Holiday rentals in Lady Lake

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Top-rated holiday rentals in Lady Lake

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Guest favourite

Home in Lady Lake

4.94 out of 5 average rating, 33 reviews

Quiet Oasis

Welcome to the Quiet Oasis, a serene and duplex home nestled in the heart of a peaceful neighborhood. This charming retreat offers a tranquil escape from the hustle and bustle of the city, while still being just a short walk away from local shops, cafes, and restaurants. The Quiet Oasis is tastefully decorated and fully equipped with everything you need for a comfortable stay. Relax in the spacious living room or unwind in one of the three cozy bedrooms, each featuring plush bedding and closets.

16–23 May

€ 128 per night

Guest favourite

Home in Lady Lake

4.97 out of 5 average rating, 269 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.

30 Sep – 7 Oct

€ 102 per night

Superhost

Home in Lady Lake

4.82 out of 5 average rating, 11 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.

4–11 Jul

€ 113 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

29 Jul – 5 Aug

€ 131 per night

Superhost

Cottage in Wildwood

4.84 out of 5 average rating, 193 reviews

Peaceful Cottage in the Heart of Wildwood

Peaceful home... -Full kitchen for cooking any meal. A waffle iron and waffle/pancake mix provided for breakfast. -Pet friendly with $25 pet cleaning fee per pet. Notify me if bringing pet. No cats please. -Keurig coffee maker for that morning cup of joe. -WiFi and smart tv. -Washer and dryer available for use. -Large lanai with a fenced in backyard for privacy. -Extra cleaning protocols, everything is disinfected between guest. -Close to all amenities. -One mile from The Villages.

17–24 Jun

€ 105 per night

Guest favourite

Home in Lady Lake

4.88 out of 5 average rating, 26 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.

23–30 Oct

€ 107 per night

Guest favourite

Home in Lady Lake

4.94 out of 5 average rating, 66 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,

26 Dec – 2 Jan

€ 129 per night

Guest favourite

Home in The Villages

4.93 out of 5 average rating, 102 reviews

Remodeled 2/2 Baja style villa w/4 person cart

4 person, yamaha gas golf cart, offered at this baja style 2 BR, 2BA courtyard villa! The villa comes fully furnished with pots, pans, linens, and it even has 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 steel appliances, beautiful plank flooring, new carpet, and paint. King bed in the master, queen bed in the guest bedroom. Both bedrooms have TV.

21–28 Aug

€ 125 per night

Guest favourite

Home in Lady Lake

4.86 out of 5 average rating, 7 reviews

Relaxing Florida living!

Kick back and relax in this calm, stylish space. Split floor plan!! Light & Bright 2/2 Designer - 2 Car Garage located in the Village of Mira Mesa. Very private backyard! Golf cart included! Master Bedroom Suite w/walk-in Closets (2), Vanities, Walk-in shower. Guest Bedroom is great for when you have company. Other Features include: Vaulted Ceilings, Screened Front Porch, Newer Appliances, Granite Counters, & Eat-in Kitchen, Solar Tube, Laminate Floors, NEW Carpet, Over-sized Lot.

25 Aug – 1 Sep

€ 136 per night

Guest favourite

Home in Lady Lake

4.95 out of 5 average rating, 56 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!

31 Aug – 7 Sep

€ 152 per night

Guest favourite

Home in Lady Lake

4.94 out of 5 average rating, 35 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.

24–31 Jul

€ 108 per night

Guest favourite

Home in The Villages

4.94 out of 5 average rating, 35 reviews

Beautiful Villages 2/2 Home. Perfect Location

Cozy 1,121 Square Feet single family home with everything you will need for a great stay at The Villages. Incredible location, only a 6 minute golf cart ride to Lake Sumter Landing and a 8 minute golf cart ride to Spanish Springs. All Villages amenities and 2 person gas golf cart included. Golfers Dream. Recreation centers, entertainment, pools and tons of activities all minutes away by drive or golf cart. One small dog under 20 pounds allowed, no cats.

8–15 Jun

€ 114 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Lady Lake holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Lady Lake's top sights

Spanish Springs Town Square75 locals recommend

Sharon L. Morse Performing Arts Center16 locals recommend

Oakwood Smokehouse4 locals recommend

Miller's Ale House - Lady Lake3 locals recommend

Sakura Restaurant3 locals recommend

Amerikanos Grille5 locals recommend

Other great holiday rentals in Lady Lake

Guest favourite

Home in Lady Lake

4.87 out of 5 average rating, 45 reviews

STAY IN THE VILLAGES! YOUR HOME AWAY FROM HOME 🌴

9–16 Oct

€ 135 per night

Guest favourite

Home in Lady Lake

4.92 out of 5 average rating, 12 reviews

The Villages, De La Vista West 1760

14–21 Oct

€ 115 per night

Guest favourite

Home in Lady Lake

4.95 out of 5 average rating, 37 reviews

One Bedroom Courtyard Villa in The Villages

25 Aug – 1 Sep

€ 173 per night

Guest favourite

Villa in Lady Lake

4.97 out of 5 average rating, 68 reviews

The Pac-Man House - Walk to Spanish Springs Square

3–10 Aug

€ 171 per night

Superhost

Villa in Lady Lake

4.96 out of 5 average rating, 24 reviews

The villages great Location free golf car

15–22 Sep

€ 163 per night

Guest favourite

Home in Weirsdale

4.93 out of 5 average rating, 42 reviews

Cheerful, two bedroom Animal loving home,

11–18 Oct

€ 145 per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 11 reviews

Best of the Villages!

9–16 Oct

€ 125 per night

Guest favourite

Home in Lady Lake

5.0 out of 5 average rating, 14 reviews

Spanish Springs/The Villages/Orlando Home/Golf Car

6–13 May

€ 152 per night

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Quick stats about holiday rentals in Lady Lake

Total rentals	110 properties
Rentals with dedicated workspaces	60 properties have a dedicated workspace
Rentals with a pool	50 properties have a pool
Pet-friendly rentals	50 properties allow pets
Family-friendly rentals	90 properties are a good fit for families
Total number of reviews	1.9K reviews

Holiday rentals in Lady Lake

Top-rated holiday rentals in Lady Lake

Home in Lady Lake

Home in Lady Lake

Home in Lady Lake

Home in Lady Lake

Cottage in Wildwood

Home in Lady Lake

Home in Lady Lake

Home in The Villages

Home in Lady Lake

Home in Lady Lake

Home in Lady Lake

Home in The Villages

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Lady Lake holiday rentals

Stay near Lady Lake's top sights

Other great holiday rentals in Lady Lake

Home in Lady Lake

Home in Lady Lake

Home in Lady Lake

Villa in Lady Lake

Villa in Lady Lake

Home in Weirsdale

Home in The Villages

Home in Lady Lake

Quick stats about holiday rentals in Lady Lake

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore