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Hotels with a Pool in Lady Lake

October 2026
1
November 2026

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Oct 2 - Oct 4
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Oct 9 - Oct 11

Hotels with a Pool in Lady Lake

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Lady Lake on Hotels.com. These Lady Lake Hotels with a Pool consistently deliver on quality, location and traveler experience. Last updated on October 1, 2026.
A swimming pool with a no diving sign, a lifeguard tower, and a clock on the building.
A hotel with a curved facade, a prominent Comfort Suites sign, and a well-maintained entrance area with potted plants and a flag.
A hotel room with a bed, a blue sofa, a desk with a lamp, a large bathtub, and a mirror on the wall.
A gym with cardio machines, weight training equipment, and a mirrored wall.

1. Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages
Lady Lake
  • Outdoor pool
  • Pool loungers
CNY576
CNY639 total
includes taxes & fees
Nov 1 - Nov 2
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.
A Holiday Inn Express & Suites with a classic architectural design, featuring a central entrance with a covered walkway, multiple windows, and a parking area with marked spaces.
A spacious lobby with a reception desk, seating area, and a dining section.
A modern dining area with a pool view, large windows, and a clean, contemporary design.

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

Holiday Inn Express Hotel & Suites The Villages by IHG
Lady Lake
  • Outdoor pool
  • Pool loungers
CNY590
CNY655 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Hotel & Suites The Villages by IHG
A hotel with a swimming pool, palm trees, and outdoor seating.
A hotel with a fountain, palm trees, and a sign reading 'Towneplace Suites by Marriott.'
An outdoor patio area with seating, a fire feature, and a covered walkway.
A hotel conference room with round tables, yellow chairs, a flat-screen TV, and large windows.

3. TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages
Lady Lake
  • Outdoor pool
  • Hot tub
CNY586
CNY650 total
includes taxes & fees
Nov 1 - Nov 2
TownePlace Suites by Marriott at The Villages
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A hotel with a covered parking area and multiple vehicles parked.
A hotel room with a bed, a desk with a microwave, a sink, and a small refrigerator.
A hotel with a parking lot, several parked cars, and a white truck.

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

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
Lady Lake
  • Outdoor pool
CNY513
CNY570 total
includes taxes & fees
Oct 5 - Oct 6
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
A rectangular swimming pool with a brick border, surrounded by a fence and greenery.
A hotel with a sign reading 'SureStay Plus Hotel by Best Western.'
A hotel room with two beds, a TV, a desk, and a chair.
A reception desk with a framed picture above it, a small table with a glass jar and a bowl of seashells, and a wooden counter with a sign and a computer monitor.

5. SureStay Plus Hotel by Best Western The Villages

SureStay Plus Hotel by Best Western The Villages
Lady Lake
  • Outdoor pool
  • Pool loungers
CNY479
CNY532 total
includes taxes & fees
Oct 4 - Oct 5
SureStay Plus Hotel by Best Western The Villages
A swimming pool with yellow chairs and a covered seating area.
A golf course with bunkers, water hazards, and a pond.
A breakfast area with a sign reading "inspired table," a coffee machine, and a display of pastries.
A hotel lobby with a reception desk, seating areas, and a vending machine.

6. Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages
Wildwood
  • Outdoor pool
CNY707
CNY756 total
includes taxes & fees
Oct 4 - Oct 5
Home2 Suites by Hilton Wildwood 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.
A modern lounge area with a brick wall, wooden flooring, and a mix of seating options including sofas and a small table.
A hotel room with two beds, a desk, a chair, and a TV.
A Hampton Inn & Suites building with a modern facade, clear signage, and a landscaped entrance area.

7. Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages
Lady Lake
  • Outdoor pool
  • Pool loungers
CNY632
CNY677 total
includes taxes & fees
Oct 14 - Oct 15
Hampton Inn & Suites Lady Lake/The Villages
A person sitting by a pool with a drink, wearing a straw hat and white clothing.
A hotel room with a large bed, a desk with a computer, a chair, a sofa, and a balcony with a view.
A waterfront hotel with multiple balconies, a central tower, and a restaurant named "The Waterfront."
A spacious lobby with a reception desk, seating area, and a large window offering a view of the outdoors.

8. The Waterfront Inn

The Waterfront Inn
Lake Sumter Landing
  • Outdoor pool
  • Pool loungers
  • Hot tub
CNY652
CNY697 total
includes taxes & fees
Nov 1 - Nov 2
The Waterfront Inn
A swimming pool with lounge chairs and a patio area.
A hotel corridor with a modern kitchen area visible through an open door, including a refrigerator and a dining table.
An outdoor patio with wicker furniture, a fire pit, and a stone wall.
A hotel room with a bed, a desk with a chair, a kitchenette, a sofa, and a TV mounted on the wall.

9. TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg
Leesburg
  • Outdoor pool
CNY778
CNY864 total
includes taxes & fees
Oct 5 - Oct 6
TownePlace Suites by Marriott Leesburg
Pool
A spacious lobby with a large chandelier, leather armchairs, and a central seating area.
A corridor with glass doors leading to a room, stone walls, and wooden beams.
A restaurant with wooden ceiling, chandeliers, and large windows. Tables are set with wine glasses and plates.

