House holiday rentals in Lady Lake

A light blue home features a welcoming front porch with a screened entry, providing a view of the neatly manicured lawn. The driveway leads to a single-car garage, framed by flowering plants and greenery, with soft sunlight illuminating the exterior.

4.97 out of 5 average rating, 36 reviews

Relaxing home in The Villages

Forget your worries in this serene home during your next getaway in The Villages! For your convenience, ride the provided golf cart to anything you'll need in the Spanish Springs. Come back to your home away from home to relax & unwind in the screened porch protecting you from Florida's wildlife while still encouraging you to enjoy the beautiful weather and sunsets. Sleep comfortably in the spacious rooms equipped with memory foam mattresses and feel safe in this quiet and friendly neighborhood.

A well-maintained exterior of a single-story home is presented, featuring a light yellow facade and a welcoming front porch. Lush greenery and palm trees are positioned along the pathway, with a manicured lawn and trimmed shrubbery enhancing the curb appeal.

4.95 out of 5 average rating, 147 reviews

2/2 custom pool home with 4 person gas golf cart

Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

4.98 out of 5 average rating, 120 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.

A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.

4.96 out of 5 average rating, 347 reviews

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.

4.99 out of 5 average rating, 105 reviews

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).

A single-story home is situated on a corner lot, surrounded by well-maintained lawns and landscaping. Large trees provide shade, while the blue sky creates a bright backdrop. A screened-in porch and patio area are visible on the side of the house.

4.98 out of 5 average rating, 159 reviews

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.

The exterior of the villa is seen, featuring well-maintained landscaping with palm trees and neatly trimmed shrubs. A spacious driveway leads to the entrance, while a two-car garage is visible on the left. The sunlit facade showcases a welcoming atmosphere.

4.97 out of 5 average rating, 103 reviews

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.

A comfortable living area features a light-colored sectional sofa and a textured rug. A wall-mounted television is positioned above an elegant gray console table adorned with small potted plants. Soft lighting is provided by pendant lamps, complemented by natural light from a nearby window.

4.95 out of 5 average rating, 88 reviews

Villages, FL. Designer Home 2 blocks from town SQ!

Location!Location! Location! Designer home with access to close shopping,pools, tennis, golf, pickle ball, live bands every night, and it’s all within 5 minutes on golf cart! High speed Wifi. Grocery stores are 2 blocks from house! Golf cart is included with house. The house is located one hour north of Orlando, and 1 hour and 9 minutes away from Disney World! There is so much to do here in The Villages you can find something of interest for everyone in the family! Enjoy!

The image captures a welcoming street view of a residential area with charming homes featuring varied architectural styles. Lush palm trees and neatly trimmed shrubs outline the landscaped front yards. The sky is bright with fluffy clouds, contributing to the overall inviting atmosphere.

4.94 out of 5 average rating, 100 reviews

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.

A single-story home is presented, featuring a front porch with a screened-in area. Well-maintained landscaping embraces the house, with manicured hedges and a neatly trimmed lawn. A two-car garage is visible to the left, with partial shading from nearby trees.

5 out of 5 average rating, 25 reviews

Beautiful 2- bedroom, 2-bath in Orange Blossoms

Located in the historic section of the Orange Blossoms in The Villages, this beautiful 2-bedroom, 2-bath home is fully furnished and ready for your next vacation! Family and pet friendly, this home away from home will not disappoint! Located near the Spanish Springs Town Square, you are walking distance to shopping, restaurants and live music. A gas golf cart is included with this rental, so you can enjoy the community and all it has to offer.

An enclosed patio features a heated saltwater pool, accentuated by stone tile and decorative mosaic. Nearby seating options are visible, including a lounge chair under a shaded canopy. Lush greenery surrounds the area, providing a sense of privacy and tranquility.

4.96 out of 5 average rating, 152 reviews

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

A single-story home is depicted in a well-kept neighborhood, featuring a manicured lawn with palm trees and shrubs. Two vehicles, including a golf cart, are parked in the driveway, while a cloudy blue sky provides a serene backdrop.

4.95 out of 5 average rating, 106 reviews

FREE Golf Cart + Fabulous Location + Classy Decor!

Nestled in Winifred Village, this beautifully adorned home is a gem in The Villages. A quick golf cart ride to Lake Sumter Landing and the Polo Field, and backing onto the Arnold Palmer Golf and Country Club, it's a golfer's paradise. Plus, a pool is just a short walk or a minute's cart ride away!

Popular amenities for house rentals in Lady Lake

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A heated pool is featured with a smooth, curvaceous shape and clear water reflecting surrounding shadows. Access is provided by steps leading into the water. The pool area is enclosed by a screen, allowing views of the lush green yard and nearby homes.

5 out of 5 average rating, 49 reviews

Pool Home Great Location 3/2 & 2 Golf Carts

The exterior of a single-story home is shown, featuring a light-colored façade with multiple windows. A landscaped front yard includes a manicured lawn and decorative stones. A two-car garage with a driveway is visible on the right side. Palm trees are present in the surrounding area.

4.89 out of 5 average rating, 45 reviews

Beautiful Designer Home in The Villages Fl

5 out of 5 average rating, 20 reviews

5-Star Luxury | Prime Location & Top Amenities

The modern home features a spacious driveway leading to a large carport and a two-car garage. A covered porch with steps provides access to the front entrance, surrounded by greenery and trees.

