A park with a pond, a wooden bridge, and trees.

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Check availability on Leesburg Hotels with Pool

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Leesburg hotels with a pool

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

TownePlace Suites by Marriott Leesburg
Leesburg
  • Splash into cool comfort at this central-area hotel with an inviting outdoor pool and sun-soaked relaxation.
฿3,849
฿4,273 total
includes taxes & fees
1 Nov - 2 Nov
TownePlace Suites by Marriott Leesburg
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 hotel lobby with seating areas, a coffee station, and a decorative ceiling.
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

Best Western Plus Chain of Lakes Inn & Suites
Leesburg
  • Refreshing poolside oasis awaits at this chain hotel with hot tub and sun loungers.
฿3,342
฿3,710 total
includes taxes & fees
26 Oct - 27 Oct
Best Western Plus Chain of Lakes Inn & Suites
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A bathroom with a sink, mirror, toilet, and a framed picture on the wall.
A spacious lounge area with high ceilings, large windows, and modern furniture including sofas, chairs, and tables.
A reception desk with a wooden panel design, a "Welcome to Hampton" sign, and a "Leesburg, FL" poster.

3. Hampton Inn Leesburg/Tavares

Hampton Inn Leesburg/Tavares
Leesburg
  • Dive into Florida sunshine at this outdoor pool retreat with complimentary breakfast and fitness options.
฿3,702
฿4,109 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Leesburg/Tavares
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 hotel gym with exercise equipment, a mirror, a bench, and a window with curtains.
A glass-enclosed shower stall with a white interior, a towel rack with a towel, and a small bottle of shampoo.

4. Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida
Leesburg
  • Serene lakeside pool retreat with lounge chairs for sun-soaked relaxation and holiday bliss.
฿1,975
฿2,192 total
includes taxes & fees
27 Oct - 28 Oct
Wingate by Wyndham Leesburg Florida
A rectangular pool with a blue border, surrounded by palm trees and lounge chairs.
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 reception area with a wooden reception desk, patterned chairs, a coffee table, and a potted plant.
A hotel room with a bed, a sofa, a dining table, and a chair.

5. Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes
Leesburg
  • Scenic outdoor pool creates sun-soaked holiday vibes at this centrally located hotel.
฿1,865
฿2,121 total
includes taxes & fees
23 Nov - 24 Nov
Quality Inn & Suites Leesburg Chain of Lakes
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 neatly made bed with a patterned quilt, a wooden headboard, two bedside lamps, a bedside telephone, and a small wooden nightstand.
A hotel room with a bed, a chair, two bedside lamps, a painting on the wall, and a telephone on the nightstand.

6. Rodeway Inn Leesburg Chain of Lakes

Rodeway Inn Leesburg Chain of Lakes
Leesburg
  • Dive into refreshing relaxation at this Leesburg hotel with a sparkling outdoor pool and easy access to Chain of Lakes adventures.
฿2,085
฿2,382 total
includes taxes & fees
27 Oct - 28 Oct
Rodeway Inn Leesburg Chain of Lakes
A hotel with a swimming pool, white fence, and palm trees.
A modern building with a sign reading "The Big House."
A hotel lobby with a reception desk, seating area, and a dining area.
A buffet with labeled food stations including omelets and cheese.

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

Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG
Tavares
  • Splash into relaxation at this lakeside hotel, where outdoor pool adventures await you daily.
฿3,410
฿3,785 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A hotel room with a bed, a desk with a microwave, a sink, and a small refrigerator.
A hotel with a covered parking area and multiple vehicles parked.
A hotel with a parking lot, several parked cars, and a white truck.

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

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
Lady Lake
  • Escape to a poolside paradise at this rural retreat with refreshing outdoor swimming and a sunny garden area to relax in style.
฿2,544
฿2,824 total
includes taxes & fees
3 Nov - 4 Nov
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
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.
An outdoor patio area with seating arrangements, a fire pit, and string lights.
A golf course with bunkers, water hazards, and a pond.

9. Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages
Wildwood
  • Splash into comfort at this sunny Florida hotel with a refreshing outdoor pool and fitness centre.
฿3,731
฿3,992 total
includes taxes & fees
23 Nov - 24 Nov
Home2 Suites by Hilton Wildwood the Villages
Pool
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.
A spacious lobby with a large chandelier, leather armchairs, and a central seating area.

