Holiday rentals in Fruitland Park

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.

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.

Whole House-sleeps 10 The Villages Spanish Springs

Live Music on the Square. Golf, Pools, tennis, etc. Entire house in the Village of Del Mar located within the exclusive gated community of The Villages, Florida! A three-bedroom, two-bathroom spacious home with a living room with a sleeper sofa, dining room, lanai and a patio with a grill. It is located on a corner lot, only an 8-minute walk (2 minutes by car or golf cart) to Spanish Springs Town Square and a short distance to three different executive golf courses and dozens of amenities.

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 Villages Stay • Golf Cart • Near Brownwood

Welcome to your Villages retreat! Step into comfort and style in this beautifully decorated, designer home fully furnished with everything you need for a relaxing stay. From cozy bedding to modern furniture. Located in the sought-after Village of Osceola Hills, end of Moyer Blvd just south of Route 44, this spacious 3-bedroom, 3-bathroom home (2021 sq. ft.) features a 2-car garage and comes with a golf cart. You're just minutes away from Brownwood (3 miles) and Sawgrass Grove (2 miles).

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.

Madre Tierra

Reconnect with nature and create unforgettable memories at Madre Tierra, your perfect destination for any occasion. Whether you're celebrating with family and friends, hosting a family reunion, tying the knot, or planning a milestone birthday like a quinceañera or sweet sixteen, our beautiful home offers the ideal backdrop. Embrace the tranquility and let Mother Nature be the canvas for your next celebration. Book your stay with us and make your special moments even more memorable!

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.

Lovely Largo Lantana

Come stay at our 3 bedroom 2 bath home in The Villages! It is a perfect home for gathering with family and friends. This home is centrally located in The Villages, less than 2 miles south of Lake Sumter Landing with numerous recreational centers and activities only a short walk away! Located in The Village of Largo, and is in a wonderful neighborhood with new friends awaiting you all along Ridge Spring Drive! Come enjoy the lifestyle here in The Village

Beautiful Amarillo Cottage House

The House is located about 4 miles from Lake Sumter Town Square, Beautiful Amarillo Cottage House has everything you need to relax with your guest and family. The House is located in the Hemingway Village, 2 minutes away from Havana Country Club & Restaurant. Centrally located to several executive and championship golf courses. The house is near 2 pools and nearby recreation centers. Guest passes are available upon request and Golf Cart its Included.

The Promise Land~10 beds~New

Set on 158 breathtaking acres in Lady Lake, FL, our scenic home features rolling green pastures, majestic oak trees, and stunning sunsets that create the perfect backdrop for unforgettable weddings, elopements, and special events. With wide-open natural landscapes, abundant wildlife, and peaceful surroundings, it’s an ideal setting for ceremonies, receptions, retreats, and celebrations just minutes from The Villages and about an hour from Orlando.