
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.

Home away from home entire house
Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

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!

Safari themed private addition with pool/hot tub.
This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

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.

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.

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!

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!

Villages-Private Heated Pool-Central Location
Enjoy a stylish experience at this centrally located 3-bedroom home. 5-7 minutes golf cart ride from Sumter Landing, 15 minutes from Spanish Springs Square, 20 minutes from Brownsville Square. 200 Community pools some for adults only and some for families. 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 3 Old Fashion Town Squares with nightly Live entertainment. 44 Golf Courses
Popular amenities for Lady Lake vacation rentals
Lady Lake house rentals

On the Golf Course near Country Club

Rare Find 3/2 in Orange Blossom

Cozy 2 bedroom home near The Villages

Villages Retreat Includes Golf Cart & Amenities

Beautiful House On the River, Kayaks, Large Dock!

Private, remodeled 3/2, Golf Cart - 4, Pizza Oven!

A designer 2 bed/2 bath home near Spanish Springs

Walk to Sumter w/cart - Beautiful Courtyard Villa
Lake side house rentals in Lady Lake

Inverness Home with a View

Lake Dora Dream-Waterfront/Pool

Live Oak Lake House

Lake Tsala Gardens Waterfront Home

Lake Eustis vacation home

1920's Boho Bungalow | Walk+Bike to Downtown

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

Luxury home with a pool and 3 bedroom
Lady Lake fishing vacation rentals

Redbird cottage and farm. Equestrian lake cottage

Walk to Downtown! - The Carriage House

Sapphire Cottage - sleeps 6, on 5 acres with canal

Completely Private Suite w/ Pond, Grill & Kayak

Lakeside Getaway with kayaks!

The Love Shack at The Cove

Horse Farm & (2) Tiny Homes to choose from

A Lakeshore Cottage vintage 1926
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$26,142 GYD | G$28,233 GYD | G$25,514 GYD | G$22,586 GYD | G$21,122 GYD | G$19,240 GYD | G$17,776 GYD | G$18,404 GYD | G$19,449 GYD | G$20,704 GYD | G$21,122 GYD | G$21,959 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 house rentals in Lady Lake?
Experience the best of Lady Lake with our house rentals, starting at about $10 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 villa rentals in Lady Lake have wifi?
Absolutely! We offer over 10 villa rentals with wifi in Lady Lake. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly villa rentals in Lady Lake?
Four-legged friends are welcome in Lady Lake. Choose from more than 10 villa rentals for guests traveling with pets.
Are there family-friendly villa rentals in Lady Lake?
Lady Lake has more than 10 family-friendly villa 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 farmstay rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 farmstay 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$2,091 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 outdoor seating Lady Lake
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- Rentals with a hot tub Lady Lake
- Villa rentals Lady Lake
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- House rentals Lady Lake
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