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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Guest favourite
Home in The Villages
5 out of 5 average rating, 8 reviews

5-Star Luxury | Prime Location & Top Amenities

WITH GOLF CART IN THE VILLAGES TOTALLY REMODELED NO PETS in the heart of The Villages 2 bedrooms ,2-baths 2, TVS Every inch of this home has been updated with luxury vinyl plank flooring, and a fully equipped high-end kitchen with quartz countertops new cabinets, new stainless NEW steel appliances bedrooms newly renovated a king-size bed second bedroom a queen-size bed. 2 bathrooms completely renovated just minutes from Lake Sumter Landing and Spanish Springs Town Square ,entertainment,

Top Guest favourite
A well-maintained exterior of a single-story home is presented, featuring a light yellow facade and a welcoming front porch. Lush greenery and palm trees are positioned along the pathway, with a manicured lawn and trimmed shrubbery enhancing the curb appeal.
Home in The Villages
4.96 out of 5 average rating, 141 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
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, 28 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
An inviting entryway features a vintage Pac-Man arcade game next to a wooden console table. A well-lit lamp sits atop the table, alongside a decorative flower arrangement. A large clock adorns the wall, complementing the neutral color scheme and accentuating the space’s welcoming ambiance.
Villa in Lady Lake
4.98 out of 5 average rating, 95 reviews

The Pac-Man House - Walk to Spanish Springs Square

This Courtyard Villa is just 0.3 miles to the center of Spanish Springs Square. You’ll recognize Spanish Springs Town Square by its unique fabled history from the exteriors of the shops to the fountains on the square. Walk to nightly entertainment. This 2 bedroom, 2 bathroom comes with KING Size bed in the Master Bedroom. QUEEN Tempur-Pedic bed in the guest bedroom. 75-inch TV. A sleeper sofa in the Living Room. 1 rollaway bed TWIN. Complete with linens, washer/dryer, kitchen equipment and wifi.

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, 337 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 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
4.86 out of 5 average rating, 35 reviews

Orange Blossom Golf 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.

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
A spacious living room features a large sectional sofa facing a mounted television. Natural light filters through sheer curtains, highlighting a decorative area rug. A round coffee table sits in the center, with a wooden console against the wall, adding functional charm to the space.
Home in The Villages
4.88 out of 5 average rating, 42 reviews

Olivia's Oasis

Enjoy a peaceful retreat in this cozy, fenced home featuring 2 bedrooms, 2 bathrooms, a full kitchen, garage, living room, office space, and a lanai. Conveniently located close to Orlando's theme parks and beautiful beaches, plus all the amazing amenities The Villages has to offer: pools, golf, and more! Golf cart included. Whether you're looking to relax in a quiet area or explore nearby attractions, our home is perfect for a memorable stay. Book now for an unforgettable experience!

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, 116 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
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, 120 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!

Top Guest favourite
Guesthouse in Lady Lake
5 out of 5 average rating, 225 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
A single-family home is depicted with a large driveway leading to a two-car garage. A covered front porch with white railings is visible, framed by neatly trimmed shrubs. The exterior features light-colored siding and blue window shutters, set against a backdrop of a well-maintained lawn.
Home in The Villages
4.95 out of 5 average rating, 19 reviews

Welcome to the Villages

Beautiful Single family home perfectly located within a mile and a half from Lake Sumter Landing and Spanish Springs. Pool and recreation center is within walking distance. The Villages is a gated community with numerous amenities, Golf carts available for a small fee. There are numerous activities for everybody here in The Villages, your home away from home .

Popular amenities for Lady Lake holiday rentals

When is the best time to visit Lady Lake?

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Avg. price$213 NZD$230 NZD$208 NZD$184 NZD$172 NZD$157 NZD$145 NZD$150 NZD$159 NZD$167 NZD$183 NZD$196 NZD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Frequently Asked Questions

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

    Experience the best of Lady Lake with our farmstay rentals, starting at about $180 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.

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

    Lady Lake has more than 110 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 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 wifi?

    Absolutely! We offer over 130 house rentals with wifi in Lady Lake. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • 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 $17 NZD 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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