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Holiday rentals in Lady Lake

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Top-rated holiday rentals in Lady Lake

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Top guest favourite
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, 341 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 favourite
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, 158 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 favourite
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
4.99 out of 5 average rating, 129 reviews

Getaway on the Waterway/ Kayak+SUP Fishing Firepit

Welcome to your peaceful Getaway on the Water. Whether you or your group are visiting the Villages, or just need a peaceful getaway to recharge, this is the place!There's something for everyone! Paddleboard or Kayak (provided) the beautiful canal to either lake. Enjoy your morning coffee or evening cocktail in nature on the dock. Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, they also offer sunset cruises and water taxi to Eaton's Beach restaurant right from our dock!

Top guest favourite
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
4.98 out of 5 average rating, 157 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.

Top guest favourite
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, 50 reviews

Villages Retreat Includes Golf Cart & Amenities

Wake up, grab the golf cart, and tee off. This upgraded 2BR/2BA home puts you at the center of The Villages lifestyle — with two included Lifestyle IDs giving you full resident access to 41 executive golf courses, sports pools, pickleball, tennis, and nightly entertainment at the town squares. Inside, enjoy walk-in showers, adjustable queen beds, a modern kitchen, electric fireplace, and large smart TVs. Florida’s Friendliest Hometown is yours to explore. Heated pools open daily, 7 AM–dusk.

Guest favourite
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
5 out of 5 average rating, 24 reviews

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 .

Top guest favourite
An inviting outdoor space features a spacious in-ground pool with a sunken hot tub nearby. The pool area is enclosed by a screened lanai, allowing for privacy. Light reflections dance on the water's surface, creating a peaceful ambiance.
Place to stay in The Villages
5 out of 5 average rating, 118 reviews

Safari themed private addition with pool/hot tub.

This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

Top guest favourite
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.
Home in Lady Lake
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!

Top guest favourite
Home in Lady Lake
5 out of 5 average rating, 58 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.

Top guest favourite
Guest house in Lady Lake
5 out of 5 average rating, 232 reviews

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.

Top guest favourite
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, 147 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

Top guest favourite
A spacious living area features a large teal sectional sofa accented with decorative pillows. In the center, a round coffee table displays a floral design. Abundant natural light floods the room through wide windows, enhancing its relaxed atmosphere.
Villa in The Villages
4.95 out of 5 average rating, 107 reviews

3/2 Luxury Villa, Golf cart included! Near Sumter!

Enjoy this luxury private Villa in the heart of The Villages, Florida! This delightful 3-bedroom, 2-bathroom is your ticket to experiencing the vibrant lifestyle of a Villager. This Villa is a 0.7 mile walk or short golf cart ride to Sumter Square with beautiful boardwalk views along Lake Sumter, live music every day, the Old Mill Playhouse movie theater, and a variety of boutiques and restaurants.

Popular amenities for Lady Lake holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Lady Lake

Guest favourite
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.
Home in The Villages
4.94 out of 5 average rating, 48 reviews

Beautifully Furnished 3/2 with In-ground Pool

Superhost
A inviting living room features a comfortable seating arrangement with a green armchair and a blue accent chair. A colorful area rug lies on the hardwood floor, while natural light enters through large windows. A TV is positioned on a low wooden unit, with a decorative table beside it.
Home in Lady Lake
4.89 out of 5 average rating, 38 reviews

The Villages 4 Golf, PickleBall & a whole lot more

Top guest favourite
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.
Home in Lady Lake
5 out of 5 average rating, 25 reviews

The Mulligan House-The Villages

Guest favourite
A bright dining area is presented with a round white table surrounded by four white chairs. A floral artwork adorns the wall, adding a touch of color. Natural light enters through a nearby window, enhancing the calm atmosphere of the space.
Home in Lady Lake
5 out of 5 average rating, 7 reviews

The Villages Cozy Cottage. GOLF CART available

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.
Home in The Villages
4.89 out of 5 average rating, 66 reviews

Your Home Away from Home in The Villages

Top guest favourite
Home in The Villages
4.95 out of 5 average rating, 21 reviews

Private Pool and Hot Tub in The Villages

Top guest favourite
A single-story villa is set against a backdrop of dramatic dark clouds. The light-colored exterior is complemented by a well-maintained green lawn. A white picket fence surrounds the property, with a gravel pathway leading to the entrance and a screen porch visible in the foreground.
Villa in Lady Lake
5 out of 5 average rating, 14 reviews

Heart of The Villages

Home in Lady Lake
4.76 out of 5 average rating, 194 reviews

Home at Lady Lake

When is the best time to visit Lady Lake?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€ 107€ 115€ 104€ 92€ 86€ 78€ 73€ 75€ 79€ 84€ 91€ 98
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Frequently Asked Questions

  • What are the best places to stay in Lady Lake?

