Hotels with a Pool in Leesburg

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Hotels with a Pool in Leesburg

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Leesburg on Hotels.com. These Leesburg Hotels with a Pool consistently deliver on quality, location and traveler experience. Last updated on September 25, 2026.

A swimming pool with lounge chairs and a patio area.

A hotel room with a bed, a desk with a chair, a kitchenette, a sofa, and a TV mounted on the wall.

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.

1. TownePlace Suites by Marriott Leesburg

Leesburg

Outdoor pool

CNY705

CNY782 total

includes taxes & fees

Sep 27 - Sep 28

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 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.

A hotel room with a bed, bedside tables, a desk, a chair, a large window with curtains, a bathtub, and a ceiling light.

2. Best Western Plus Chain of Lakes Inn & Suites

Leesburg

Outdoor pool
Pool loungers
Hot tub

CNY604

CNY670 total

includes taxes & fees

Sep 27 - Sep 28

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.

3. Hampton Inn Leesburg/Tavares

Leesburg

Outdoor pool

CNY743

CNY825 total

includes taxes & fees

Oct 11 - Oct 12

A swimming pool with a red and yellow building in the background.

A hotel gym with exercise equipment, a mirror, a bench, and a window with curtains.

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a large pillar.

4. Wingate by Wyndham Leesburg Florida

Leesburg

Outdoor pool
Pool loungers

CNY393

CNY436 total

includes taxes & fees

Oct 1 - Oct 2

A rectangular pool with a blue border, surrounded by palm trees and lounge chairs.

A reception area with a wooden reception desk, patterned chairs, a coffee table, and a potted plant.

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 kitchen area with a juice dispenser, refrigerator, coffee maker, and waffle maker.

5. Quality Inn & Suites Leesburg Chain of Lakes

Leesburg

Outdoor pool

CNY385

CNY438 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with a white deck, surrounded by palm trees and a building with balconies.

A two-story building with a stone facade, a balcony on the ground floor, and palm trees in the foreground.

A hotel room with two beds, each with a floral-patterned bedspread, a nightstand with a lamp, and two framed pictures on the wall.

A neatly made bed with a patterned quilt, a wooden headboard, two bedside lamps, a bedside telephone, and a small wooden nightstand.

6. Rodeway Inn Leesburg Chain of Lakes

Leesburg

Outdoor pool

CNY536

CNY609 total

includes taxes & fees

Oct 21 - Oct 22

A hotel room with a bed, a desk with a microwave, a sink, and a small refrigerator.

A restaurant with brick walls, tiled flooring, and multiple tables and chairs.

A hotel with a parking lot, several parked cars, and a white truck.

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

Lady Lake

Outdoor pool

CNY508

CNY564 total

includes taxes & fees

Sep 29 - Sep 30

A hotel with a swimming pool, white fence, and palm trees.

A hotel lobby with a reception desk, seating area, and a dining area.

A buffet with labeled food stations including omelets and cheese.

A hotel lobby with a sofa, a reception desk, and a dining area.

8. Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG

Tavares

Outdoor pool

CNY638

CNY708 total

includes taxes & fees

Oct 25 - Oct 26

A hotel with a pool, a view of the water, and a sign for KeyWest Resort.

A view from a balcony overlooking a marina with parked cars, a pool, and a building with a covered patio.

A balcony with a view of a marina and a body of water.

9. The Citrus on the Lake

Tavares

Outdoor pool

CNY498

CNY553 total

includes taxes & fees

Sep 27 - Sep 28

A rectangular swimming pool with a metal ladder, surrounded by a brick deck and a metal fence.

A hotel lobby with multiple dining tables and chairs, a kitchen area, and framed pictures on the walls.

A Comfort Inn & Suites hotel with a large entrance, multiple windows, and an American flag.

A hotel room with a sofa, two ottomans, a desk, a bed, and a TV.

10. Comfort Inn & Suites Tavares North

Tavares

Outdoor pool
Pool loungers

CNY537

CNY596 total

includes taxes & fees

Oct 18 - Oct 19

A person sitting by a pool with a drink, wearing a straw hat and white clothing.

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.

A multi-story hotel with a balcony and a sign reading "The Waterfront."

11. The Waterfront Inn

Lake Sumter Landing

Outdoor pool
Pool loungers
Hot tub

CNY671

CNY718 total

includes taxes & fees

Oct 19 - Oct 20

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.

12. Comfort Suites Lady Lake - The Villages

Lady Lake

Outdoor pool
Pool loungers

CNY542

CNY602 total

includes taxes & fees

Oct 18 - Oct 19

A spacious lobby with a grand chandelier, patterned carpets, and classic furniture.

A corridor with glass doors leading to a room, stone walls, and wooden beams.

A spacious lobby with a large chandelier, leather armchairs, and a central seating area.

13. Brownwood Hotel & Spa

Wildwood

Outdoor pool
Pool loungers
Full-service spa

CNY652

CNY697 total

includes taxes & fees

Sep 27 - Sep 28

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 modern bathroom with a wooden vanity, a round mirror, and a sink.

A Hampton Inn & Suites building with a modern facade, clear signage, and a landscaped entrance area.

