Vacation rentals in Lady Lake

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Lady Lake

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

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Guest favourite

Home in Lady Lake

4.96 out of 5 average rating, 271 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.

Feb. 5 – 12

$153 CAD per night

Superhost

Home in Lady Lake

4.85 out of 5 average rating, 13 reviews

Country Club Hills 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.

Oct. 10 – 17

$166 CAD per night

Guest favourite

Home in Lady Lake

5.0 out of 5 average rating, 10 reviews

Villages Retreat with Golf Cart & Owner Amenities

Charming Airbnb rental in The Villages. Our 2BR/2BA offers a cozy retreat with many upgrades including walk-in showers, “adjustable” queen beds, modern kitchen, e-fireplace, and large TVs. Your stay includes complimentary access to a wealth of amenities, free golf on 41 executive courses to refreshing swimming pools, tennis, pickleball, and much more. Please book your stay with us, and experience luxury living at our vacation rental in The Villages GOLF CART INCLUDED. Waiver required

Sep. 21 – 28

$224 CAD per night

Guest favourite

Home in Lady Lake

4.94 out of 5 average rating, 67 reviews

Magnolia Cottage under the Paradise sun.

Stay in my quiet neighborhood 1 hour and 15 minutes from Disney. Enjoy the country club pools. Just five minutes away listen to free music every night at Spanish Spring Town Square. Restaurants & shopping are also minutes away. For your enjoyment there are recreation centers, golf courses & sports courts. Pickleball anyone! New Roku TVs are located in the living room & bedroom. Take a bike ride on the bicycles. For your convenience there is a new grill, laundry & covered free parking,

Aug. 31 – Sep. 7

$136 CAD per night

Guest favourite

Villa in Lady Lake

4.9 out of 5 average rating, 30 reviews

The 19th Hole - Walk to Spanish Springs Square

Newly remodeled home. Fully redone kitchen and bathroom. 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, 1 bathroom comes with King Size bed in the Master Bedroom. Queen bed in the guest bedroom. 75-inch TV. Complete with linens, washer/dryer, kitchen equipment and WiFi.

Oct. 4 – 11

$199 CAD per night

Guest favourite

Home in Lady Lake

4.95 out of 5 average rating, 58 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!

Aug. 29 – Sep. 5

$220 CAD per night

Guest favourite

Home in Lady Lake

4.94 out of 5 average rating, 36 reviews

The Villages Golf view. 3BR, 2Bath Whole house.

The Villages with a Golf and water view. Pet and children friendly. King Bed suite. Single family 3BR, 2 bath, two car garage, 4 seater golf cart available on request (conditions apply). Pickleball, tennis, swimming pool, recreation center a one minute walk. 2 miles radius to access most big box stores or chain restaurants. Grocery, drug stores walking distance. The Spanish Springs town square is 2 miles, Lake Sumter landing square is 3.5 miles. Self check in lock box.

Jul. 13 – 20

$156 CAD per night

Guest favourite

Home in The Villages

4.99 out of 5 average rating, 110 reviews

Whole House 3 Bedroom (sleeps 10) in The Villages

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.

Nov. 9 – 16

$253 CAD per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 8 reviews

Courtyard Villa

Beautiful Courtyard Villa. Best of all is the location, which puts you conveniently located to Spanish Springs and Lake Sumter Landing. Restaurants and shopping on Rt441. See why over a 130,000 people call it "Disneyland for Adults". Enjoy golf, pickle ball, shopping, relaxing, and dancing every night to free live music by different bands in the 3 town squares.

Oct. 13 – 20

$146 CAD per night

Guest favourite

Home in Lady Lake

4.95 out of 5 average rating, 38 reviews

One Bedroom Courtyard Villa in The Villages

Kick back and relax in this calm, stylish space. One bedroom with king size mattress as well as an air mattress if needed can be put in living room.Bright and cheerful living room and kitchen with small dining table. Has washer and dryer in unit. Shared courtyard with other tenants in back of home.

May 31 – Jun. 7

$191 CAD per night

Guest favourite

Guesthouse in Lady Lake

4.89 out of 5 average rating, 19 reviews

Little Cottage

Experience the convenience of a prime location in Lady Lake with this sophisticated cottage adjoined to the main residence. The space boasts a compact kitchen, a full bathroom, in-unit washer and dryer, and a queen-sized bed, ensuring it is comprehensively equipped for your comfort and needs.

Oct. 1 – 8

$109 CAD per night

Guest favourite

Guesthouse in Lady Lake

5.0 out of 5 average rating, 59 reviews

Cute & Cozy Tiny Guesthouse

Take it easy at this cozy and peaceful getaway located in a safe and quiet neighborhood near The Villages conveniently located within 1.5 miles of many shops, restaurants and The Villages Hospital. Two miles from The Villages Spanish Springs town square which has free nightly entertainment.

Jun. 18 – 25

$115 CAD per night