Holiday rentals in Fruitland Park

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.

Virginia Trace | 1 mile to square, walk to pool

1 mile from Lake Sumter Town Square Virginia Trace Villa has everything you need in this updated 3 BR, 2 bath 1740 sq ft villa. A perfect space centrally located to explore The Villages. The villa features a spacious LR area w/ a 65" smart TV, fully stocked kitchen, 2 dining areas, & screened in patio where guests can relax & enjoy the sitting area. In unit washer & dryer. Wifi & parking included. Golf cart accessible. Guest passes available upon request (provide info 3 days prior to check-in).

Walk to Sumter w/cart - Beautiful Courtyard Villa

We love this home because the location is FANTASTIC! It's under a mile to Sumter Landing (walking distance for us :)). Also, new floors, paint, etc! The living room furniture is extremely comfortable! The kitchen has everything you need. The beds are comfortable and there is a tv in every room. (The second bedroom but needs your own Roku or Firestick!) There is a cart included which is the best way to see The Villages. We know you will love it here! Let us know if you have any questions.

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.

Amazing home in The Villages, FL

Enjoy your stay in one of America's most vibrant communities, The Villages, at this stylish and modern three-bedroom home in Pine Hills. This recently built house is the perfect home-away-from-home, with everything you'll need to relax and unwind after a busy day of adventure in Central Florida! Our home can accommodate up to eight guests. We have four beds and a sleeper sofa, up-to-date appliances, a screened lanai, grill and more! We also have a golf cart guests can use, free of charge!

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.

Adorable Fruitland Park 3/2, King Beds, Great Yard

Adorable, peaceful, fully renovated 3/2 close to every amenity imaginable in The Villages and Hwy 441/27 in Fruitland Park/Lady Lake. Fully remodeled home sits on 1/3 acre with nice fenced in back yard. Sit on porch just outside the kitchen slider & enjoy your morning coffee. Back yard also boasts a fire pit. Relax! Home features 2 king beds, 1 full, master w/his & her sinks, 55 inch tv in living room, office space, kitchen island w/cooking utensils, + 6 seater dining table & chairs.

Safari themed private addition with pool/hot tub.

This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

Pirates & Parrots - The Villages - w/Golf Car !

GREAT LOCATION!! A beautiful 2 bedroom 2 bath home with a saltwater pool and a hot tub. 77 inch TV with sound system, and 2 car garage/golf cart . Outdoor bar with big screen TV with seating area and a second seating area outside the bird cage. TV’s in both bedrooms. Great out door living! Minutes to everything via golf car: Brownwood 12 Sumter 16 Sawgrass 19. 4 champ golf and 7 exec golf courses 5-10. Publix, Walmart 5 minutes Golf Car 2022 Yamaha included! No smoking!!

Fabulous Courtyard Villa close to Sumter Landing

This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

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.

Dirty Dog Cottage

Come stay in our cute Florida cottage located at Dirty Dog Organic Farm. Relax at the Pergola and watch the Koi fish. We have chickens, Roosters, Goats and 2 sweet pigs and ducks. I am happy to help you feed the animals a treat. Leesburg Florida has many hiking trails, and water sports. The farm seems worlds away yet is only 10 minutes from downtown Leesburg and many other activities. The villages is also only a short drive away. The cottage is fully fenced in.