Holiday houses in Lady Lake

Find and book unique accommodation on Airbnb

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 $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    170 of Lady Lake holiday rentals include Wi-Fi 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!

Top-rated holiday rentals in Lady Lake

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

1 of 1 pages1 / 1
Top Guest favourite
The exterior of the villa is showcased, featuring a well-maintained facade with a garage and a driveway. Lush palm trees and neatly trimmed bushes contribute to the inviting landscape, while a white privacy wall offers additional seclusion. The dynamic sky adds a vibrant backdrop.
Villa in The Villages
4.99 out of 5 average rating, 73 reviews

Perfect location Lake Sumpter Villa w/ Golf Cart

Newly opened availability! January and February open for monthly stays. Please message me to inquire . Jan.1 - Jan.31 Feb.1 - Feb.28 5% discount if you book both months. Location, Location, beautiful 2 bedroom villa with 2-seater golf cart, is located in the desirable neighborhood of Creekside Landing. This villa is within walking distance of Lake Sumter Landing town square where you will find shopping, restaurants, a movie theater and FREE nightly live entertainment. Edgewater neighborhood Recreation Center with a pool, as well as Canal Street Recreation Center with activities such as shuffleboard courts, bocce courts, card rooms and so much more. This villa is beautifully decorated in a warm and inviting style. The kitchen is fully equipped with everything you’ll need to prepare meals and entertain friends. The living room offers plenty of comfortable seating with a flat screen TV. The master bedroom has a king size bed, flat screen TV, large walk-in closet and a private master bath with a walk-in shower, complete with towels and linens. The guest bedroom and guest bath comes completed with lines and towels for your guest’s comfort. There is a screened lanai with comfortable seating and a privacy wall . This villa comes complete with WiFi. With the purchase of resident ID cards you can use any of the 29 executive golf courses with no greens fees. You pay resident rates in greens fees at the 11 championship courses. You are also entitled to use any of the family- friendly and adult (30 and older) swimming pools, and organized activity swimming pools, There are over 1,000 organized activities each week through the recreation centers. Rates are based on double occupancy. Rates shown do not include taxes and additional fees

Top Guest favourite
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.
Home in Lady Lake
4.97 out of 5 average rating, 38 reviews

Relaxing home in The Villages

Forget your worries in this serene home during your next getaway in The Villages! For your convenience, ride the provided golf cart to anything you'll need in the Spanish Springs. Come back to your home away from home to relax & unwind in the screened porch protecting you from Florida's wildlife while still encouraging you to enjoy the beautiful weather and sunsets. Sleep comfortably in the spacious rooms equipped with memory foam mattresses and feel safe in this quiet and friendly neighborhood.

Top Guest favourite
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
4.95 out of 5 average rating, 22 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.

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, 351 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.

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, 161 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, 61 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
Villa in Lady Lake
5 out of 5 average rating, 6 reviews

Private Patio | Pickleball | Pool | Golf | WiFi

Welcome to your sun-filled villa in The Villages, Lady Lake—a beautifully updated retreat designed for comfort and relaxation. The bright open floor plan features a fully equipped kitchen, inviting living space, and plenty of natural light throughout. Step outside to your private patio, perfect for morning coffee or peaceful evenings. Walk to Spanish Springs for live music, dining and shopping, plus enjoy resort-style amenities including pools, pickleball, tennis, and golf. Free parking.

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, 88 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
The modern home features a spacious driveway leading to a large carport and a two-car garage. A covered porch with steps provides access to the front entrance, surrounded by greenery and trees.
Home in Lady Lake
5 out of 5 average rating, 65 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
Guesthouse in Lady Lake
5 out of 5 average rating, 254 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.

Guest favourite
Home in Lady Lake
4.97 out of 5 average rating, 76 reviews

The Promise Land~10 beds~New

Set on 158 breathtaking acres in Lady Lake, FL, our scenic home features rolling green pastures, majestic oak trees, and stunning sunsets that create the perfect backdrop for unforgettable weddings, elopements, and special events. With wide-open natural landscapes, abundant wildlife, and peaceful surroundings, it’s an ideal setting for ceremonies, receptions, retreats, and celebrations just minutes from The Villages and about an hour from Orlando.

Top Guest favourite
Two golf carts are parked on the driveway of a villa, one black and one red. Lush greenery, including palm trees, enhances the front yard, which is well-maintained and features a blend of grass and decorative plants. A clear blue sky and sunshine create a bright atmosphere.
Villa in The Villages
4.97 out of 5 average rating, 119 reviews

Villa 2 Master Suites/2 Golf Carts Great Location

Beautifully Remodeled Private Courtyard Villa with two King Master Suites. Both bedrooms come with King Posturepedic Pillow Top Mattresses and Premium bedding, each with their own private bathroom & 32" HDTV's. LOCATED PERFECTLY in the De La Vista North neighborhood between Spanish Springs & Sumter Landing both offering dinning and shopping. The property comes with 2 Golf Carts making getting around SUPER easy & FUN!

Popular amenities for Lady Lake holiday rentals

When is the best time to visit Lady Lake?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$221 NZD$236 NZD$243 NZD$196 NZD$168 NZD$162 NZD$145 NZD$150 NZD$158 NZD$167 NZD$182 NZD$196 NZD
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.