Lady Lake holiday lettings

We found 999 holiday rentals — enter your dates for availability

Discover a selection of 185 homes, 32 villas and holiday rentals in Lady Lake that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, which might include parking and a pool. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Lady Lake

Showing deals for:23 Jan - 30 Jan

Image gallery for 4 bedroom Retreat Sleeps 11 with Dock on Lake Weir near The Villages & Orlando

Property grounds
9.6 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)

4 bedroom Retreat Sleeps 11 with Dock on Lake Weir near The Villages & Orlando

Summerfield, FL

7% off
Price is £1,709
for 7 nights, 1 cottage
£244 per night
includes taxes & fees
4 bedroom Retreat Sleeps 11 with Dock on Lake Weir near The Villages & Orlando

Find spaces that suit your style

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    Enjoy full kitchens, pools, gardens and more

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    More space, more privacy, more amenities — more value

Why visit Lady Lake

  • Stunning waterfront: Enjoy scenic views and leisurely strolls along the picturesque waterfront on the east side of Lady Lake.
  • Outdoor adventures: Engage in various outdoor activities amidst the natural beauty of lakes, parks, and islands.
  • Charming neighbourhoods: Explore friendly local communities and nearby villages that showcase the area's charm.
  • Family-friendly experiences: Take part in numerous activities suitable for families, ensuring a memorable holiday for all ages.
  • Diverse accommodation options: Choose from private homes, charming villas, and delightful cottages for a relaxing stay.

Popular types of accommodation in Lady Lake

If you're pondering the ideal accommodation for your getaway in Lady Lake, look no further. We specialise in a range of popular options, including houses, charming villas, and delightful cottages. Whether you're searching for Lady Lake FL rental listings, vacation rentals, apartments, or house rentals, we have a variety of homes in Lady Lake to suit your needs. Enjoy a relaxing stay with transparency, savings, and peace of mind.

  • Houses: The top choice for holiday rentals in Lady Lake, ideal for families, couples, or groups seeking a home-away-from-home experience.
  • Villas: A popular option for those desiring luxury and comfort, these spacious properties often come with private pools and stunning views.
  • Cottages: Charming and cosy, cottages provide a quaint retreat for visitors wanting a more intimate setting.
  • Apartments: Convenient and versatile, apartments are perfect for short stays, offering essential amenities in a central location.
  • Caravan Parks: An adventurous choice for families and groups, caravan parks offer a communal atmosphere with facilities for outdoor enthusiasts.**

Top attractions near Lady Lake

Lady Lake, Florida, offers a delightful escape for outdoor enthusiasts and families alike, with its picturesque lakes, parks, and islands. Visitors can enjoy scenic views and various activities suited for a relaxing beach experience. Whether you're exploring the natural beauty or engaging in family-friendly adventures, Lady Lake promises a memorable holiday. Be sure to discover the local attractions that showcase the area's charm and tranquillity.

  • The Villages Market Square: A vibrant hub filled with shops, restaurants, and live entertainment, offering a modern city atmosphere just 1.9km from Lady Lake.
  • Lake Weir: A picturesque lake renowned for its stunning scenery and romantic beaches, perfect for outdoor activities, located 4.3km from Lady Lake.
  • Lake Griffin State Park: This national state park boasts thrilling adventures amidst beautiful landscapes, ideal for nature lovers, just 3.1km from Lady Lake.

Things to do recommended for couples

For a romantic getaway in Lady Lake, enjoy an evening at the Orange Blossom Opry for lively music, indulge in luxury at Water Oak Country Club Estates, or savour a delightful meal at Cane Garden Country Club, perfect for couples seeking a charming atmosphere.

Things to do recommended for families

Families visiting Lady Lake can enjoy a day at Lake Sumter Sports Complex, a delightful recreational area with wellness vibes, located 6.2km away. Additionally, Marsh Memorial Park, 8.1km away, offers a serene environment perfect for relaxation and family fun.

Things to do recommended for groups

Explore the vibrant Spanish Springs Town Square for shopping and dining, enjoy a round of golf at the scenic Harbor Hills Country Club, or tee off at the Country Club of Lady Lake, perfect for sports enthusiasts seeking outdoor fun.

