House vacation rentals in Lady Lake

4.99 out of 5 average rating, 108 reviews

A scenic view of a tranquil canal is presented, bordered by lush greenery. A wooden dock extends into the water, accommodating a boat. Nearby, comfortable outdoor seating is available, surrounded by natural landscaping, offering a peaceful outdoor space.

Home in Summerfield

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!

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.

4.93 out of 5 average rating, 14 reviews

Charming Villages Retreat

Charming 2B/2B Cottage Villa near Sumter Landing and Spanish Springs Escape to this beautifully updated villa in The Villages. Enjoy a designer kitchen, cozy living room with sectional and 75” TV, and French doors leading to a screened lanai. The private, fenced courtyard is perfect for relaxing under party lights. The master suite includes a walk-in closet and blackout shades. Explore with the included golf cart, access 50 golf courses, 100+ pickleball courts, pools, and nightly entertainment.

A spacious ranch-style home is set within a large green lawn, featuring light-colored exterior walls and a brown roof. The front porch is accessible from the centrally located entrance, surrounded by a wooden fence and lush trees that provide a sense of seclusion.

5 out of 5 average rating, 50 reviews

Ranch Retreat~10 beds~New

This ranch retreat home is perfect for large groups with plenty of parking. Perfect for celebrations, family gatherings, and even corporate or church events. Located on a large parcel of land in Lady Lake, FL, this home offers a quiet and secluded location that is centrally situated near the Villages and Chain of Lakes. We are 5 minutes away from Lake Griffin boat ramp, minutes away from Lake Griffin State Park, within 15 minutes of Venetian Gardens/Ski Beach and Lake Harris, and Eatons Beach.

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, 326 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.

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.

4.95 out of 5 average rating, 152 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

The exterior of a single-story home is framed by three tall palm trees, set against a clear blue sky. A well-maintained lawn surrounds the entrance, which is highlighted by a neatly paved driveway and a two-car garage. The inviting front door features a large window.

5 out of 5 average rating, 24 reviews

The Mulligan House-The Villages

BRAND NEW Golf-Front Furnished Home for rent- "Million Dollar View" This 3 bedroom 2 bathroom home sits on the 18th fairway of Orange Blossom Hills Championship Golf Course!! Enjoy panoramic GOLF COURSE VIEWS from the Great Room. Kitchen, Screened Lanai and from your Master Suite. Located within WALKING DISTANCE from the Orange Blossom Hills Country Club with its RESORT STYLE POOL. A short golf cart ride over the bridge brings you into Spanish Springs with Shopping, Dining and entertainment.

A single-story home showcases a light-colored exterior and a welcoming front porch, bordered by a white picket fence. Neatly trimmed shrubs and grass surround the home, adding to the cheerful curb appeal. A paved driveway leads to a garage on the right.

4.95 out of 5 average rating, 171 reviews

Home away from home entire house

Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

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, 40 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

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.

4.98 out of 5 average rating, 121 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

4.88 out of 5 average rating, 114 reviews

Home in Summerfield

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.

Superhost

5 out of 5 average rating, 4 reviews

The Villages Oasis

Welcome to The Villages Oasis! This charming villa offers a relaxing getaway with its private pool and hot tub. Enjoy comfortable accommodations with two bedrooms, a fully equipped kitchen, and convenient amenities like air conditioning and Wi-Fi. Located on Morse Road just a 5 minute drive from Spanish Springs, you'll have easy access, shopping, and more. Enjoy the perfect blend of relaxation and recreation in this beautiful Florida retreat.

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.

4.96 out of 5 average rating, 137 reviews

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

Super clean 2-bed/2-bath property in Buttonwood with free use of gas cart. Nicely furnished, with washer/dryer, smart tv and vaulted ceilings. This patio villa is in a highly desirable area within walking distance to the Fishhawk pool, rec center and many golf courses. Equal distance between Lake Sumter Landing & Brownwood squares. $89 pet fee. 4 person cart available at $50/day. 2 person cart is free. Return cart full please.

Popular amenities for Lady Lake house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 106 reviews

An open-concept living area features natural light streaming through large windows with scenic views of the lake. Cozy seating arrangements include a comfortable sectional and accent chairs, complemented by a dining space and a well-equipped kitchen with modern appliances.

