Holiday houses in Lady Lake

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.

4.96 out of 5 average rating, 141 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

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.

4.91 out of 5 average rating, 35 reviews

My House Is Your House at Hacienda

Live the Village lifestyle and all it offers while staying in this 3 bedroom 2 bath updated Hacienda Oaks golf course view expanded 2100sf Designer Home. .Upgrades: master and guest bath ,quartz counter tops, new lighting, custom shower and new fixtures, updated kitchen and new flooring throughout the home. We wish to share our home with guests who want to experience the lifestyle of the Villages. Please note: During Village high season January thru April we are only open to monthly rentals.

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, 340 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.

4.86 out of 5 average rating, 35 reviews

Orange Blossom Golf 2B/2B, located in The Villages

Rolling hills and scenic views are exactly what you'll find in The Village of Country Club Hills. This beautiful home is centrally located in the historic area of The Villages within a five minute golf cart ride to The Orange Blossom Hills Golf and Country Club. Residents here can choose between 18 holes of championship golf, or the scenic Hilltop executive course. Close to shopping, restaurants, and nightly live music in the Spanish Springs Square. An hour drive from Orlando. 200 mbps Wifi.

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, 155 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.

5 out of 5 average rating, 24 reviews

The private pool area is enclosed by a screened lanai, illuminated by string lights. A relaxing area features loungers beside the pool, with a raised spa and gentle water feature. Lush greenery surrounds the space, creating a serene atmosphere.

Villa in Lady Lake

Heated Pool Golf Cart Dog Friendly in The Villages

Nestled amidst lush greenery ,Vida Rosa’s private pool provides a serene outdoor oasis, complete with a dining area, loungers, and a gas BBQ. The luxurious accommodations are thoughtfully designed to evoke a sense of calm and elegance. Conveniently located, just a short golf cart ride away from the squares of Spanish Springs & Lake Sumter offering a variety of entertainment etc. Note: The pool has a jet tub attached to it. The water temperature is the same temperature as the pool, 86 .

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, 48 reviews

Villages Retreat Includes Golf Cart & Amenities

Charming retreat in The Villages. GOLF CART INCLUDED w/ waiver & documents see below. Our 2BR/2BA offers upgrades including walk-in showers, adjustable queen beds, modern kitchen, e-fireplace, & large TVs. You'll have access to a wealth of amenities, free golf on 41 executive courses to refreshing pools, tennis, pickleball, & more. The Villages charges a $50 fee for the two lifestyle IDs. Please book your stay with us, & experience luxury living at our vacation rental in The Villages

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, 83 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 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, 55 reviews

Villages home with unique elevated front porch

A bright 2 bed, 2 bath home with new flooring throughout, includes golf cart. Located in historic Country Club Hills. Less than two miles from Spanish Springs Square with restaurants, shops & FREE nightly entertainment. Minutes away from pools, hot tubs, recreation centers, walking paths, & golf courses. Fully equipped kitchen with starter pack. Relax with a book & a drink on the breezy front porch with an overhead fan. Free Netflix, Peacock Premium & high speed internet.

5 out of 5 average rating, 227 reviews

Guesthouse in Lady Lake

Cute & Cozy Tiny Guesthouse

Take it easy at this cozy and peaceful getaway located in a safe and quiet neighborhood near The Villages. It's conveniently located all within 1.5 miles to Walmart, Aldi, Waffle House, McDonald's, Pizza Hut, Cracker Barrel, BJ's Wholesale and many other shops and restaurants. Plus, The Villages Hospital. We are also located two miles from The Villages Spanish Springs town square which has free entertainment from 5pm to 9pm every night of the week.

4.87 out of 5 average rating, 31 reviews

Charming and relaxing home

Beautiful 2-bedroom and 2-bathroom home, located in one of the best areas of The Villages and with walking distance to shopping plazas like the Spanish Square, stores like Target, Publix, and others, community pools and other community facilities. Granite countertops come with this beautiful white cabinets that contrast the interior of the house. Golf cart garage for those who looking to experience the life of this community in a different way.

4.94 out of 5 average rating, 33 reviews

The kitchen features modern white cabinetry with silver handles, a stainless steel refrigerator, and an oven. A clock adorns the wall, while a small dining area is arranged on the side. Natural light is present, highlighting the clean countertops and open layout.

Apartment in Lady Lake

Snooky Park Apartment next to The Villages

Conveniently located, completely renovated 1 BR apt. Peaceful, yet right near all the fun The Villages has to offer. Walking distance to food, shopping, restaurants, gas stations/convenience stores, Salons and parks. Five minute drive to Lake Sumpter Landing or Spanish Springs Town Square. Easy drive to everything Central Florida has to offer.

Popular amenities for Lady Lake holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Lady Lake

Superhost

A spacious living area features a sectional sofa arranged around a low wooden coffee table. A colorful accent chair adds a pop of color. Natural light streams through large windows, illuminating the light hardwood floor. A floor lamp and wall decor enhance the inviting atmosphere.

4.89 out of 5 average rating, 65 reviews

Your Home Away from Home in The Villages

4.93 out of 5 average rating, 28 reviews

Hole in One

Superhost

A modern kitchen features granite countertops and a deep blue dishwasher, with ample cabinetry. Stainless steel appliances include an oven and a glass stovetop. Natural light enters through two large windows dressed with sheer curtains, while a decorative floral piece adorns the wall.

Apartment in Fruitland Park

5 out of 5 average rating, 7 reviews

Charming Fruitland Park Getaway

A private patio features a circular dining table surrounded by four chairs. Stone gravel is scattered across the ground, and a birdbath is positioned nearby. Green hedges line the perimeter, and large glass doors offer a view into the home's interior.

4.85 out of 5 average rating, 13 reviews

Dog-Friendly Home in The Villages w/ Private Patio

4.76 out of 5 average rating, 194 reviews

Enchanted Cottage Home

5 out of 5 average rating, 28 reviews

An open living space features a cozy sleeping area and a small dining arrangement. Wooden beams highlight the ceiling above. Natural light enters through the door and windows, while a television and kitchenette with appliances are visible against the walls.

Apartment in Lady Lake

Desperado 2 - Cozy Peaceful Apt. Lady Lake FL.

The exterior of a newly renovated home is presented, showcasing a spacious front porch with a roof. Large windows invite natural light, and well-maintained landscaping features green grass and neat flower beds. The property is surrounded by trees, adding to the serene atmosphere.

5 out of 5 average rating, 28 reviews

2B/2B Newly Renovated Home in Silver Lake!

An aerial view showcases a spacious property surrounded by lush greenery. The home features a neat driveway and is complemented by several nearby buildings, including a recreation center with a pool. Sunlight highlights the rooftops and well-maintained lawns.