What do I need to keep in mind when booking a vacation in 'Lady Lake

If you're travelling with a group, family, pets, or seeking extended stays, it's important to filter based on your key priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Lady Lake with a group: Think about how many bedrooms you'll require, along with amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options, and more, on Vrbo.
  • Traveling to Lady Lake with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Lady Lake: For many, a family holiday wouldn't be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Lady Lake: If you're searching for holiday rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Lady Lake

Lady Lake offers a delightful blend of outdoor adventures and family-friendly experiences. Explore its charming neighbourhoods and nearby villages, where friendly locals welcome you with open arms. Don't miss the scenic waterfront on the east side, perfect for leisurely strolls and recreation. This enchanting city provides a warm atmosphere that caters to both relaxation and fun, making it an ideal destination for a memorable holiday.

  • The Villages: Located a mere 3.1km from Lady Lake, The Villages is a vibrant city known for its family-friendly atmosphere and numerous outdoor activities. This expansive community boasts a variety of shopping areas and golf courses, making it a hub of recreational opportunities. Visitors can explore local landmarks such as picturesque beaches and theme parks, perfect for a fun-filled day out. With its charming city-themed layout and engaging amenities, The Villages is an ideal spot for those seeking both relaxation and adventure.
  • Caroline: Just 1.2km away from Lady Lake, Caroline is a delightful neighbourhood that offers a blend of family, city, and business-themed experiences. This area features numerous shopping centres and golf venues, catering to a variety of interests. The modern square serves as a focal point for social gatherings, while nearby attractions include a national state park and an exciting theme park. Caroline's inviting atmosphere and convenient location make it a wonderful destination for families and business travellers alike.
  • Santo Domingo: Nestled around Lady Lake, Santo Domingo is a charming neighbourhood that attracts visitors with its family-oriented and city-themed experiences. With easy access to shopping areas and golf courses, there's no shortage of activities to enjoy. Nature lovers can appreciate the nearby lake, while art enthusiasts will find interest in local galleries and vibrant theme parks. Santo Domingo offers a welcoming community feel and a range of attractions, making it a fantastic spot for an enjoyable getaway.

Booking with Vrbo is a breeze

Are you eager to save on your next getaway? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you may enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental. We're here to help you find the perfect accommodation for your needs.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a handy platform for you to organise your travel plans, whether you’re starting fresh, continuing from your previous arrangements, or simply reviewing what you have in store. You can easily find your saved or booked properties sorted into Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The friendly area of Lady Lake awaits your stay

Enjoy the entertainment and other features of Lady Lake. Travellers to this welcoming city praise the restaurants, shopping and lake. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Lady Lake

Do you want to find attractions to visit in the city? Venture out of your cosy holiday rental and experience everything that makes Lady Lake a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Nancy Lopez Legacy Golf & Country Club (6.7 mi / 10.9 km)
  • TableTop Team Trivia (14.3 mi / 23 km)
  • Mission Inn Golf Resort - El Campeon (15.8 mi / 25.4 km)
  • Country Club Of Ocala (17.9 mi / 28.8 km)
  • Lakes Of Lady Lake Golf Club (2.2 mi / 3.5 km)
  • Harbor Hills Country Club (4.2 mi / 6.7 km)

Exploring the natural features in Lady Lake

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Lady Lake. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Lake Griffin State Park (4.6 mi / 7.4 km)
  • Treasure Island (6.4 mi / 10.4 km)
  • Lake Weir (7.1 mi / 11.4 km)
  • Venetian Gardens (8.3 mi / 13.3 km)
  • Smith Lake (10.7 mi / 17.2 km)
  • Paradise Springs (15.7 mi / 25.2 km)

How to get to and around Lady Lake

The nearest airport is in Leesburg, FL (LEE-Leesburg Intl.), located 9.5 mi (15.2 km) from the city centre.

Frequently asked questions

What is the best area to stay in Lady Lake when booking a holiday rental?
When considering a holiday rental in Lady Lake, Florida, the most appealing area is the vibrant neighbourhood surrounding the historic downtown. This charming locale offers a delightful blend of small-town atmosphere and local attractions. Staying here provides easy access to the picturesque Lake Griffin State Park, where you can enjoy scenic walks, birdwatching, and even boating on the tranquil waters. Additionally, the nearby Spanish Springs Town Square is a popular gathering spot, featuring live entertainment, shops, and dining options that encapsulate the local culture.