Home in Tavares

Lake Dora Dream-Waterfront/Pool

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, 150 reviews

Whole House-sleeps 10 The Villages Spanish Springs

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, 41 reviews

Pool Home Great Location 3/2 & 2 Golf Carts

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.

5 out of 5 average rating, 17 reviews

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

5 out of 5 average rating, 12 reviews

Heart of The Villages-guest pass for pool, golf

A welcoming facade of a single-story home is presented, featuring a combination of red brick and light-colored siding. An American flag is displayed at the entrance. Lush green grass surrounds the walkway, leading to a covered porch and large windows that allow natural light to brighten the interior.

4.95 out of 5 average rating, 19 reviews

Arcade Happy Place Near Spanish Springs Square

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.

4.86 out of 5 average rating, 7 reviews

Beautiful home on golf course w/ unheated lap pool

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.

5 out of 5 average rating, 37 reviews

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

Weekly house rentals

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, 30 reviews

Relaxing home in The Villages

A charming home is set against a clear blue sky, featuring a brick-paved driveway leading to a two-car garage. Lush greenery surrounds the property, with neatly trimmed shrubs and trees framing the front entrance, offering welcoming curb appeal.

4.95 out of 5 average rating, 22 reviews

Lovely Largo Lantana

4.98 out of 5 average rating, 84 reviews

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

Waterfront cottage Haynes Creek

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.

5 out of 5 average rating, 10 reviews

perfectly located Villages home

The exterior of the home showcases a well-manicured lawn with vibrant landscaping. Palm trees and shrubs frame the entrance, while a driveway leads to the two-car garage. The home features a charming façade, complemented by a clear blue sky above.

4.86 out of 5 average rating, 51 reviews

Beautiful Designer Home -Golf Cart- Walk to Sumter

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.

4.89 out of 5 average rating, 18 reviews

Southern Paradise! 2/2 with 6 person golf cart

4.98 out of 5 average rating, 43 reviews

Cheerful home , tastefully updated, extra den

Superhost

A single-story home features bright blue exterior walls and a welcoming red front door. The front yard is landscaped with green grass and a variety of plants. Large windows allow natural light into the living space, and a driveway accommodates parking.

4.7 out of 5 average rating, 23 reviews

"Your vacation home"

Private house rentals

A private in-ground pool is enclosed by a screen patio, featuring a textured stone deck. Comfortable lounge chairs line the poolside, with a railing leading into the water. Lush greenery surrounds the area, offering a sense of tranquility and seclusion.

4.96 out of 5 average rating, 47 reviews

Beautifully Furnished 3/2 with In-ground Pool

A single-story home with a yellow exterior is set in a lush green yard. Sunlight brightens the front, showcasing a covered patio area with a striped awning. Low shrubbery lines the foundation, adding to the inviting outdoor space. A grill can be seen on the patio.

4.88 out of 5 average rating, 17 reviews

On the Golf Course near Country Club

4.96 out of 5 average rating, 78 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,

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.

4.96 out of 5 average rating, 89 reviews

King Bed, Small Dogs OK, and 4-Seater Golf Cart!

Superhost

A sunroom filled with natural light features large windows showcasing greenery outside. A wooden dining table with four chairs sits alongside a comfortable seating area with cushions. Colorful decor elements include a floral area rug and decorative lamps, creating a welcoming atmosphere.

5 out of 5 average rating, 3 reviews

A designer 2 bed/2 bath home near Spanish Springs

4.97 out of 5 average rating, 64 reviews

A stylish villa exterior is presented with a gray facade and a welcoming porch area. A well-maintained lawn features a white picket fence and newly planted shrubs. A golf cart is parked on the driveway, ready for use, while the surroundings depict a tranquil neighborhood setting.

Home in Wildwood

Newer Villa in The Villages near Brownwood

An open concept living and dining area is shown, featuring a modern dining table with seating for six. A comfortable sectional sofa faces a large flat-screen TV, while natural light enters through sliding glass doors leading to the enclosed patio. Decorative plants enhance the space.

5 out of 5 average rating, 11 reviews

Lynnhaven | 2 miles Sumter Square | walk to pool

A spacious living room features a large sectional sofa facing a mounted television. Natural light filters through sheer curtains, highlighting a decorative area rug. A round coffee table sits in the center, with a wooden console against the wall, adding functional charm to the space.