
Vacation rentals in Lady Lake
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Top-rated vacation rentals in Lady Lake
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

Getaway on the Waterway: Kayak, SUP, fish, relax!
Welcome to your peaceful Getaway on the Waterway right on the beautiful canal that connects Big and Little Lake Weir! Kick your feet up and wave at the boats going by as you grill or fish from the dock. Play a round of corn hole, hop on one of our paddleboards or kayaks for beautiful ride to either lake! Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, (they also offer sunset cruises and water taxi service to Eaton's Beach restaurant right from our dock!) RELAX and ENJOY!

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

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

Private 2/2 Villa w/ New 4 Seat Gas Golf Cart
Relaxing home in quiet neighborhood w/ private yard, screened porch - rare in The Villages! Roanoke Retreat is a beautifully remodeled 2 bed/2 bath home - only 15 minute golf cart ride to Spanish Springs, 20 minutes to Sumter Landing . Rental includes 4 seat gas golf cart w/ access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in every room, fully equipped kitchen, new BBQ grill. 55+ community but no age restriction to visit

Pool, golf cart, private backyard. Paradise!
Come and enjoy this relaxing piece of paradise surrounded by lush greenery with your own, small, private pool (not heated). "Serene on the Green" is a beautifully remodeled 3 bedroom, 2 bathroom designer home (1,536 sqft) with a large screened outdoor pool area with lots of privacy. Our location 320 steps from the Santiago Recreation Complex with two golf courses and a short ride to Lake Sumter Landing and Spanish Springs is perfect. A new custom 2021 Yamaha QuieTech golf cart is included!

Beautiful House On the River, Kayaks, Large Dock!
Come relax by the river in this 3-bedroom, 2-bathroom vacation rental in Lady Lake, Florida. Recently built by our family in 2022, the home has a screened in back porch, a fire pit, WIFI, and is complete with a large private dock right on the Ocklawaha River. All that and it's located only 10 minutes from The Villages where you can shop and have fun. Centrally located 1-1/2 hours from Disney, Daytona beach, and Tampa. Lockbox key access is available for check-ins at any time of day.

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

Fabulous Courtyard Villa close to Sumter Landing
This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

Cozy A-Frame Retreat w/ hot tub!
Escape to our cozy A-frame cabin, nestled amidst the serene beauty of nature. Just 10 mins from Santos Trailhead and 35 from Rainbow Springs! After a day of exploration, unwind in the private hot tub, gather around the bonfire pit for s'mores, or snuggle by the fireplace and stream your favorite movie. Whether you seek a romantic retreat or an extended family getaway, our A-frame cabin promises the perfect blend of nature's tranquility and modern comfort!

Cozy 2 bedroom home near The Villages
This hidden treasure is conveniently located next to The Villages. Enjoy a well kept, updated single wide mobile home in a spacious lot. The fenced in yard is perfect for children and pets to run and play. Relax in the screened in porch and take in the peaceful neighborhood surroundings. Just a short jog from Lake Weir where you can enjoy fishing, boating and swimming. Take a day trip to Orlando and Tampa attractions, Daytona and Cocoa beaches.
Popular amenities for Lady Lake vacation rentals
Lady Lake house rentals

Rare Find 3/2 in Orange Blossom

The Villages 4 Golf, PickleBall & a whole lot more

The Mulligan House-The Villages

Lovely Largo Lantana

Villages home with unique elevated front porch

Waterfront cottage Haynes Creek

Beautiful Designer Home -Golf Cart- Walk to Sumter

Fairway Haven with Golf Cart
Lake side house rentals in Lady Lake

Inverness Home with a View

Lake Dora Dream-Waterfront/Pool

Lake Tsala Gardens Waterfront Home

Salt Springs Soulful A-frame Retreat

Summer on the water! Boating, Fishing, Tubing, Fun

LakeFront Villa-Jacuzi, Springs Manatees nearby

3-BR 2-BA house-amazing lake view and boat parking

Latitude 28 a little Patch of Paradise!
Lady Lake fishing vacation rentals

Redbird cottage and farm. Equestrian lake cottage

Sapphire Cottage - sleeps 6, on 5 acres with canal

Completely Private Suite w/ Pond, Grill & Kayak

Charming Mount Dora Cottage • Walk to Downtown

Lakeside Getaway with kayaks!

Horse Farm & (2) Tiny Homes to choose from

A Lakeshore Cottage vintage 1926

Lake Breeze Cottage 4
When is the best time to visit Lady Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,109 GYD | G$28,197 GYD | G$25,482 GYD | G$22,558 GYD | G$21,096 GYD | G$19,216 GYD | G$17,754 GYD | G$18,381 GYD | G$19,425 GYD | G$20,678 GYD | G$21,096 GYD | G$21,931 GYD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Frequently Asked Questions
How much does it cost to stay in farmstay rentals in Lady Lake?
Experience the best of Lady Lake with our farmstay rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Lady Lake?
Yes! Work meets play with ease at over 70 house rentals in Lady Lake featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Lady Lake have wifi?
Absolutely! We offer over 120 house rentals with wifi in Lady Lake. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly farmstay rentals in Lady Lake?
Four-legged friends are welcome in Lady Lake. Choose from more than 10 farmstay rentals for guests traveling with pets.
Are there family-friendly house rentals in Lady Lake?
Lady Lake has more than 100 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Lady Lake have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Lady Lake. Enjoy a tailored experience with all the comforts you desire.
Are there Lady Lake house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 house rentals with pools in Lady Lake, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Lady Lake have a gym?
Absolutely! We offer over 20 house rentals with a gym in Lady Lake. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Lady Lake

Total vacation rentals
Explore 170 vacation rentals in Lady Lake

Nightly prices starting at
Lady Lake vacation rentals start at G$2,089 GYD per night before taxes and fees

Verified guest reviews
Over 2,540 verified reviews to help you choose

Family-friendly vacation rentals
110 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
160 of Lady Lake vacation rentals include wi-fi access

Popular amenities for guests
Guests love Lake access, Gym, and BBQ grill across Lady Lake rentals

4.8 Average rating
Lady Lake stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a fire pit Lady Lake
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