10. Brownwood Hotel & Spa

Brownwood Hotel & Spa
Wildwood
  • Outdoor pool
  • Pool loungers
  • Full-service spa
CNY664
CNY711 total
includes taxes & fees
Oct 4 - Oct 5
Brownwood Hotel & Spa
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.
A hotel room with a bed, bedside tables, a desk, a chair, a large window with curtains, a bathtub, and a ceiling light.
A hotel lobby with a check-in counter, seating area, and a reception desk.
A bathroom with a granite countertop, a sink, a mirror, and a shower visible through the door.

11. Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites
Leesburg
  • Outdoor pool
  • Pool loungers
  • Hot tub
CNY664
CNY737 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Plus Chain of Lakes Inn & Suites
A swimming pool with a white fence, blue chairs, and a building with a yellow and grey facade.
A modern office space with a reception desk, a seating area with a sofa, and a computer setup with a printer.
A hotel room with a desk, two beds, a TV, and a potted plant.
A modern hotel reception area with a reception desk, seating area, and a view of the lobby.

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

Holiday Inn Express & Suites Wildwood The Villages by IHG
Wildwood
  • Outdoor pool
CNY557
CNY596 total
includes taxes & fees
Nov 1 - Nov 2
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.
A hotel room with two beds, a blue sofa, a wooden coffee table, and a desk with a lamp.
A bathroom with a sink, toilet, and bathtub. There are towels and a mirror.
A hotel with a 'Comfort' sign, a covered entrance, and a well-maintained lawn.

13. Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages
Wildwood
  • Outdoor pool
  • Pool loungers
CNY504
CNY540 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Inn & Suites Wildwood - The Villages
A swimming pool with a red and yellow building in the background.
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a large pillar.
A glass-enclosed shower stall with a white interior, a towel rack with a towel, and a small bottle of shampoo.
A hotel gym with exercise equipment, a mirror, a bench, and a window with curtains.

14. Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida
Leesburg
  • Outdoor pool
  • Pool loungers
CNY392
CNY435 total
includes taxes & fees
Oct 5 - Oct 6
Wingate by Wyndham Leesburg Florida
A swimming pool with lounge chairs, palm trees, and a building with a balcony.
A modern bar area with a long counter, multiple bar stools, and a view through large windows.
A hotel with a modern design, featuring a large glass facade and a reflection in the water.
A modern bathroom with a glass-enclosed shower, a vanity with a marble countertop, and a large mirror with a circular frame.

15. Hotel Eastport

Hotel Eastport
Wildwood
  • Outdoor pool
CNY899
CNY962 total
includes taxes & fees
Oct 4 - Oct 5
Hotel Eastport
A rectangular pool with a blue border, surrounded by palm trees and lounge chairs.
A kitchen area with a juice dispenser, refrigerator, coffee maker, and waffle maker.
A hotel room with a flat-screen TV mounted on the wall, a small refrigerator, a desk with a chair, and a window with curtains.
A hotel room with a bed, a sofa, a dining table, and a chair.

16. Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes
Leesburg
  • Outdoor pool
CNY404
CNY458 total
includes taxes & fees
Oct 30 - Oct 31
Quality Inn & Suites Leesburg Chain of Lakes
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A reception desk with a wooden panel design, a "Welcome to Hampton" sign, and a "Leesburg, FL" poster.
A spacious lounge area with high ceilings, large windows, and modern furniture including sofas, chairs, and tables.
A Hampton Inn by Hilton hotel with a modern facade, large entrance canopy, and well-maintained landscaping.

17. Hampton Inn Leesburg/Tavares

Hampton Inn Leesburg/Tavares
Leesburg
  • Outdoor pool
CNY765
CNY849 total
includes taxes & fees
Oct 7 - Oct 8
Hampton Inn Leesburg/Tavares
A pool area with lounge chairs, a central pool, and potted plants.
A modern restaurant with wooden flooring, bar seating, and a high ceiling with exposed beams.
A golf course with a pond, surrounded by lush greenery and trees.
A spacious living room with a fireplace, large windows, and modern furniture.

18. Mission Resort and Club

Mission Resort and Club
Howey-in-the-Hills
  • Outdoor pool
  • Poolside bar
  • Pool cabanas
  • Hot tub
CNY750
CNY1,055 total
includes taxes & fees
Oct 29 - Oct 30
Mission Resort and Club
A swimming pool with a stone wall and palm trees, surrounded by a building with a modern design.
A modern outdoor patio area with wicker furniture, a central fire pit, and a stone fireplace.
A modern bathroom with a round mirror, a toilet, a sink, and a glass-enclosed shower.
A modern hotel with a mix of beige and brown exterior, a covered outdoor seating area, and a clear sky.

