Hotels with a Pool in Lady Lake

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Nov 7 - Nov 8
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Nov 8 - Nov 9
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Nov 13 - Nov 15
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Nov 20 - Nov 22

Hotels with a Pool in Lady Lake

A hotel with a swimming pool, palm trees, and outdoor seating.

1. TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages
3.0 star property
Lady Lake
  • Outdoor pool
  • Hot tub
8.6 out of 10, Excellent, (1,003 reviews)
Sparkling waters beckon at the outdoor oasis, complemented by a rejuvenating hot tub for post-exploration unwinding. Active travelers appreciate the fitness center, barbecue area, and nearby hiking trails for a well-rounded vacation experience.
The price is $87
$97 total
includes taxes & fees
Nov 30 - Dec 1
TownePlace Suites by Marriott at The Villages
A swimming pool with a no diving sign, a lifeguard tower, and a clock on the building.

2. Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages
2.5 star property
Lady Lake
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1,001 reviews)
Swimming sessions await at the inviting outdoor pool, complete with stylish loungers and shade umbrellas. Fitness enthusiasts appreciate the on-site gym, while everyone raves about the comfortable rooms with pillowtop mattresses and premium bedding.
The price is $88
$98 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Suites Lady Lake - The Villages
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building with balconies.

3. Holiday Inn Express Hotel & Suites The Villages by IHG

Holiday Inn Express Hotel & Suites The Villages by IHG
2.5 star property
Lady Lake
  • Outdoor pool
  • Pool loungers
8.4 out of 10, Very good, (1,005 reviews)
Splash into vacation mode at the inviting outdoor pool, where sun-drenched loungers create perfect relaxation spots. Fitness enthusiasts appreciate the modern gym, while morning energy comes from the consistently praised hot breakfast buffet with numerous options.
The price is $87
$97 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express Hotel & Suites The Villages by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

4. Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
3.0 star property
Lady Lake
  • Outdoor pool
8.4 out of 10, Very good, (1,009 reviews)
Splash into vacation mode at the outdoor swimming oasis, surrounded by lush gardens and playground fun. Helpful staff ensure a peaceful stay while guests enjoy complimentary continental breakfast before water adventures begin.
The price is $70
$78 total
includes taxes & fees
Nov 15 - Nov 16
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
A rectangular swimming pool with a brick border, surrounded by a fence and greenery.

5. SureStay Plus Hotel by Best Western The Villages

SureStay Plus Hotel by Best Western The Villages
2.5 star property
Lady Lake
  • Outdoor pool
  • Pool loungers
8.2 out of 10, Very good, (881 reviews)
Sparkling outdoor waters await at this freshly remodeled retreat, complete with loungers and umbrellas for sun-soaked days. Furnished balconies extend the outdoor experience, while full breakfast fuels adventures to nearby dining and entertainment.
The price is $76
$84 total
includes taxes & fees
Nov 15 - Nov 16
SureStay Plus Hotel by Best Western The Villages
A rectangular pool with clear blue water, surrounded by a black metal fence. There are lounge chairs and two green umbrellas providing shade.

6. Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages
3.0 star property
Lady Lake
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1,002 reviews)
Poolside paradise awaits with sun-drenched loungers and cooling umbrellas creating the perfect retreat. Steps from shops and restaurants, this meticulously clean hotel offers a refreshing swim before retiring to modern, spacious rooms.
The price is $102
$109 total
includes taxes & fees
Nov 29 - Nov 30
Hampton Inn & Suites Lady Lake/The Villages
A person sitting by a pool with a drink, wearing a straw hat and white clothing.

7. The Waterfront Inn

The Waterfront Inn
3.0 star property
Lake Sumter Landing
  • Outdoor pool
  • Pool loungers
  • Hot tub
9.4 out of 10, Exceptional, (1,577 reviews)
Sunshine dances across the inviting outdoor pool, complete with umbrellas and loungers for perfect relaxation. Beyond the refreshing waters, a bubbling hot tub awaits while lake views create a stunning backdrop for this Spanish Springs retreat.
The price is $130
$139 total
includes taxes & fees
Dec 1 - Dec 2
The Waterfront Inn
A swimming pool with a metal ladder, surrounded by a white fence, and a building with large windows and a red wall in the background.

8. Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites
2.5 star property
Leesburg
  • Outdoor pool
  • Pool loungers
  • Hot tub
8.4 out of 10, Very good, (1,000 reviews)
Splash into vacation mode at the refreshing outdoor pool, complete with comfortable loungers and a soothing hot tub. Clean, comfortable rooms and a helpful staff create the perfect backdrop for a relaxing getaway at this quiet hotel.
The price is $85
$94 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Plus Chain of Lakes Inn & Suites
A swimming pool with yellow chairs and a covered seating area.

9. Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages
3.0 star property
Wildwood
  • Outdoor pool
9.6 out of 10, Exceptional, (459 reviews)
Swim laps in the refreshing outdoor pool at this welcoming Wildwood retreat near The Villages. Mornings begin with a complimentary breakfast buffet, while thoughtfully designed rooms with sofa beds accommodate families comfortably.
The price is $110
$118 total
includes taxes & fees
Nov 22 - Nov 23
Home2 Suites by Hilton Wildwood the Villages
A swimming pool with a white fence, blue chairs, and a building with a yellow and grey facade.

10. Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG
3.5 star property
Wildwood
  • Outdoor pool
9.4 out of 10, Exceptional, (1,001 reviews)
Dive into vacation bliss with a refreshing swim in the sparkling outdoor pool after enjoying the complimentary breakfast buffet. Beyond the pristine waters, guests rave about ultra-clean rooms, extremely comfortable beds, and consistently friendly 24-hour service.
The price is $96
$103 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Wildwood The Villages by IHG
A swimming pool with a 5 ft 1.5 m depth marking, surrounded by lounge chairs and a fence, with a building in the background.

11. Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages
2.5 star property
Wildwood
  • Outdoor pool
  • Pool loungers
8.6 out of 10, Excellent, (1,001 reviews)
Poolside relaxation awaits at this spotless countryside retreat, where the outdoor swimming area features comfortable loungers and exceptional service. Guests love the quiet atmosphere, delicious breakfast buffet, and pet-friendly amenities.
The price is $82
$88 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn & Suites Wildwood - The Villages
A swimming pool with a red and yellow building in the background.

12. Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida
3.0 star property
Leesburg
  • Outdoor pool
  • Pool loungers
6.8 out of 10, Good, (835 reviews)
Poolside paradise awaits with comfortable loungers surrounding a sparkling outdoor oasis, open from 9 AM to 9 PM daily. After a swim, guests can explore nearby lakes or work out in the 24-hour fitness center.
The price is $59
$65 total
includes taxes & fees
Nov 10 - Nov 11
Wingate by Wyndham Leesburg Florida
Pool

13. Brownwood Hotel & Spa

Brownwood Hotel & Spa
3.0 star property
Wildwood
  • Outdoor pool
  • Pool loungers
  • Full-service spa
9.8 out of 10, Exceptional, (1,496 reviews)
Swim laps in the fully heated outdoor pool, a guest favorite praised for its spacious design and family-friendly atmosphere. Afterwards, indulge in a rejuvenating massage at the on-site spa or savor Wolfgang Puck cuisine.
The price is $142
$152 total
includes taxes & fees
Nov 29 - Nov 30
Brownwood Hotel & Spa
A swimming pool with lounge chairs and a patio area.

14. TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg
3.0 star property
Leesburg
  • Outdoor pool
9.0 out of 10, Wonderful, (433 reviews)
Swimming enthusiasts gravitate to the pristine outdoor pool, perfectly complementing the 24-hour fitness center for active travelers. Spotless rooms featuring full kitchens await after a day of splashing, while friendly staff ensure every poolside moment feels like vacation perfection.
The price is $118
$131 total
includes taxes & fees
Nov 29 - Nov 30
TownePlace Suites by Marriott Leesburg
A rectangular pool with a blue border, surrounded by palm trees and lounge chairs.

15. Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes
2.5 star property
Leesburg
  • Outdoor pool
6.6 out of 10, Good, (560 reviews)
Sunlight dances across the sparkling outdoor pool, creating a refreshing retreat after exploring Leesburg. Friendly staff deliver exceptional service while guests enjoy the terrace, picnic area, and complimentary continental breakfast each morning.
The price is $65
$74 total
includes taxes & fees
Nov 9 - Nov 10
Quality Inn & Suites Leesburg Chain of Lakes
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

16. Hampton Inn Leesburg/Tavares

Hampton Inn Leesburg/Tavares
2.5 star property
Leesburg
  • Outdoor pool
9.2 out of 10, Wonderful, (860 reviews)
Refreshing swims await in the sparkling outdoor pool, complemented by an on-site fitness center for maintaining workout routines. Guests rave about the friendly staff, comfortable accommodations, and the delicious complimentary breakfast buffet.
The price is $109
$121 total
includes taxes & fees
Nov 29 - Nov 30
Hampton Inn Leesburg/Tavares
A swimming pool with lounge chairs, palm trees, and a building with a balcony.

17. Hotel Eastport

Hotel Eastport
2.0 star property
Wildwood
  • Outdoor pool
9.6 out of 10, Exceptional, (299 reviews)
The price is $149
$159 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Eastport
A covered outdoor area with a pool, palm trees, and a tiled floor.

18. The Villages 2BR Vacation Home, Lanai & Golf Cart

The Villages 2BR Vacation Home, Lanai & Golf Cart
3.0 star property
Belvedere
  • Outdoor pool
10.0 out of 10, Exceptional, (5 reviews)
The price is $102
$338 total
includes taxes & fees
Nov 24 - Nov 25
The Villages 2BR Vacation Home, Lanai & Golf Cart
A hotel with a swimming pool, picnic tables, and umbrellas.

