 mins from Santos Trailhead and 35 from Rainbow Springs! After a day of exploration, unwind in the private hot tub, gather around the bonfire pit for s'mores, or snuggle by the fireplace and stream your favorite movie. Whether you seek a romantic retreat or an extended family getaway, our A-frame cabin promises the perfect blend of nature's tranquility and modern comfort!

4.91 out of 5 average rating, 43 reviews

Beautiful Designer Home -Golf Cart- Walk to Sumter

This stunning designer home comes with a golf cart and is within walking distance to Lake Sumter Market Square. It sleeps 4 adults in 2 bedrooms. 5G Wi-Fi. Kitchen is loaded with amenities & spices, lots of comfy lounging spaces, an inside laundry room, 2-car garage, landscaped yard and easy access to Hwy 466. 3-day min. May-Sep, 7-night min. Oct, Monthly stays only Nov-Apr. You will love staying in this stylish home away from home.