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House vacation rentals in Lady Lake

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Top-rated house rentals in Lady Lake

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Top guest favorite

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.

Home in Lady Lake

4.96 out of 5 average rating, 313 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.

Top guest favorite

The exterior of a single-story villa is depicted, featuring a light-colored stucco facade and a two-car garage. Paved driveway curves towards the entrance, with decorative landscaping including a potted plant and stone accents. Windows are adorned with decorative arches, enhancing curb appeal.

Home in The Villages

4.94 out of 5 average rating, 143 reviews

Remodeled 2/2 Baja style villa w/4 person cart

4 person, yamaha gas golfcart offered at this baja style 1000 sqft 2BR, 2BA courtyard villa! It comes fully furnished with pots, pans, linens, and does have a blow dryer and keurig! located in the De La Vista South area just off Morse, this villa is just a short cart ride to Spanish Springs or Sumter Landing. The villa has new stainless appliances, beautiful plank flooring, and fresh paint. King bed in the master, queen bed in the guest bedroom. All bedrooms have smart TV's, cable in LR only

Top guest favorite

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.

Home in The Villages

4.99 out of 5 average rating, 141 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.

A modern living space is illuminated by soft sunlight streaming through large windows. The wooden flooring creates a warm ambiance, while a sleek sectional couch and decorative partition subtly define the area. A potted plant adds a touch of greenery to the environment.

Home in Summerfield

4.88 out of 5 average rating, 187 reviews

Modern Lake Weir House

Best sunset on Lake Weir! Lake front with private sand beach we are located on Sunset Harbor on Lake Weir. Plenty of dock space and beach space for several boats. House is on Bird Island and setup for entertaining friends and family. House was completely remodeled in 2018 with a modern contemporary design featuring 4 bedrooms, 2 bathrooms. One of the rooms is a movie theater with a 100” big screen that has a futon sofa. Can take the boat to Eaton’s Beach or Gator Joes just across the lake!

Top guest favorite

A well-maintained home is visible, with a neatly landscaped driveway leading to a garage. An orange golf cart is parked prominently in front, surrounded by lush green grass and a manicured shrub nearby. A white picket fence adds charm to the yard.

Home in The Villages

4.98 out of 5 average rating, 112 reviews

Private 2/2 Villa w/ New 4 Seat Gas Golf Cart

Relaxing home in quiet neighborhood w/ private yard, screened porch - rare in The Villages! Roanoke Retreat is a beautifully remodeled 2 bed/2 bath home - only 15 minute golf cart ride to Spanish Springs, 20 minutes to Sumter Landing . Rental includes 4 seat gas golf cart w/ access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in every room, fully equipped kitchen, new BBQ grill. 55+ community but no age restriction to visit

The screened outdoor area features a small plunge pool surrounded by a spacious patio. Bright blue chairs are positioned nearby, creating a relaxing space. A table with two glasses rests between two woven chairs, complemented by a cozy seating arrangement, all set against a backdrop of lush greenery.

Home in The Villages

4.93 out of 5 average rating, 134 reviews

Pool, golf cart, private backyard. Paradise!

Come and enjoy this relaxing piece of paradise surrounded by lush greenery with your own, small, private pool (not heated). "Serene on the Green" is a beautifully remodeled 3 bedroom, 2 bathroom designer home (1,536 sqft) with a large screened outdoor pool area with lots of privacy. Our location 320 steps from the Santiago Recreation Complex with two golf courses and a short ride to Lake Sumter Landing and Spanish Springs is perfect. A new custom 2021 Yamaha QuieTech golf cart is included!

A spacious wooden dock extends over the calm waters, surrounded by lush greenery. Several people are seated, enjoying a meal together. Lawn chairs are arranged comfortably, with trees reflecting off the clear surface of the water nearby, creating a serene atmosphere.

Home in Weirsdale

4.97 out of 5 average rating, 151 reviews

Beautiful House On the River, Kayaks, Large Dock!

Come relax by the river in this 3-bedroom, 2-bathroom vacation rental in Lady Lake, Florida. Recently built by our family in 2022, the home has a screened in back porch, a fire pit, WIFI, and is complete with a large private dock right on the Ocklawaha River. All that and it's located only 10 minutes from The Villages where you can shop and have fun. Centrally located 1-1/2 hours from Disney, Daytona beach, and Tampa. Lockbox key access is available for check-ins at any time of day.

A tranquil sunset reflects off the calm lake surface, displaying hues of pink and purple in the sky. Outdoor seating is provided on a deck, with a dining table set against the serene backdrop of the water and surrounding trees.

Home in Lady Lake

4.86 out of 5 average rating, 14 reviews

Lakeside Retreat

Take it easy at this unique and tranquil getaway. Next stay in The Villages, why not stay on the lake? Enjoy lake view from open great room with updated kitchen with island, dining area, and living room. Enjoy lake view from master bedroom with dual vanities and walk in shower. Enjoy lake view from climate controlled Florida room off bedrooms. Enjoy lake view from deck off great room, patio with firepit, bbq grill, and dining table. Minutes from shopping, dining, entertainment

A spacious living area is highlighted by a large, L-shaped sectional sofa with patterned pillows, surrounded by two blue armchairs. A round wooden coffee table sits centrally on a decorative rug, while natural light flows through windows that offer a view of the outdoors.

