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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 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, 30 reviews

Villages Retreat Includes Golf Cart & Amenities

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

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, 310 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, 141 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

A single-story blue home is set on a neatly landscaped lawn. A covered carport is visible beside the house, and a walkway leads to the front door. Lush green shrubs and trees frame the property, contributing to the welcoming appearance.

Home in Lady Lake

4.87 out of 5 average rating, 31 reviews

Country Club Hills 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 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, 186 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!

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.

Home in The Villages

4.96 out of 5 average rating, 163 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.

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, 111 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

A bright yellow door features a decorative wreath made of colorful flip-flops and a large floral element. The door is framed by clear glass panels, with the words 'home sweet home' artfully displayed near the doorknob.

Home in Lady Lake

4.94 out of 5 average rating, 83 reviews

Magnolia Cottage under the Paradise sun.

Stay in my quiet neighborhood 1 hour and 15 minutes from Disney. Enjoy the country club pools. Just five minutes away listen to free music every night at Spanish Spring Town Square. Restaurants & shopping are also minutes away. For your enjoyment there are recreation centers, golf courses & sports courts. Pickleball anyone! New Roku TVs are located in the living room & bedroom. Take a bike ride on the bicycles. For your convenience there is a new grill, laundry & covered free parking,

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

4.85 out of 5 average rating, 13 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 modern kitchen is presented with an island topped with white quartz. Stainless steel appliances, including a refrigerator, microwave, and stove, complement the white cabinetry. Ample counter space is available, and overhead lighting enhances the bright, clean atmosphere.

Home in Lady Lake

4.7 out of 5 average rating, 20 reviews

Entire house unique location

This unique location is conveniently situated near various attractions, making planning your visit easy. You can explore several Town Squares, such as Lake Sumter Landing, Spanish Springs Town Square, and Brownwood Paddock Square, which feature free live music every night. Stroll through the Sharon Rose Wiechens Preserve for nature viewing, or visit the Eisenhower Regional Recreation Center to see fascinating military memorabilia and exhibits, all at no admission cost.

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 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, 121 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.

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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

A spacious private pool is enclosed by a screened structure, featuring a basketball hoop at one end. The crystal-clear water is surrounded by a concrete deck, while colorful flags decorate the fencing, adding a friendly vibe to the outdoor space.

Home in Orlando

5 out of 5 average rating, 132 reviews

Private pool home near Downtown

Top guest favorite

The exterior of the property features a fenced yard with shaded trees and a front lawn leading to a single-story house. A pool area with protective mesh surrounds the heated pool, illuminated with vibrant LED lights in evening settings. Indoor spaces exhibit an open layout with natural light and comfortable seating.

Home in Minneola

4.97 out of 5 average rating, 159 reviews

Spacious Getaway ~ Heated LED Pool & Ping Pong

A screened lanai area showcases a sparkling, heated pool surrounded by a spacious deck. Two lounge chairs and a vibrant blue chair provide seating options, with lush greenery visible in the background. Steps lead into the pool, inviting relaxation and enjoyment.

Home in Citrus Springs

4.94 out of 5 average rating, 101 reviews

*HEATED POOL*NEAR RAINBOW RIVER & CRYSTAL RIVER*

A large, inviting pool glistens under the sun, surrounded by a spacious patio and palm trees. A stylish, shaded cabana is positioned nearby, offering a retreat for relaxation. The pool area is enclosed and features a clean white fence, enhancing the tranquil outdoor atmosphere.

Home in Orlando

4.88 out of 5 average rating, 201 reviews

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

The exterior of the home features a well-maintained lawn and a two-car driveway, with a sun design on the surface. A palm tree and shrubs add greenery around the entrance, which includes a decorative door and a small window. The garage door is situated to the left.

Home in Spring Hill

4.89 out of 5 average rating, 149 reviews

Florida Gulf Coast. Sunshine and warm breezes!

A refreshing pool is enclosed within a screened patio area. Comfortable seating options are visible, including both chairs and tables. The pool area reflects the sky and nearby greenery, providing a serene atmosphere for relaxation and leisure.

Home in Inverness

4.85 out of 5 average rating, 126 reviews

POOL Home near Racetrack, Downtown & Trail

A screened patio surrounds a refreshing pool, featuring a slide and a small swimming area. Several blue chairs surround a table, offering a space for outdoor dining. Lush trees provide a natural backdrop, enhancing the tranquil outdoor setting.

4.88 out of 5 average rating, 146 reviews

Country Pool home on 2 acres-30 minutes to Disney

Top guest favorite

A inviting pool area showcases tranquil blue water, bordered by lush greenery and decorative potted plants. Sunlight reflects off the surface, while a well-maintained lawn complements the serene atmosphere.

Home in Longwood

4.99 out of 5 average rating, 111 reviews

Private 4-Bedroom home with pool!

Weekly house rentals

A spacious sleeping area features a high, peaked ceiling, accented by soft blue walls. A king bed is adorned with plaid bedding, flanked by two bedside tables with lamps. Light filters through layered curtains, enhancing the serene ambiance of the room.