19. Towneplace Suites By Marriott Ocala

Towneplace Suites By Marriott Ocala
Ocala
  • Outdoor pool
  • Pool umbrellas
CNY792
CNY883 total
includes taxes & fees
Oct 26 - Oct 27
Towneplace Suites By Marriott Ocala
A motel with a swimming pool, white railings, and a fenced deck area.
A kitchenette with a refrigerator, a coffee machine, and a microwave.
A modern kitchen with a coffee machine, a fruit bowl, and a coffee dispenser.
A hotel room with a large bed, a sofa, a small table, a nightstand with a phone, and a painting on the wall.

20. Quality Suites Wildwood - The Villages

Quality Suites Wildwood - The Villages
Wildwood
  • Outdoor pool
  • Pool loungers
CNY478
CNY511 total
includes taxes & fees
Nov 1 - Nov 2
Quality Suites Wildwood - The Villages
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Discover your perfect hotel with a pool in Lady Lake

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and free breakfast in Lady Lake

An outdoor patio area with seating, a fire feature, and a covered walkway.
A hotel with a swimming pool, palm trees, and outdoor seating.
A hotel conference room with round tables, yellow chairs, a flat-screen TV, and large windows.
A hotel with a fountain, palm trees, and a sign reading 'Towneplace Suites by Marriott.'

TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages
Lady Lake
CNY586
CNY650 total
includes taxes & fees
Nov 1 - Nov 2
TownePlace Suites by Marriott at The Villages
A hotel room with two beds, a TV, a desk, and a chair.
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a granite countertop.
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, a desk with a chair, and a view of palm trees through a glass door.
A hotel with a sign reading 'SureStay Plus Hotel by Best Western.'

SureStay Plus Hotel by Best Western The Villages

SureStay Plus Hotel by Best Western The Villages
Lady Lake
CNY479
CNY532 total
includes taxes & fees
Oct 4 - Oct 5
SureStay Plus Hotel by Best Western The Villages
A hotel room with a bed, a blue sofa, a desk with a lamp, a large bathtub, and a mirror on the wall.
A compact kitchen with dark cabinets, a microwave, and a refrigerator. There is a round table with two chairs and a framed picture on the wall.
Breakfast area
A hotel with a curved facade, a prominent Comfort Suites sign, and a well-maintained entrance area with potted plants and a flag.

Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages
Lady Lake
CNY576
CNY639 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Suites Lady Lake - The Villages
A modern dining area with a pool view, large windows, and a clean, contemporary design.
A spacious lobby with a reception desk, seating area, and a dining section.
A hotel room with two beds, a wooden headboard, a wall-mounted light, and a window with blinds.
A Holiday Inn Express & Suites with a classic architectural design, featuring a central entrance with a covered walkway, multiple windows, and a parking area with marked spaces.

Holiday Inn Express Hotel & Suites The Villages by IHG

Holiday Inn Express Hotel & Suites The Villages by IHG
Lady Lake
CNY590
CNY655 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Hotel & Suites The Villages by IHG
A hotel room with a bed, a desk with a microwave, a sink, and a small refrigerator.
A hotel with a parking lot, several parked cars, and a white truck.
A restaurant with brick walls, tiled flooring, and multiple tables and chairs.
A compact hotel room with a kitchenette, a sofa, a small table, and a television.

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
Lady Lake
CNY513
CNY570 total
includes taxes & fees
Oct 5 - Oct 6
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
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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.

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.

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.

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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An aerial view of a small, lush island with dense vegetation and a dock extending into the turquoise waters.

Big Pine Island

Big Pine Island is 5.4 mi (8.7 km) from central Lady Lake, why not stop by during your stay.
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Harbor Hills Country Club

8.0/10 (26 reviews)
You might want to practice your swing at Harbor Hills Country Club, a golf course located 4.2 mi (6.7 km) from central Lady Lake. If Harbor Hills Country Club doesn't quite scratch your golfing itch, Lakes Of Lady Lake Golf Club is also nearby.
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Orange Blossom Hills Golf & Country Club

8.8/10 (60 reviews)
You might want to practice your swing at Orange Blossom Hills Golf & Country Club, a golf course located 2.7 mi (4.4 km) from central Lady Lake. If Orange Blossom Hills Golf & Country Club doesn't quite scratch your golfing itch, Glenview Champions Country Club, and Nancy Lopez Legacy Golf & Country Club are also nearby.
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Lakes Of Lady Lake Golf Club

8.2/10 (16 reviews)
You might want to play some rounds at Lakes Of Lady Lake Golf Club, located 2.2 mi (3.5 km) from central Lady Lake. If Lakes Of Lady Lake Golf Club doesn't quite scratch your golfing itch, Orange Blossom Hills Golf & Country Club, and Glenview Champions Country Club are also nearby.
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Little Pine Island

Little Pine Island is 5.3 mi (8.5 km) from central Lady Lake, why not stop by during your stay.
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Uncle Donald's Farm

8.6/10 (14 reviews)
Travelers who enjoy the great outdoors might want to go to Uncle Donald's Farm, located 1.7 mi (2.7 km) from central Lady Lake. If you'd also like to explore some of the parks in Lady Lake, head to Venetian Gardens and Carney Island Recreation and Conservation Area.
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Bird Island

Bird Island is 4.5 mi (7.2 km) from central Lady Lake, why not stop by during your stay.
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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.

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