Another excellent choice is the area near The Villages, known for its active lifestyle and plethora of recreational facilities. This expansive community is renowned for its golf courses and leisure activities, making it ideal for those looking to engage in outdoor pursuits. The proximity to the renowned Lake Sumter Landing further enhances this area, offering a lovely waterfront setting with shops, restaurants, and regular events.
How much does it cost to rent a holiday home in Lady Lake?
Prices for holiday rentals in Lady Lake vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Lady Lake to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Lady Lake holiday house rentals?
You can find great discounts on house rentals in Lady Lake on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Lady Lake?
For renting a beach house in Lady Lake, Florida, travellers may need to explore nearby areas as Lady Lake itself is primarily a non-coastal inland community. However, a short drive to the east will lead you to the scenic shores of Lake Griffin State Park, where some rentals offer a more tranquil lakeside experience. Properties in this vicinity often include amenities such as private docks, outdoor patios for barbecues, and spacious living areas, great for families looking to enjoy a relaxing getaway by the water.

Additionally, if you're willing to venture further, the coastal towns along the Atlantic Ocean, such as New Smyrna Beach or Daytona Beach, are within a reasonable driving distance. These areas provide numerous beach house rentals that typically feature amenities such as oceanfront views, direct beach access, pools, and outdoor showers, enhancing the beach experience. Both destinations offer vibrant local dining options and recreational activities, such as water sports and fishing, ensuring a full range of activities for holidaymakers.
What is the most popular type of holiday rental accomodation in Lady Lake?
In Lady Lake, holiday houses are the most popular type of rental, with around 149 available throughout the area. These properties are typically found in residential neighbourhoods and provide a comfortable, home-like atmosphere. Most holiday houses feature multiple bedrooms, fully equipped kitchens, spacious living areas, and often outdoor spaces such as patios or gardens for relaxing after a day of exploring.
Are there any family house rentals in Lady Lake?
In Lady Lake, Florida, there is a wealth of family-friendly house rentals available, with around 86 options to choose from. This charming area is known for its welcoming atmosphere and proximity to various attractions, making it an ideal destination for families. Many of these properties provide spacious living areas, well-equipped kitchens for preparing meals, and outdoor spaces for children to enjoy. Additional conveniences such as Wi-Fi and air conditioning are standard, ensuring a comfortable stay for all guests.
Can I rent a holiday home with a pool or hot tub in Lady Lake?
In Lady Lake, Florida, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 144 options to choose from. This charming town, located near the popular Villages community, is ideal for those seeking a relaxing getaway. Find your rental in Lady Lake with a pool or a hot tub.
Can I find long-stay holiday rentals in Lady Lake?
A long-stay holiday rental in Lady Lake is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Lady Lake?
In Lady Lake, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these rentals come equipped with amenities such as spacious backyards, where pets can play freely, and comfortable living spaces that include fully equipped kitchens, air conditioning, and laundry facilities. Some properties may also feature outdoor patios or decks, great for relaxing after a day of exploring the area.
Are there any remote work holiday rentals in Lady Lake?
In Lady Lake, Florida, there are numerous options for remote work holiday rentals, with around 170 properties available. This area is particularly appealing for those seeking a blend of comfort and productivity, featuring amenities tailored for remote work. Many rentals include dedicated workspaces, such as desks and ergonomic chairs, as well as high-speed Wi-Fi to ensure seamless connectivity.

Travellers can expect additional conveniences such as laptop-friendly workstations, computer monitors, and safe storage for important documents, enhancing the overall work-from-home experience. The properties often boast spacious living areas, allowing for a comfortable balance between work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Lady Lake holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Lady Lake with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Lady Lake?
In Lady Lake, popular rental amenities include shared pools, kitchens, microwaves, dishwashers, and stovetops. Many holiday rentals are designed to provide a comfortable and convenient stay, often featuring these essentials for travellers looking to prepare their own meals and enjoy leisure time.
How early should I book a Lady Lake holiday rental?
Book your Lady Lake holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Lady Lake home rental booking on Vrbo?
To find Lady Lake holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Lady Lake holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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