
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.

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

Charming Villages Retreat
Charming 2B/2B Cottage Villa near Sumter Landing and Spanish Springs Escape to this beautifully updated villa in The Villages. Enjoy a designer kitchen, cozy living room with sectional and 75” TV, and French doors leading to a screened lanai. The private, fenced courtyard is perfect for relaxing under party lights. The master suite includes a walk-in closet and blackout shades. Explore with the included golf cart, access 50 golf courses, 100+ pickleball courts, pools, and nightly entertainment.

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.

•Hot Tub & Golf Cart - Courtyard Villa•
Our newest 5 Star ⭐ listing with a heated swim spa (additional fee) & golf cart in the heart of Spanish Springs minutes from everything you’ll need. Enjoy the town squares, live music, bars, golf and much more 🎶 The home has a dipping pool/spa that has swim jets that allows you to swim against for exercise. Enjoy the outside courtyard with a BBQ and patio furniture Home in the heart of The Villages, a 7 min golf cart ride from Spanish Springs, 15 min from Sumter Landing, Brownsville-30min

Heated Pool Golf Cart Dog Friendly in The Villages
Nestled amidst lush greenery ,Vida Rosa’s private pool provides a serene outdoor oasis, complete with a dining area, loungers, and a gas BBQ. The luxurious accommodations are thoughtfully designed to evoke a sense of calm and elegance. Conveniently located, just a short golf cart ride away from the squares of Spanish Springs & Lake Sumter offering a variety of entertainment etc. Note: The pool has a jet tub attached to it. The water temperature is the same temperature as the pool, 86 .

Outdoor Fun at the Pool + 2 Golf Carts!
Welcome to this POOL home with 2 GOLF CARTS! Spacious and inviting. UPGRADED WHITE cabinetry, extended DOUBLE PANTRY, GRANITE countertops. PLANTATION SHUTTERS. Featuring a large pool surrounded by an expansive deck and birdcage. Located near Spanish Springs Town Square and Lake Sumter Landing; Close to Tierra Del Sol Country Club and Championship Golf Course; Hacienda Championship Golf Courses, and Hacienda Regional Recreation Centers. No cats. Dogs under 20 lbs allowed with pet fee.

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!

Villages home with unique elevated front porch
A bright 2 bed, 2 bath home with new flooring throughout, includes golf cart. Located in historic Country Club Hills. Less than two miles from Spanish Springs Square with restaurants, shops & FREE nightly entertainment. Minutes away from pools, hot tubs, recreation centers, walking paths, & golf courses. Fully equipped kitchen with starter pack. Relax with a book & a drink on the breezy front porch with an overhead fan. Free Netflix, Peacock Premium & high speed internet.

Villages Retreat Includes Golf Cart & Amenities
Wake up, grab the golf cart, and tee off. This upgraded 2BR/2BA home puts you at the center of The Villages lifestyle — with two included Lifestyle IDs giving you full resident access to 41 executive golf courses, sports pools, pickleball, tennis, and nightly entertainment at the town squares. Inside, enjoy walk-in showers, adjustable queen beds, a modern kitchen, electric fireplace, and large smart TVs. Florida’s Friendliest Hometown is yours to explore.

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.

perfectly located Villages home
Located a 4 minute cart ride from Spanish Springs village center. Electric 2 seater Golf cart. Only 2 miles from Lake Sumter Landing village center. Nearby pools, golf, pickle ball, tennis, shuffleboard, 365 evening-a year live music. 7 day minimum stay. Publix, Winn Dixie, pharmacy, liquor store, barber, all within a mile (5-6 minute) cart ride. Host will obtain guest pass to allow pools, golf, pickleball, etc. $50 extra charge to guest(s).

Relaxing House in The Villages
Relax with the whole family at this peaceful place to stay. Open concept spacious vacation home with easy access to endless options for entertainment and restaurants. Located in the Historic District of The Villages there is something to do for the whole family!
Popular amenities for Lady Lake holiday rentals
Other great holiday rentals in Lady Lake

Beautifully Furnished 3/2 with In-ground Pool

Live Oak Lake House

Renovated ranch with Golf Cart in Del Mar!

The Villages Cozy Cottage. GOLF CART available

Renovated! Between Two Squares with Golf Cart !

The Promise Land~10 beds~New

Southern Paradise! 3/2 with 6 person golf cart

Luxury Pool Home with a View in The Villages, FL
When is the best time to visit Lady Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $211 NZD | $228 NZD | $206 NZD | $183 NZD | $171 NZD | $156 NZD | $144 NZD | $149 NZD | $157 NZD | $166 NZD | $181 NZD | $195 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 vacation rentals with a dedicated workspace in Lady Lake?
Yes! Work meets play with ease at over 90 vacation 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 vacation rentals in Lady Lake?
Four-legged friends are welcome in Lady Lake. Choose from more than 90 vacation rentals for guests traveling with pets.
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 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.
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 170 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 2,660 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
80 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
170 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

4.9 Average rating
Lady Lake stays are highly rated by guests—averaging 4.9 out of 5!
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- House rentals Lady Lake
- Family-friendly rentals Lady Lake
- Rentals with pools Lady Lake
- Rentals with a washing machine and dryer Lady Lake
- Pet-friendly rentals Lady Lake
- Rentals with outdoor seating Lady Lake
- Rentals with a patio Lady Lake
- Rentals with a hot tub Lady Lake
- Villa rentals Lady Lake
- Fitness-friendly rentals Lady Lake
- Rentals with a fire pit Lady Lake
- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Orange County Convention Center
- Walt Disney World Resort Golf
- Disney Springs
- Magic Kingdom Park
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- ChampionsGate Golf Club