5 out of 5 average rating, 61 reviews

Villages home with unique elevated front porch

The open living area showcases a cozy red sofa facing a large TV mounted on the wall. A sleek kitchen bar with three red stools is situated nearby, and a chair with a patterned design complements the modern decor. Natural light is visible from an entrance.

4.9 out of 5 average rating, 68 reviews

The Villages, De La Vista West 1762

The exterior view presents a single-story home with a light-colored facade, situated on a manicured lawn. A large tree provides shade in the front yard, and a driveway leads to a two-car garage. A covered porch with a railing is visible, enhancing the welcoming appearance.

4.86 out of 5 average rating, 56 reviews

Renovated! Between Two Squares with Golf Cart !

4.97 out of 5 average rating, 71 reviews

The Promise Land~10 beds~New

A screened lanai features comfortable seating and is positioned adjacent to a well-maintained backyard. A tree is situated in the grassy area, providing shade, while a concrete pathway leads to the entrance. A white fence encloses the yard, enhancing privacy.

4.92 out of 5 average rating, 154 reviews

Briar Meadow Villa - Dogs are welcome!

Weekly house rentals

A serene view of a golf course at sunset, featuring a calm body of water reflecting vibrant orange and purple hues. A fountain can be seen gently spraying water in the foreground, with a silhouette of a large tree and distant homes framing the scene.

4.92 out of 5 average rating, 37 reviews

My House Is Your House at Hacienda

4.97 out of 5 average rating, 86 reviews

A wooden deck surrounds the home, featuring seating areas with two vibrant chairs and a table centered around a fire pit. An umbrella provides shade for outdoor lounging. The exterior of the house displays a light beige siding with a door and window that allow natural light in.

Home in Weirsdale

Cheerful, two bedroom Animal loving home,

A cozy living area is presented with dark leather sofas and matching armchairs. A round ottoman sits centrally, complementing the layout. Soft lighting from ceiling fixtures illuminates the space, while a decorative piece of art and potted plants add subtle elegance.

5 out of 5 average rating, 55 reviews

Villages Retreat Includes Golf Cart & Amenities

A comfortable living area is shown, featuring a gray sofa and a blue recliner. A dark coffee table with a decorative centerpiece occupies the space. Light reflects off the tiled floor, adding warmth, while an archway leads to an adjacent room with visible kitchen elements.

5 out of 5 average rating, 6 reviews

Cosy home in the Villages, FL

5 out of 5 average rating, 16 reviews

Villages 3/2 with Golf Cart and Hot Tub

The exterior of the home features a well-maintained front yard with manicured shrubs and palm trees. A golf cart and bicycle are parked on the driveway, with a two-car garage visible. The atmosphere is bright under a partly cloudy sky.

5 out of 5 average rating, 27 reviews

Walking distance to Lake Sumter Landing!- Magnolia

A screened-in patio area showcases two hanging chairs with cozy cushioning, accompanied by a low coffee table. A lush green artificial lawn enhances the space, while a ceiling fan provides airflow. Beyond the screens, outdoor seating is visible under a shaded canopy.

5 out of 5 average rating, 45 reviews

Private Villa + Golf Car by Lake Sumter Square

5 out of 5 average rating, 7 reviews

Prime Location~Golf Cart Included~La Casita Azul

Private house rentals

A cozy living area features two gray sofas adorned with decorative blue and white throw pillows. A wooden coffee table with a colorful centerpiece sits atop a patterned rug. Natural light enters through sliding glass doors, enhancing the inviting ambiance.

4.98 out of 5 average rating, 40 reviews

Oasis in Heart of The Villages

A vibrant bedroom is showcased with a tropical-themed quilt featuring large leaf patterns in teal and white. A decorative pillow with a starfish design is positioned on a spacious bed, complemented by a nightstand adorned with a small decorative palm tree.

4.95 out of 5 average rating, 94 reviews

3 BR 2 BA Coastal-vibe,Golf Cart,Pools, Pickleball

The image showcases a sparkling blue pool surrounded by a spacious screened enclosure. A jacuzzi is integrated at one end, and golf course views are visible through the greenery. Lounge chairs are positioned around the pool area, providing a relaxing outdoor space.

4.85 out of 5 average rating, 55 reviews

Get it all - Pool, Jacuzzi, Golf View, & Golf Cart

4.9 out of 5 average rating, 30 reviews

Waterfront 3 Bedroom Renovated Home The Villages

A well-maintained private home is presented with a lush green lawn and manicured landscaping. A golf cart is parked in the driveway, alongside a spacious three-car garage with decorative windows. The sky is clear with scattered clouds, providing a bright ambiance.

4.93 out of 5 average rating, 40 reviews

3/2 Home near Sumter Landing

4.94 out of 5 average rating, 18 reviews

Home with private pool, Tierra grande villas

4.92 out of 5 average rating, 50 reviews

Home in Fruitland Park

Luxury home with a pool and 3 bedroom

The exterior of a single-story home is presented, showcasing a well-maintained lawn edged with tropical plants and palm trees. A covered carport is visible, leading to the entrance. The house features a light-colored facade with a blue roof, indicating a welcoming appearance.