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House vacation rentals in Lady Lake

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Top-rated house rentals in Lady Lake

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Summerfield

4.99 out of 5 average rating, 102 reviews

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

Welcome to your peaceful Getaway on the Waterway right on the beautiful canal that connects Big and Little Lake Weir! Kick your feet up and wave at the boats going by as you grill or fish from the dock. Play a round of corn hole, hop on one of our paddleboards or kayaks for beautiful ride to either lake! Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, (they also offer sunset cruises and water taxi service to Eaton's Beach restaurant right from our dock!) RELAX and ENJOY!

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, 321 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

4.95 out of 5 average rating, 146 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 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.

Home in Lady Lake

5 out of 5 average rating, 36 reviews

Villages Retreat Includes Golf Cart & Amenities

Charming retreat in The Villages. GOLF CART INCLUDED w/ requirements & limitations 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

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, 120 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

Top guest favorite

Home in Weirsdale

4.97 out of 5 average rating, 168 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.

Top guest favorite

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.

Home in Lady Lake

5 out of 5 average rating, 25 reviews

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

Newly renovated, spacious 2bed/2 bath home in Silver Springs. Near pools, golf courses, pickleball, shopping, dining and Spanish Springs Town Sq New kitchen appliances and washer/dryer. Enclosed lanai with AC. Lots of parking (golf cart rental info available). Master suite (king bed) has a walk in closet and en suite bathroom (double vanity and step in tiled shower). Guest room (full bed) has a walk in closet. Guest bath has a solid surface step in shower. Cleaning Fee: additional $150

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

4.88 out of 5 average rating, 17 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

Top guest favorite

A cozy living area is presented with a light-colored sofa and two patterned chairs, complemented by a wooden coffee table. A textured red rug adds warmth to the space, while natural light filters through a window, framed by burgundy curtains.

Home in Summerfield

4.87 out of 5 average rating, 107 reviews

Cozy 2 bedroom home near The Villages

This hidden treasure is conveniently located next to The Villages. Enjoy a well kept, updated single wide mobile home in a spacious lot. The fenced in yard is perfect for children and pets to run and play. Relax in the screened in porch and take in the peaceful neighborhood surroundings. Just a short jog from Lake Weir where you can enjoy fishing, boating and swimming. Take a day trip to Orlando and Tampa attractions, Daytona and Cocoa beaches.

Top guest favorite

An inviting outdoor patio area features a wooden bar with several high-backed stools. A round dining table is surrounded by four chairs. Colorful cushions are arranged on a cozy seating area. A potted plant adds a touch of greenery to the space.

Home in Lady Lake

5 out of 5 average rating, 16 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!

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, 127 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, & Roku.

Top guest favorite

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.

Home in The Villages

4.96 out of 5 average rating, 134 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

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Hotels

Stylish accommodations with great services and amenities

Unique stays

Spaces that are more than just a place to sleep

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

4.93 out of 5 average rating, 82 reviews

Villa la Bella

Home in The Villages

4.99 out of 5 average rating, 145 reviews

Whole House-sleeps 10 The Villages Spanish Springs

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, 41 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, 14 reviews

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

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.

Home in Lady Lake

4.9 out of 5 average rating, 51 reviews

The Villages, De La Vista West 1762

Top guest favorite

A well-maintained exterior features a single-story villa with light grey siding and a simple gable roof. A gas cart is parked on the driveway, surrounded by neatly trimmed shrubs and gravel landscaping, adding to the property’s welcoming ambiance.

Home in The Villages

4.96 out of 5 average rating, 134 reviews

Lake Sumter 2/2 Villa FREE gas cart/Pet friendly

Home in The Villages

4.84 out of 5 average rating, 45 reviews

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

An unheated lap pool is enclosed within a screen, featuring clear blue water. The deck is lined with turquoise patio chairs, inviting relaxation. Lush green trees and a golf course are visible through the screen, creating a serene outdoor view.

Home in The Villages

4.86 out of 5 average rating, 7 reviews

Beautiful home on golf course w/ unheated lap pool

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

4.96 out of 5 average rating, 24 reviews

Rare Find 3/2 in Orange Blossom

A well-maintained exterior of the house is framed by a white picket fence and features a flowering tree at the center. Colorful shrubs and plants create a vibrant landscape, while a driveway leads to a two-car garage under a clear blue sky.

