Holiday rentals in Lady Lake

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Top-rated holiday rentals in Lady Lake

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

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Top guest favourite
A golf cart is parked inside a bright, enclosed space with light-colored walls and tiled flooring. Shelving units are positioned nearby, providing storage options. Large windows allow natural light to illuminate the area, enhancing visibility and accessibility.
Home in Lady Lake
4.97 out of 5 average rating, 36 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
Home in The Villages
4.95 out of 5 average rating, 145 reviews

2/2 custom pool home with 4 person gas golf cart

Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

Top guest favourite
Home in The Villages
4.95 out of 5 average rating, 21 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 sparkling blue pool is the focal point of the outdoor area, surrounded by a spacious patio. A wooden pergola offers shaded seating alongside lush greenery and a koi pond, creating a serene environment. Black patio chairs are visible near the pool's edge.
Home in Lady Lake
4.96 out of 5 average rating, 345 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
Home in The Villages
4.98 out of 5 average rating, 159 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
Home in Lady Lake
5 out of 5 average rating, 55 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
A serene pool area showcases a corner seating arrangement with two plush lounge chairs, adorned with green and white patterns. A gentle waterfall cascades into the inviting turquoise water, surrounded by lush tropical plants, enhancing the tranquil outdoor setting.
Villa in Lady Lake
5 out of 5 average rating, 26 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
The exterior of the villa is seen, featuring well-maintained landscaping with palm trees and neatly trimmed shrubs. A spacious driveway leads to the entrance, while a two-car garage is visible on the left. The sunlit facade showcases a welcoming atmosphere.
Home in The Villages
4.97 out of 5 average rating, 103 reviews

Fabulous Courtyard Villa close to Sumter Landing

This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

Top guest favourite
The exterior of a single-story designer home is highlighted, showcasing a light brick façade and a well-maintained yard. A driveway with a two-car garage is visible, complemented by decorative landscaping featuring palm trees and white stone accents. An American flag adorns the front porch.
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
Home in Lady Lake
5 out of 5 average rating, 61 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, 245 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
4.89 out of 5 average rating, 35 reviews

Charming and relaxing home

Beautiful 2-bedroom and 2-bathroom home, located in one of the best areas of The Villages and with walking distance to shopping plazas like the Spanish Square, stores like Target, Publix, and others, community pools and other community facilities. Granite countertops come with this beautiful white cabinets that contrast the interior of the house. Golf cart garage for those who looking to experience the life of this community in a different way.

Popular amenities for Lady Lake holiday rentals

When is the best time to visit Lady Lake?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€112€120€124€93€87€79€73€76€80€85€92€99
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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