    Popular options include vacation rentals near the town center, lakeside properties, and homes adjacent to parks. These areas allow easy access to dining, shopping, and outdoor spaces.

  • What are the best things to do in Lady Lake with kids?

    Families often explore local parks, interactive playgrounds, and community recreation centers in Lady Lake. Children also enjoy nearby nature preserves where wildlife watching and easy walking trails are available.

  • What are some of the best things to do in Lady Lake?

    Explore local parks, visit small museums or historic sites, and discover independent shops and art galleries. Residents frequently enjoy lakeside walks and attend seasonal community festivals.

  • How is the weather in Lady Lake?

    Lady Lake experiences mild winters around 49–72°F (10–22°C) and warm, humid summers between 73–92°F (23–33°C). Rain increases in the summer, so packing for both sun and showers is helpful year-round.

  • When is the best time to visit Lady Lake?

    Many visitors prefer late fall through early spring when temperatures are milder, ranging from 49–79°F (10–26°C) and rainfall is moderate. Summers are warmer and wet, so lighter attire and rain protection are useful then.

  • What are the best places to visit in Lady Lake?

    Popular stops include community parks, locally owned art galleries, and cultural centers that highlight the area’s heritage. Many visitors also explore scenic lakeshores and botanical gardens around the town.

  • What are some hiking trails in Lady Lake?

    Lady Lake has several easy walking and hiking trails within its parks and nearby nature preserves. Shaded paths with opportunities for birdwatching and native plant observation are frequently suggested for a relaxed outdoor experience.

  • What are some family activities we can do in Lady Lake?

    Families can join in local farmers markets, enjoy picnic areas at community parks, or learn about the region at small museums. Outdoor sports courts and public festivals offer a mix of active and cultural experiences.

  • What are some of the best day trip ideas from Lady Lake?

    Travelers often explore nearby state parks for hiking or visit freshwater springs for swimming. Historic downtowns, antique markets, and local citrus groves around the region are frequently included in day trips.

  • Are there any pet friendly accommodations available in Lady Lake?

    Lady Lake has a range of pet friendly vacation rentals, especially single family homes and cottages. Many hosts welcome pets, and green spaces in town make it comfortable for those traveling with animals.

  • What are some local tips for visiting Lady Lake?

    Bringing sun protection and a reusable water bottle helps in the warmer months. Weekdays often see quieter public spaces, and chatting with local shopkeepers can provide valuable recommendations for food and activities.

  • What is Lady Lake known for?

    Lady Lake is known for its lakeside scenery, relaxed pace, and small-town community events. The area has a mix of historic roots, outdoor recreation, and easy access to central Florida attractions.

  • What are the best hidden gems to explore in Lady Lake?

    Lady Lake has less-traveled nature preserves, historic landmarks, and small local museums that reflect the region’s character. Art galleries and independent shops tucked around town are frequently suggested by locals.

  • What are the best foods to try in Lady Lake?

    Lady Lake is known for Southern-inspired dishes, local barbecue, and fresh citrus. Regional favorites include homestyle breakfasts, classic pies, and seafood options often suggested by residents.

  • What should I bring for a trip to Lady Lake?

    Pack comfortable walking shoes, sunblock, and lightweight clothes for warm days, along with a light rain jacket, especially in summer. Bringing a hat and insect repellent adds comfort when exploring local parks or trails.

  • What is the nightlife in Lady Lake like?

    Nightlife in Lady Lake revolves around casual bars, local restaurants with live music, and community events. Nearby venues sometimes feature karaoke, trivia nights, and seasonal entertainment.

  • What are the most popular events or festivals in Lady Lake?

    Community festivals in Lady Lake frequently take place in the spring and fall, featuring live music, local food vendors, and arts and crafts. Holiday parades and farmers markets are also highlights on the local calendar.

  • Are there family friendly vacation rentals in Lady Lake?

    Lady Lake has a selection of family friendly vacation rentals, including larger homes and townhouses with ample living space. Many are situated near parks and community centers for convenient family outings.

Quick stats about holiday rentals in Lady Lake

  • Total holiday rentals

    Explore 170 holiday rentals in Lady Lake

  • Nightly prices starting at

    Lady Lake holiday rentals start at € 9 per night before taxes and fees

  • Verified guest reviews

    Over 2,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    170 of Lady Lake holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Lake access, Gym and BBQ grill across Lady Lake rentals

  • 4.9 Average rating

    Lady Lake stays are highly rated by guests – averaging 4.9 out of 5!

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