Holiday houses in Lady Lake

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Top-rated holiday rentals in Lady Lake

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Top Guest favourite

Home in Lady Lake

5 out of 5 average rating, 31 reviews

Villages Retreat Includes Golf Cart & Amenities

Charming retreat in The Villages. Our 2BR/2BA offers upgrades including walk-in showers, adjustable queen beds, modern kitchen, e-fireplace, and large TVs. You'll have access to a wealth of amenities, free golf on 41 executive courses to refreshing swimming pools, tennis, pickleball, and more.The Villages charges a $50 process fee for the two lifestyle IDs. Please book your stay with us, and experience luxury living at our vacation rental in The Villages GOLF CART INCLUDED. Waiver required

Guest favourite

Home in The Villages

4.9 out of 5 average rating, 10 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

Apartment in Lady Lake

4.92 out of 5 average rating, 12 reviews

Desperado 1 - Cozy Peaceful Apt in Lady Lake, Fl.

Escape to your unique and peaceful private 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

Home in Lady Lake

4.96 out of 5 average rating, 313 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

Home in The Villages

4.99 out of 5 average rating, 141 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, 22 reviews

2B/2B Newly Renovated Home in Silver Lake!

Newly renovated, spacious 2bed/2 bath home in Silver Springs. Near pools, golf courses, pickleball, shopping, dining and Spanish Springs Town Sq New kitchen appliances and washer/dryer. Enclosed lanai with AC. Lots of parking (golf cart rental info available). Master suite (king bed) has a walk in closet and en suite bathroom (double vanity and step in tiled shower). Guest room (full bed) has a walk in closet. Guest bath has a solid surface step in shower. Cleaning Fee: additional $150

Top Guest favourite

Home in Lady Lake

4.94 out of 5 average rating, 85 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,

Superhost

Home in Lady Lake

4.86 out of 5 average rating, 14 reviews

Lakeside Retreat

Take it easy at this unique and tranquil getaway. Next stay in The Villages, why not stay on the lake? Enjoy lake view from open great room with updated kitchen with island, dining area, and living room. Enjoy lake view from master bedroom with dual vanities and walk in shower. Enjoy lake view from climate controlled Florida room off bedrooms. Enjoy lake view from deck off great room, patio with firepit, bbq grill, and dining table. Minutes from shopping, dining, entertainment

Top Guest favourite

Home in Lady Lake

4.96 out of 5 average rating, 76 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!

Superhost

Home in The Villages

4.86 out of 5 average rating, 124 reviews

Patio Villa, 5 mins from Sumter, FREE Gas Cart!

Adorable Patio Villa in a Prime Location. FREE GAS GOLF CART! Located in the heart of The Villages, in the village of Caroline. 5 minutes from Lake Sumter Landing, with bountiful options for golf, food, and entertainment just a short golf cart ride away. This isn’t your average, ‘bare bones’ investment rental. This is where our family stays when they come to visit. It is furnished with quality linens, furniture, kitchen equipment, Xfinity, & Roku.

Guest favourite

Home in Lady Lake

5 out of 5 average rating, 11 reviews

Orchid Greens Getaway

Nestled on a picturesque course in the villages, Orchid Greens is your gateway to a tranquil vacation. This charming home offers a private patio and bar area that is perfect for relaxing and watching the golfers go by. You will have easy access to the best shops and restaurants in the villages as the we are located 5 minutes from Spanish springs! This is the perfect home for a family of 4 or 2 couples traveling for some leisure games of golf!

Top Guest favourite

Villa in The Villages

4.96 out of 5 average rating, 104 reviews

Villa 2 Master Suites/2 Golf Carts Great Location

Beautifully Remodeled Private Courtyard Villa with two King Master Suites. Both bedrooms come with King Posturepedic Pillow Top Mattresses and Premium bedding, each with their own private bathroom & 32" HDTV's. LOCATED PERFECTLY in the De La Vista North neighborhood between Spanish Springs & Sumter Landing both offering dinning and shopping. The property comes with 2 Golf Carts making getting around SUPER easy & FUN!