14. Hampton Inn & Suites Lady Lake/The Villages

Lady Lake

Outdoor pool
Pool loungers

CNY655

CNY701 total

includes taxes & fees

Oct 1 - Oct 2

A swimming pool with yellow chairs and a covered seating area.

A breakfast area with a sign reading "inspired table," a coffee machine, and a display of pastries.

A golf course with bunkers, water hazards, and a pond.

An outdoor patio area with seating arrangements, a fire pit, and string lights.

15. Home2 Suites by Hilton Wildwood the Villages

Wildwood

Outdoor pool

CNY633

CNY677 total

includes taxes & fees

Oct 1 - Oct 2

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 compact kitchen with a refrigerator, microwave, stove, and dishwasher.

An outdoor patio area with seating, a fire feature, and a covered walkway.

16. TownePlace Suites by Marriott at The Villages

Lady Lake

Outdoor pool
Hot tub

CNY586

CNY651 total

includes taxes & fees

Sep 29 - Sep 30

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.

17. Mission Resort and Club

Howey-in-the-Hills

Outdoor pool
Poolside bar
Pool cabanas
Hot tub

CNY800

CNY1,112 total

includes taxes & fees

Oct 11 - Oct 12

A swimming pool with a white fence, blue chairs, and a building with a yellow and grey facade.

A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and multiple floors.

A modern hotel reception area with a reception desk, seating area, and a view of the lobby.

A modern office space with a reception desk, a seating area with a sofa, and a computer setup with a printer.

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

Wildwood

Outdoor pool

CNY517

CNY553 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with lounge chairs, palm trees, and a building with a balcony.

A hotel room with two beds, a desk, a chair, a TV, and a view of the water.

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.

19. Hotel Eastport

Wildwood

Outdoor pool

CNY840

CNY898 total

includes taxes & fees

Sep 27 - Sep 28

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 clean, modern dining area with multiple tables and chairs, a coffee machine, and a counter with a menu display.

A bathroom with a sink, toilet, and bathtub. There are towels and a mirror.

20. Comfort Inn & Suites Wildwood - The Villages

Wildwood

Outdoor pool
Pool loungers

CNY564

CNY603 total

includes taxes & fees

Oct 18 - Oct 19

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Discover your perfect hotel with a pool in Leesburg

Breakfast included

Hot tub

4 stars

5 stars

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Hotels with pools and free breakfast in Leesburg

A modern hotel with a sign reading "TownePlace Suites by Marriott" and a covered entrance area.

TownePlace Suites by Marriott Leesburg

Leesburg

CNY705

CNY782 total

includes taxes & fees

Sep 27 - Sep 28

A Best Western Plus hotel with a covered entrance, flagpole, and a clear sky.

A hotel lobby with seating areas, a coffee station, and a decorative ceiling.

Best Western Plus Chain of Lakes Inn & Suites

Leesburg

CNY604

CNY670 total

includes taxes & fees

Sep 27 - Sep 28

A spacious dining area with a long wooden table and multiple chairs, a television mounted on the wall, and a clock.

Hampton Inn Leesburg/Tavares

Leesburg

CNY743

CNY825 total

includes taxes & fees

Oct 11 - Oct 12

A hotel with a pool, palm trees, and a sign reading "Quality Inn & Suites".

Quality Inn & Suites Leesburg Chain of Lakes

Leesburg

CNY385

CNY438 total

includes taxes & fees

Oct 25 - Oct 26

Wingate by Wyndham Leesburg Florida

Leesburg

CNY393

CNY436 total

includes taxes & fees

Oct 1 - Oct 2

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 landmarks in Leesburg

An aerial view of a golf course with sand bunkers and trees.

Plantation Golf Club

8.0/10 (32 reviews)

You might want to practice your swing at Plantation Golf Club, a golf course located 6.3 mi (10.2 km) from central Leesburg. If Plantation Golf Club doesn't quite scratch your golfing itch, Mission Inn Golf Resort - El Campeon and Continental Country Club are all just a short drive away.

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A beach with palm trees, a wooden walkway, and a dock extending into the water.

Palm Island

Palm Island is 8.5 mi (13.6 km) from central Leesburg, why not stop by during your stay.

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A beach at sunset with silhouettes of people and a pink frisbee on the sand.

Treasure Island

Treasure Island is 4.3 mi (6.9 km) from central Leesburg, why not stop by during your stay.

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Venetian Gardens

8.6/10 (66 reviews)

Venetian Gardens is 0.4 mi (0.7 km) from central Leesburg, why not stop by during your stay. If you like Venetian Gardens, you'll love Lake Okahumpka Park and Wooten Park, both just a short drive away.

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ViaPort Florida

7.8/10 (28 reviews)

If you like shopping, take time out to go to ViaPort Florida when in Leesburg. Splash some more cash at Lake Square Mall.

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Emeralda Island

Emeralda Island is 9.8 mi (15.8 km) from central Leesburg, why not stop by during your stay.

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Lake Square Mall

If you like shopping, take time out to go to Lake Square Mall when in Leesburg. Splash some more cash at ViaPort Florida.

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Emeralda Marsh Conservation Area

Emeralda Marsh Conservation Area is 8.2 mi (13.2 km) from central Leesburg, why not stop by during your stay.

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Keep exploring

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