Home in Inverness

4.94 out of 5 average rating, 33 reviews

Private fenced pool home/dog friendly

Top guest favorite

The spacious living area showcases comfortable seating with dark leather recliners and a floral patterned sofa. A wooden coffee table is centered on a decorative area rug. Soft lighting from lamps creates a relaxed ambiance, while large windows allow natural light to illuminate the space.

4.96 out of 5 average rating, 109 reviews

3/2, 1800 sq ft, Pets, WEC 11 Miles, Private

A light-filled living area features a green velvet couch and two leather chairs surrounding a circular coffee table. A flat-screen TV is mounted on a light wood console. Sheer curtains frame the sliding glass doors, which open to a view of the backyard.

Home in Orlando

4.95 out of 5 average rating, 101 reviews

Chic 3/2 Mid‑Century • 6 min from Downtown

Top guest favorite

A single-story home is showcased amidst lush green grass and landscaping. A paved pathway leads to the entrance, framed by palm trees and decorative stones. The front porch is adorned with a red bench, and a garage is visible on the right.

Home in Spring Hill

4.95 out of 5 average rating, 111 reviews

3BR Roman Oasis: Caesar's Place + Heated Pool

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.

Home in The Villages

4.9 out of 5 average rating, 41 reviews

Beautiful Designer Home -Golf Cart- Walk to Sumter

A private, screened-in pool is visible, featuring a clear blue water surface and surrounding tiled edges. The pool area is enclosed, providing a tranquil atmosphere with natural light filtering into the space. A ladder is present for easy access to the water.

Home in Sanford

4.87 out of 5 average rating, 242 reviews

Private Pool at Flamingo Cottage

A wooden dock extends over tranquil waters framed by lush wetlands. Two lounge chairs are positioned for relaxation, while a large umbrella stands nearby. The sky displays a vibrant sunrise, with the colors reflecting softly on the water's surface, creating a serene atmosphere.

Home in Dunnellon

4.88 out of 5 average rating, 205 reviews

🎣Withlacoochee Riverfront A-Frame🦆Boardwalk-Dock🐊

The historic home features a spacious front porch with white railings and steps. A green metal roof contrasts with the white exterior. Lush greenery frames the house, with large trees and shrubs visible in the surrounding yard, enhancing the country town setting.

Home in Reddick

4.93 out of 5 average rating, 72 reviews

Beautiful Historic House

Private house rentals

A spacious screened-in patio area surrounds a private pool, offering a serene outdoor retreat. The pool features a light blue surface, with lounge chairs positioned nearby. Lush greenery is visible beyond the enclosure, providing an inviting backdrop.

4.9 out of 5 average rating, 29 reviews

Central Florida Pool Home.

Top guest favorite

A mobile home is situated on a spacious grassy area, complemented by a large wooden deck. Surrounding trees provide a natural setting, with a clear blue sky overhead. The home is positioned to allow for easy access from the yard.

Home in Weirsdale

4.96 out of 5 average rating, 69 reviews

Cheerful, two bedroom Animal loving home,

The tranquil evening setting features a beautifully lit saltwater pool surrounded by tropical palm trees. Two lounge chairs with decorative cushions are positioned nearby, while soft illumination from string lights adds a cozy touch. A covered porch can be seen in the background.

Home in Dunnellon

4.91 out of 5 average rating, 150 reviews

Private Tropical pool w/ Rainbow springs access

Top guest favorite

The living room features a comfortable seating arrangement with two sofas adorned with decorative cushions. A glass coffee table rests on a textured area rug. Natural light filters through the curtains of the nearby windows, while a ceiling fan with leaf-shaped blades adds a unique touch.

Home in Citrus Springs

4.94 out of 5 average rating, 126 reviews

Cheerful 3 bedroom home close to everything

The infinity pool features a curved shape surrounded by tropical landscaping. Comfortable seating is arranged at the water's edge, complemented by palm trees and vibrant greenery in the background, creating a serene outdoor retreat.

Home in Clermont

5 out of 5 average rating, 9 reviews

Sunset Cove at Champions! Book this very private

A single-story home is showcased, featuring light blue siding and a welcoming front porch. The well-maintained lawn includes a mix of green grass and dark mulch, with palm trees visible in the background. A driveway leads to the garage on the left side.

Home in The Villages

4.88 out of 5 average rating, 26 reviews

Entire Home in The Villages Absolutely Beautiful!!

A spacious kitchen features polished granite countertops with a central island surrounded by six high-backed, dark chairs. Light wooden cabinetry complements the modern appliances, including a refrigerator, microwave, and stove. Bright overhead lights illuminate the entire space.

Home in The Villages

4.95 out of 5 average rating, 84 reviews

Custom luxury Ranch in Sunset Point

An open-concept living space is shown, featuring a modern kitchen with essential appliances and a breakfast bar. A cozy seating area includes a sofa and television. Natural light enters through large windows, illuminating the laminate flooring. A small dining table is positioned for two.

4.94 out of 5 average rating, 207 reviews

Quiet Home Near the Springs

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