
Holiday rentals in Lady Lake
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Top-rated holiday rentals in Lady Lake
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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

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

Ranch Retreat~10 beds~New
This ranch retreat home is perfect for large groups with plenty of parking. Perfect for celebrations, family gatherings, and even corporate or church events. Located on a large parcel of land in Lady Lake, FL, this home offers a quiet and secluded location that is centrally situated near the Villages and Chain of Lakes. We are 5 minutes away from Lake Griffin boat ramp, minutes away from Lake Griffin State Park, within 15 minutes of Venetian Gardens/Ski Beach and Lake Harris, and Eatons Beach.

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.

Silver Lake Guest Pool House Very Private !
The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

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.

Villages Retreat Includes Golf Cart & Amenities
Charming retreat in The Villages. GOLF CART INCLUDED w/ requirements & limitations 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

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,

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

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.

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!

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!
Popular amenities for Lady Lake holiday rentals
Other great holiday rentals in Lady Lake

Villa la Bella

On the Golf Course near Country Club

Rare Find 3/2 in Orange Blossom

Cheerful, two bedroom Animal loving home,

Relaxing Florida living!

Apartment at Snooky Park

King Bed, Small Dogs OK, and 52+ Pools!

Prime Location~Golf Cart Included~La Casita Azul
Quick stats about holiday rentals in Lady Lake
Total rentals
170 properties
Nightly prices starting at
$13 SGD before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
80 properties have a pool
Destinations to explore
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- Rentals with a firepit Lady Lake
- Rentals with a patio Lady Lake
- Rentals with outdoor seating Lady Lake
- House rentals Lady Lake
- Family-friendly rentals Lady Lake
- Rentals with pools Lady Lake
- Rentals with a washing machine and dryer Lady Lake
- Rentals with a hot tub Lady Lake
- Villa rentals Lady Lake
- Fitness-friendly rentals Lady Lake
- Pet-friendly rentals Lady Lake
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Weeki Wachee Springs
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- Walt Disney World Resort Golf
- Island H2O Water Park
- Rainbow Springs State Park
- Disney's Hollywood Studios
- Universal CityWalk
- ICON Park
- ChampionsGate Golf Club
- Universal's Islands of Adventure