Home in The Villages

4.99 out of 5 average rating, 116 reviews

VIEW-T-FUL! w/Golf cart

Stunning entry with one of a kind picturesque setting and unbeatable location all in one. This lanai was redesigned with no support columns to have this spectacular highly desirable panoramic golf front & water view. Sweeping view of Southern charm, cluster of mature oak trees with Spanish moss. The back of the home facing the morning sunshine lighting up the lanai and screen area for a fine morning of relaxation. Don't hesitate, this home has it all, golf cart too!

The A-frame cabin features a striking black exterior with large windows that reflect the surrounding greenery. A spacious wooden deck is highlighted, equipped with a picnic table. Lush trees frame the cabin, creating a serene and inviting outdoor setting.

4.96 out of 5 average rating, 182 reviews

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!

The spacious living area includes a comfortable seating arrangement with a coffee table at the center. A dining table for four is visible in the background, complemented by a light fixture. Large windows allow natural light to fill the room, enhancing its inviting appearance.

Home in The Villages

4.86 out of 5 average rating, 123 reviews

Patio Villa, 5 mins from Sumter, FREE Gas Cart!

Adorable Patio Villa in a Prime Location. FREE GAS GOLF CART! Located in the heart of The Villages, in the village of Caroline. 5 minutes from Lake Sumter Landing, with bountiful options for golf, food, and entertainment just a short golf cart ride away. This isn’t your average, ‘bare bones’ investment rental. This is where our family stays when they come to visit. It is furnished with quality linens, furniture, kitchen equipment, Xfinity, & Roku.

Top guest favorite

A single-story home is presented with a soft beige exterior and a welcoming entrance. The front yard is neatly landscaped with green grass and low shrubs. A large tree provides shade, and a double garage is visible on the left.

Home in Lady Lake

5 out of 5 average rating, 11 reviews

Orchid Greens Getaway

Nestled on a picturesque course in the villages, Orchid Greens is your gateway to a tranquil vacation. This charming home offers a private patio and bar area that is perfect for relaxing and watching the golfers go by. You will have easy access to the best shops and restaurants in the villages as the we are located 5 minutes from Spanish springs! This is the perfect home for a family of 4 or 2 couples traveling for some leisure games of golf!

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Popular amenities for Lady Lake house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

The exterior of a single-story villa is highlighted, featuring a yellow facade with a two-car driveway and a well-maintained landscape. Lush green shrubs and palm trees are observed, alongside colorful planters that add vibrancy to the entrance.

Home in The Villages

4.91 out of 5 average rating, 70 reviews

Villa la Bella

Top guest favorite

A spacious pool area features a heated, lightly shimmering pool surrounded by a screened enclosure. Comfortable seating is arranged nearby, with a view of the home’s large windows reflecting natural light. Lush greenery is visible in the background, enhancing the outdoor experience.

Home in The Villages

5 out of 5 average rating, 34 reviews

Pool Home Great Location 3/2 & 2 Golf Carts

Top guest favorite

A single-story home with a light beige exterior is set against a clear blue sky. Lush palm trees and manicured landscaping surround the entrance, which features a paver driveway leading to a double-garage door. The overall setting reflects a serene neighborhood ambiance.

Home in The Villages

5 out of 5 average rating, 9 reviews

On The Links-4bd w/pool in Spanish Springs!

A screened-in outdoor area features a sparkling pool surrounded by inviting lounge chairs and a dining table. Lush greenery and colorful decor contribute to a serene atmosphere, while the clear sky and soft clouds create a bright ambiance.

Home in The Villages

5 out of 5 average rating, 16 reviews

Heated Pool, Dog Friendly, Golf Cart Included

Top guest favorite

A spacious living area showcases comfortable seating arrangements, including a light-colored sofa adorned with decorative pillows. Two armchairs are positioned near a large window, allowing natural light to fill the room. A coffee table and side table complete the inviting space with tasteful decor.

Home in The Villages

4.96 out of 5 average rating, 74 reviews

Close to Everything- Live Music, Dining & More!

A private in-ground swimming pool is enclosed within a screened lanai, reflecting sunlight on its clear surface. Lounge chairs are arranged beside the pool, and a dining area is visible in the background, framed by a patio entrance.

Home in Lady Lake

4.8 out of 5 average rating, 10 reviews

Palm Street Vacation Home and Pool

The exterior of the home is framed by lush palm trees and neatly landscaped flower beds. A pathway leads to the entrance, featuring a covered porch with welcoming lights. The manicured lawn offers a serene atmosphere, complemented by well-placed outdoor lighting.

Home in The Villages

4.77 out of 5 average rating, 109 reviews

The Brownwood Brassie 3BR 2 Bath w/ Golf Cart

Top guest favorite

A heated saltwater pool is highlighted under a screened enclosure, with ambient lighting creating a calming atmosphere. Patio seating is arranged around the pool, and views of the adjacent living area are visible through expansive windows, enhancing the inviting indoor-outdoor connection.