Home in The Villages

4.9 out of 5 average rating, 87 reviews

Staying here is like coming home.

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, 73 reviews

Cheerful, two bedroom Animal loving home,

Top guest favorite

Home in The Villages

4.96 out of 5 average rating, 25 reviews

Villages - Priv. Htd. Pool 3BR/2BA, Conv. Location

A single-story home is seen with a light gray exterior, framed by a large tree in the front yard. An American flag is displayed on the porch, and a white truck is parked in the driveway. Lush green grass surrounds the house.

Home in The Villages

5 out of 5 average rating, 10 reviews

perfectly located Villages home

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.

Home in The Villages

4.9 out of 5 average rating, 60 reviews

Your Home Away from Home in The Villages

Top guest favorite

The exterior of the home displays a well-manicured front yard with decorative plants and a white picket fence. A paved driveway leads to a two-car garage featuring a symmetrical design, accompanied by a clear blue sky above.

Home in The Villages

4.95 out of 5 average rating, 84 reviews

Golf Cart, King Bed, Small Dogs, and 52+ Pools!

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.

Home in Lady Lake

4.87 out of 5 average rating, 15 reviews

Southern Paradise! 2/2 with 6 person golf cart

Private house rentals

Top guest favorite

A large, heated pool is visible, featuring a shallow lounging area and surrounded by a spacious patio. Several lounge chairs sit nearby, with a dining table and chairs positioned for outdoor meals. Lush greenery and trees frame the area, enhancing the serene atmosphere.

Home in The Villages

5 out of 5 average rating, 27 reviews

The Palms. Luxurious, pool, golf/bird pond view

Top guest favorite

A charming cottage is nestled among lush greenery and palm trees. A concrete pathway leads to the entrance, flanked by vibrant plants in pots. Stairs ascend to the front door, inviting guests to explore the cozy interior.

Home in Leesburg

4.99 out of 5 average rating, 79 reviews

Waterfront cottage Haynes Creek

A green golf cart is parked on a stone driveway in front of a light-colored house. The cart features a canopy and seating for four, with two spacious seats in the front. The garage door is seen in the background, providing additional context of the home.

Home in The Villages

4.91 out of 5 average rating, 66 reviews

KingBed w/Cart

Top guest favorite

A single-story stucco home is showcased with a well-maintained front lawn, featuring a mix of shrubs and palm trees. A covered porch with rocking chairs is visible, enhancing the welcoming ambiance. The driveway leads to a garage with a glass door, contributing to the overall curb appeal.

Home in The Villages

5 out of 5 average rating, 14 reviews

Ensō House Relax in the heart of The Villages

A spacious living area features a comfortable seating arrangement with a sectional sofa, lounge chairs, and a coffee table. Large glass doors provide views of the outdoors. A modern light fixture hangs above, while a textured rug adds color and warmth to the space.

Home in The Villages

4.89 out of 5 average rating, 27 reviews

Waterfront 3 Bedroom Renovated Home The Villages

A welcoming exterior view of a single-story home is presented, featuring a spacious driveway and a well-maintained landscape. Decorative elements, such as palm trees and shrubbery, surround the entrance. The sky showcases soft hues of pink and blue during twilight, adding a peaceful ambiance.

Home in The Villages

4.89 out of 5 average rating, 9 reviews

Home with private pool, Tierra grande villas

Top guest favorite

A single-story home features a simple façade with a covered entryway and a spacious driveway. Lush green grass borders the driveway, complemented by small landscaping elements. The neighborhood displays well-maintained properties on either side, under a clear blue sky.

Home in The Villages

4.96 out of 5 average rating, 53 reviews

The Sunshine Retreat with Golf Car

A decorative entrance sign for Villa De La Vista South is set against lush greenery and vibrant flowering plants. The sign stands prominently atop a circular flower bed, with a clear blue sky and soft clouds in the background.

Home in The Villages

4.92 out of 5 average rating, 13 reviews

Charming Villages Retreat

Quick stats about house rentals in Lady Lake

Total rentals
120 properties
Total number of reviews
2.2K 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
60 properties have a dedicated workspace

Destinations to explore