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

5-Star Luxury | Prime Location & Top Amenities
WITH GOLF CART IN THE VILLAGES TOTALLY REMODELED NO PETS in the heart of The Villages 2 bedrooms ,2-baths 2, TVS Every inch of this home has been updated with luxury vinyl plank flooring, and a fully equipped high-end kitchen with quartz countertops new cabinets, new stainless NEW steel appliances bedrooms newly renovated a king-size bed second bedroom a queen-size bed. 2 bathrooms completely renovated just minutes from Lake Sumter Landing and Spanish Springs Town Square ,entertainment,

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

The Pac-Man House - Walk to Spanish Springs Square
This Courtyard Villa is just 0.3 miles to the center of Spanish Springs Square. You’ll recognize Spanish Springs Town Square by its unique fabled history from the exteriors of the shops to the fountains on the square. Walk to nightly entertainment. This 2 bedroom, 2 bathroom comes with KING Size bed in the Master Bedroom. QUEEN Tempur-Pedic bed in the guest bedroom. 75-inch TV. A sleeper sofa in the Living Room. 1 rollaway bed TWIN. Complete with linens, washer/dryer, kitchen equipment and wifi.

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.

Orange Blossom Golf 2B/2B, located in The Villages
Rolling hills and scenic views are exactly what you'll find in The Village of Country Club Hills. This beautiful home is centrally located in the historic area of The Villages within a five minute golf cart ride to The Orange Blossom Hills Golf and Country Club. Residents here can choose between 18 holes of championship golf, or the scenic Hilltop executive course. Close to shopping, restaurants, and nightly live music in the Spanish Springs Square. An hour drive from Orlando. 200 mbps Wifi.

Location! Charming, Premium Courtyard Villa
LOCATION!!! This charming private, end of the block, courtyard villa is a very short walk to Sumter Landing. Walk to Caroline Community Pool and Rec Center. Near Mallory Hill Golf Course and Country Club. New to the rental market, this villa is pristine!! High end finishings throughout. Spacious open floor with 3 private bedroooms, 2 bathrooms, Lanai and Private Backyard. **Golf cart use is available for reservations that are 7 days or more. Golf cart use is subject to approval of host.

Olivia's Oasis
Enjoy a peaceful retreat in this cozy, fenced home featuring 2 bedrooms, 2 bathrooms, a full kitchen, garage, living room, office space, and a lanai. Conveniently located close to Orlando's theme parks and beautiful beaches, plus all the amazing amenities The Villages has to offer: pools, golf, and more! Golf cart included. Whether you're looking to relax in a quiet area or explore nearby attractions, our home is perfect for a memorable stay. Book now for an unforgettable experience!

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.

VIEW-T-FUL! w/Golf cart
Stunning entry with one of a kind picturesque setting and unbeatable location all in one. This lanai was redesigned with no support columns to have this spectacular highly desirable panoramic golf front & water view. Sweeping view of Southern charm, cluster of mature oak trees with Spanish moss. The back of the home facing the morning sunshine lighting up the lanai and screen area for a fine morning of relaxation. Don't hesitate, this home has it all, golf cart too!

Cute & Cozy Tiny Guesthouse
Take it easy at this cozy and peaceful getaway located in a safe and quiet neighborhood near The Villages. It's conveniently located all within 1.5 miles to Walmart, Aldi, Waffle House, McDonald's, Pizza Hut, Cracker Barrel, BJ's Wholesale and many other shops and restaurants. Plus, The Villages Hospital. We are also located two miles from The Villages Spanish Springs town square which has free entertainment from 5pm to 9pm every night of the week.

Welcome to the Villages
Beautiful Single family home perfectly located within a mile and a half from Lake Sumter Landing and Spanish Springs. Pool and recreation center is within walking distance. The Villages is a gated community with numerous amenities, Golf carts available for a small fee. There are numerous activities for everybody here in The Villages, your home away from home .
Popular amenities for Lady Lake holiday rentals
Other great holiday rentals in Lady Lake

Farm by Santos trails & the Villages

Lakeside Retreat

Orange Blossom Golf View Villa

Sunny Lakeside Retreat w/ Pool + Firepit

Southern Paradise! 3/2 with 6 person golf cart

Hilltop Hideaway Lake Weir

Enchanted Cottage Home

Golf and luxury- The Villages
When is the best time to visit Lady Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $213 NZD | $230 NZD | $208 NZD | $184 NZD | $172 NZD | $157 NZD | $145 NZD | $150 NZD | $159 NZD | $167 NZD | $183 NZD | $196 NZD |
| 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.
Are there family-friendly house rentals in Lady Lake?
Lady Lake has more than 110 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly house rentals in Lady Lake?
Four-legged friends are welcome in Lady Lake. Choose from more than 50 house rentals for guests traveling with pets.
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 wifi?
Absolutely! We offer over 130 house rentals with wifi in Lady Lake. Enjoy a tailored experience with all the comforts you desire.
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.
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 holiday rentals in Lady Lake

Total holiday rentals
Explore 180 holiday rentals in Lady Lake

Nightly prices starting at
Lady Lake holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 2,630 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 90 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
180 of Lady Lake holiday 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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- House rentals Lady Lake
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- Walt Disney World Resort
- Universal Studios Florida
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- Disney Springs
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