Holiday houses 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 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
4.94 out of 5 average rating, 18 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
An open living space features a cozy sleeping area and a small dining arrangement. Wooden beams highlight the ceiling above. Natural light enters through the door and windows, while a television and kitchenette with appliances are visible against the walls.
Apartment in Lady Lake
5 out of 5 average rating, 26 reviews

Desperado 2 - Cozy Peaceful Apt. Lady Lake FL.

Escape to your unique and private 2nd story apartment nestled on 2 acres of serene land and just a short 7-minute drive to The Villages. Enjoy the tranquility of nature while still being close to vibrant entertainment, shopping and dining options. Your cozy and well appointed space offers the perfect blend of seclusion and convenience making it an ideal getaway for relaxation and rejuvenation. *perfect for vacation *perfect for traveling workers *perfect for visiting family in the The Villages

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, 334 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
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, 55 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. No checkout chores.

Guest favourite
An open-concept living space is visible, featuring a kitchen island with a speckled countertop. A dining table with several chairs is positioned nearby, while a comfortable seating area showcases a large TV, lighting, and decorative plants, contributing to a welcoming environment.
Villa in The Villages
4.95 out of 5 average rating, 39 reviews

Location! Charming, Premium Courtyard Villa

LOCATION!!! This charming private, end of the block, courtyard villa is a very short walk to Sumter Landing. Walk to Caroline Community Pool and Rec Center. Near Mallory Hill Golf Course and Country Club. New to the rental market, this villa is pristine!! High end finishings throughout. Spacious open floor with 3 private bedroooms, 2 bathrooms, Lanai and Private Backyard. **Golf cart use is available for reservations that are 7 days or more. Golf cart use is subject to approval of host.

Guest favourite
Home in The Villages
5 out of 5 average rating, 6 reviews

Entire 1BR home- The Villages- Spanish Springs

Beautifully decorated villa! Enjoy a stylish experience at this 1 BR Villa located 5 minutes from all of the fun at Spanish Springs Square. (Restaurants, Entertainment and more.) Property is off Morse Blvd which makes it convenient to Lake-Sumter Landing Square as well. You can enjoy a nice show at the Sharon Performing Arts Center or @ The Studio Theater and have fun at the Squares all in one stay! Promo-Guests that stay 28 days or more, will receive a $50 credit for the amenities fee.

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

Our home has everything you need for comfort & ease when you are not out enjoying "The Villages Lifestyle". It is on the "Historic Side". Walk to Spanish Springs Town Square, Publix, restaurants & shopping. Paradise Park is a short walk away where you can enjoy the shaded pathways. Hang out at the archery field or take in some self guided exercise with outdoor equipment. So much to enjoy so little time to take it all in! Note: The Villages is an active adult community. No work crews.

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, 45 reviews

Villages Retreat Includes Golf Cart & Amenities

Charming retreat in The Villages. GOLF CART INCLUDED w/ waiver & documents 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

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, 112 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!

Guest favourite
An exterior view of the patio villa showcasing a well-maintained façade. A garage door is located to the left, with a Yamaha gas golf cart parked on the driveway. A white picket fence and colorful flowers enhance the entrance.
Villa in The Villages
4.85 out of 5 average rating, 114 reviews

Location Can’t be Beat! With cart!

Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

Top Guest favourite
Guesthouse in Lady Lake
5 out of 5 average rating, 218 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.

Popular amenities for Lady Lake holiday rentals

When is the best time to visit Lady Lake?

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Avg. price$176 AUD$190 AUD$171 AUD$152 AUD$142 AUD$129 AUD$119 AUD$124 AUD$131 AUD$138 AUD$150 AUD$162 AUD
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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Lady Lake?

    Experience the best of Lady Lake with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Lady Lake?

    Yes! Work meets play with ease at over 70 house rentals in Lady Lake featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do farmstay rentals in Lady Lake have wifi?

    Absolutely! We offer over 10 farmstay rentals with wifi in Lady Lake. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Lady Lake?

    Four-legged friends are welcome in Lady Lake. Choose from more than 50 house rentals for guests traveling with pets.

  • Are there family-friendly villa rentals in Lady Lake?

    Lady Lake has more than 10 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Lady Lake have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Lady Lake. Enjoy a tailored experience with all the comforts you desire.

  • Are there Lady Lake farmstay rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 farmstay rentals with pools in Lady Lake, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Lady Lake have a gym?

    Absolutely! We offer over 20 house rentals with a gym in Lady Lake. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Lady Lake

  • Total holiday rentals

    Explore 180 holiday rentals in Lady Lake

  • Nightly prices starting at

    Lady Lake holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,630 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

    90 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    180 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

  • 4.8 Average rating

    Lady Lake stays are highly rated by guests—averaging 4.8 out of 5!

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