19. Days Inn by Wyndham Wildwood I-75

Days Inn by Wyndham Wildwood I-75
2.0 star property
Wildwood
  • Outdoor pool
  • Pool loungers
7.0 out of 10, Good, (927 reviews)
Swimming sessions shine at this immaculately maintained outdoor pool, where sun loungers and shady umbrellas create ideal relaxation zones. Friendly staff provide exceptional service throughout the grounds, which include a playground and barbecue area for family fun.
The price is $73
$81 total
includes taxes & fees
Nov 10 - Nov 11
Days Inn by Wyndham Wildwood I-75
A clear blue pool with a metal ladder, surrounded by a white fence, and shaded by umbrellas.

20. Holiday Inn Express Hotel & Suites Silver Springs - Ocala by IHG

Holiday Inn Express Hotel & Suites Silver Springs - Ocala by IHG
2.5 star property
Silver Springs
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1,003 reviews)
Sparkling waters beckon at the outdoor pool, perfect for relaxation after exploring Silver Springs State Park. Complete with sun loungers, fitness center, and complimentary breakfast, this hotel combines comfort with adventure.
The price is $83
$93 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Hotel & Suites Silver Springs - Ocala by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Discover your perfect hotel with a pool in Lady Lake

Breakfast included
Hot tub

Hotels with pools and free breakfast in Lady Lake

An outdoor patio area with seating, a fire feature, and a covered walkway.
TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages
3.0 star property
Lady Lake
8.6 out of 10, Excellent, (1003)
The price is $87
$97 total
includes taxes & fees
Nov 30 - Dec 1
TownePlace Suites by Marriott at The Villages
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top neighborhoods in Lady Lake

A calm lake with a lighthouse, trees, and a clear sky.

Santo Domingo

Santo Domingo offers a peaceful retreat within The Villages retirement community, with quiet streets perfect for morning strolls and relaxation. Golf enthusiasts will appreciate easy access to Orange Blossom Hills Golf & Country Club, while Spanish Springs Town Square provides shopping and entertainment just a short golf cart ride away. The neighborhood's Mediterranean-inspired homes and manicured landscapes create a resort-like atmosphere. Getting around is easiest with a personal vehicle or rental golf cart, as public transit options are limited. Most visitors stay in vacation rental homes with screened porches and single-story layouts. While there are no restaurants within Santo Domingo itself, nearby Villages town centers offer plenty of dining options for hungry travelers.

A swampy forest with tall trees and dense vegetation.

Silver Lake

Silver Lake is a peaceful residential community where Florida's natural beauty takes center stage. Small neighborhood parks and quiet streets lined with well-maintained homes create the perfect low-key escape from busier tourist areas. Nature lovers can explore oak hammocks and wetland trails while catching glimpses of native birds and wildlife just steps from their door. Budget-conscious travelers will appreciate the affordable vacation rentals and bed-and-breakfasts with private pools and Florida rooms. While dining options are limited within Silver Lake itself, nearby Lady Lake and Leesburg offer plenty of restaurants just a short drive away.

Del Mar

Lady Lake's Del Mar neighborhood welcomes you with its peaceful streets lined with Mediterranean-style homes and swaying palm trees. Golf cart culture rules here, where you'll spot locals zipping between Spanish Springs Town Square and nearby golf clubs. Bird songs and blooming jasmine create a sensory backdrop for morning walks along wide, uncrowded sidewalks. This residential haven offers vacation rentals with private pools as your home base. You'll need a car to reach dining options in The Villages or to visit the Grand Oaks Resort and Carriage Museum. The neighborhood's authentic suburban Florida lifestyle makes it perfect for travelers seeking a quiet retreat from tourist crowds.

An aerial view of a lake surrounded by residential areas and dense forests.

Mira Mesa

Lady Lake's Mira Mesa neighborhood gives travelers a genuine taste of Florida suburban living. The area serves as a peaceful home base for exploring central Florida attractions like Spanish Springs Town Square and The Villages Market Square. Golf enthusiasts can tee off at Orange Blossom Hills Golf & Country Club while entertainment awaits at Fiesta Bowl and Spanish Springs Lanes. The dining scene features budget-friendly chain restaurants and casual family establishments. Accommodation options include affordable vacation rental homes and motels with basic amenities. A car is essential for getting around since public transit is limited, but you'll find wide streets with ample parking throughout this quiet residential haven.

Top landmarks in Lady Lake

A park with a large tree, a gazebo, and a cannon.

Spanish Springs Town Square

9.0/10 (539 reviews)
If you like shopping, take time out to go to Spanish Springs Town Square when in Lady Lake.
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About the destination

Lady Lake is a family-friendly city where you can spend time checking out the local cuisine. Nature lovers can visit Big Pine Island and Lake Griffin. A stop at other sights like Spanish Springs Town Square and Orange Blossom Hills Golf & Country Club will create memories.