Home in The Villages

5 out of 5 average rating, 21 reviews

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

Weekly house rentals

The exterior of the house features a well-maintained facade with a covered porch and an American flag displayed. Neatly trimmed bushes border the pathway, leading to the entrance. A garage is visible to the right, along with a small decorative sign in the front garden.

Home in Lady Lake

4.95 out of 5 average rating, 21 reviews

Rare Find 3/2 in Orange Blossom

A decorative sign is mounted on the wall, featuring a blue background with white text that reads 'welcome to our happy place.' The sign is framed in a simple wooden border, adding a homey touch to the interior.

Home in The Villages

4.79 out of 5 average rating, 91 reviews

Carlton Courtyard Villa - Walk to Sumter Landing

Top guest favorite

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

4.96 out of 5 average rating, 70 reviews

Cheerful, two bedroom Animal loving home,

Top guest favorite

A dock extends into a serene canal, with a boat gently resting at its side. Lush greenery surrounds the waterway, creating a tranquil setting. A wooden patio area is visible, providing a space for relaxation near the water.

Home in Summerfield

4.99 out of 5 average rating, 90 reviews

Getaway on the Waterway: Kayak, SUP, fish, relax!

An open kitchen area features granite countertops and white cabinets, providing ample storage. A double sink is positioned beneath a window, with natural light enhancing the space. Decorative elements, including a rack for wine bottles, add subtle charm to the functional design.

Home in Lady Lake

4.9 out of 5 average rating, 67 reviews

STAY IN THE VILLAGES! YOUR HOME AWAY FROM HOME 🌴

Top guest favorite

A golf cart is parked on a paved driveway in front of a single-story house. The house features a light-colored exterior with a garage. Neatly trimmed hedges and shrubs line the pathway, adding greenery to the scene.

Home in The Villages

5 out of 5 average rating, 10 reviews

Little Paradise in the Villages - with Golf Cart

Top guest favorite

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.

Home in The Villages

4.94 out of 5 average rating, 32 reviews

3/2 Home near Sumter Landing

Top guest favorite

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.

Home in The Villages

5 out of 5 average rating, 18 reviews

Private Villa by Lake Sumter Square

Private house rentals

Top guest favorite

The home's exterior is framed by well-maintained landscaping, featuring palm trees and a manicured lawn. A flagpole displays the American flag, adding a patriotic touch. A spacious driveway leads to the entrance, while a glassed-in porch is visible on the front.

Home in The Villages

4.98 out of 5 average rating, 42 reviews

Great location w/ golf cart! Lake Sumter-Brownwood

An aerial view of the home layout displays two bedrooms, a living area, and a kitchen with dining space. The garage accommodates a vehicle. Natural light floods the interior, showcasing the room arrangement and flow between spaces.

Home in The Villages

4.95 out of 5 average rating, 20 reviews

19th Hole: Rest,Relax, Unwind 2/2 w/ Cart Villages

Top guest favorite

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.

Home in The Villages

4.97 out of 5 average rating, 93 reviews

Fabulous Courtyard Villa close to Sumter Landing

Top guest favorite

A modern living area is showcased with light gray sofas and a wood coffee table. Decorative cushions in various shades add pops of color. Natural light enters through two windows, complemented by sheer curtains. A patterned area rug lies beneath, enhancing the space's cozy feel.

Home in The Villages

4.97 out of 5 average rating, 30 reviews

Cozy Patio Villa (Newell)

A heated pool is enclosed within a screened patio, featuring gentle water features and surrounded by lush greenery. Two wooden adirondack chairs and a small side table are positioned nearby, inviting relaxation in this outdoor space.

Home in The Villages

5 out of 5 average rating, 4 reviews

The Villages, Heated Pool Walk to Sawgrass

The exterior of the villa presents a modern, single-story design with a welcoming front porch. A 4-passenger golf cart is parked on the driveway, surrounded by well-maintained landscaping and a neat lawn. Cloudy blue skies create a bright, inviting atmosphere.

Home in The Villages

5 out of 5 average rating, 10 reviews

Best of The Villages! 2BR/2BA Home with Cart & Am

Top guest favorite

A modern Patio Villa is depicted in a well-maintained neighborhood, featuring a gray and white exterior with a slanted roof. A blue golf cart is parked on the driveway, surrounded by neatly trimmed grass and small shrubs.

Home in The Villages

4.95 out of 5 average rating, 19 reviews

Latitude Adjustment

Top guest favorite

A spacious living area is visible, featuring large windows that overlook the golf course. A decorative plant sits atop a glass coffee table, surrounded by comfortable seating in patterned upholstery. Natural light fills the room, enhancing the open and airy feel.

Home in Lady Lake

5 out of 5 average rating, 14 reviews

The Villages, Green View Cottage, in Silver Lake.

Quick stats about house rentals in Lady Lake

Total rentals
130 properties
Total number of reviews
2K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace

Destinations to explore