10. Brownwood Hotel & Spa

Brownwood Hotel & Spa
Wildwood
  • Splash in a sun-soaked Florida pool with loungers and umbrellas at this relaxing hotel.
฿4,669
฿4,996 total
includes taxes & fees
12 Nov - 13 Nov
Brownwood Hotel & Spa
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Choose what matters most at hotels with a pool in Leesburg

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and free breakfast in Leesburg

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.
A hotel corridor with a modern kitchen area visible through an open door, including a refrigerator and a dining table.
A modern hotel with a sign reading "TownePlace Suites by Marriott" and a covered entrance area.

TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg
Leesburg
฿3,849
฿4,273 total
includes taxes & fees
1 Nov - 2 Nov
TownePlace Suites by Marriott Leesburg
A hotel room with a bed, bedside tables, a desk, a chair, a large window with curtains, a bathtub, and a ceiling light.
A Best Western Plus hotel with a covered entrance, flagpole, and a clear sky.
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.

Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites
Leesburg
฿3,342
฿3,710 total
includes taxes & fees
26 Oct - 27 Oct
Best Western Plus Chain of Lakes Inn & Suites
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a large pillar.
A hotel gym with exercise equipment, a mirror, a bench, and a window with curtains.
Dining room
An aerial view of a building with a red roof, a swimming pool, and a parking lot with several cars.

Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida
Leesburg
฿1,975
฿2,192 total
includes taxes & fees
27 Oct - 28 Oct
Wingate by Wyndham Leesburg Florida
A spacious lounge area with high ceilings, large windows, and modern furniture including sofas, chairs, and tables.
A hotel room with two beds, a desk, a chair, a lamp, a mirror, and a window with blinds.
A Hampton Inn by Hilton hotel with a modern facade, large entrance canopy, and well-maintained landscaping.
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

Hampton Inn Leesburg/Tavares
Leesburg
฿3,702
฿4,109 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Leesburg/Tavares
A hotel with a pool, palm trees, and a sign reading "Quality Inn & Suites".
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 reception area with a wooden reception desk, patterned chairs, a coffee table, and a potted plant.
A hotel room with a bed, a sofa, a dining table, and a chair.

Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes
Leesburg
฿1,865
฿2,121 total
includes taxes & fees
23 Nov - 24 Nov
Quality Inn & Suites Leesburg Chain of Lakes
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 Leesburg Hotel Reviews

The Waterfront Inn

The Waterfront Inn

8/10 Good
"Great view, great location"
Kathleen 3-night trip
Posted 4 hours ago
The Waterfront Inn
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

10/10 Excellent
"The night clerk was very welcoming and friendly."
Jorge 1-night trip
Posted 1 day ago
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites

10/10 Excellent
"Great staff clean rooms"
MaryJo 3-night trip
Posted 1 day ago
Best Western Plus Chain of Lakes Inn & Suites
Lakeside Inn

Lakeside Inn

8/10 Good
"I enjoyed staying at this authentic Floridian hotel, steeped in history and old-world charm. However, given the price point, I expected a little more luxury and refinement. The property feels somewhat tired in places. I appreciate the challenge of balancing historic character with modern comforts, but unfortunately, this hotel hasn’t quite found that sweet spot. A charming experience, but one that could be so much more."
Mark 1-night trip
Posted 1 day ago
Lakeside Inn

Frequently asked questions

What are some hotels with pools in Leesburg?
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora: Offers a snack bar/deli, an outdoor pool and buffet. Wingate by Wyndham Leesburg Florida: Provides buffet, an outdoor pool and free self parking. TownePlace Suites by Marriott Leesburg: Features daily, an outdoor pool and free self parking. Quality Inn & Suites Leesburg Chain of Lakes: Offers full, an outdoor pool and complimentary high-speed (wired) Internet access. Best Western Plus Chain of Lakes Inn & Suites: Features buffet, an outdoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Leesburg?
Surround yourself with nature at Venetian Gardens and Lake Griffin. Discover sights such as Lake Harris, ViaPort Florida and Plantation Golf Club during your stay. Leesburg appeals to visitors with its beautiful lakeside setting and major shopping area.
When is the best time to book a hotel with a pool in Leesburg?
Taking the local weather in Leesburg into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 27°C, while the coldest months are January and February, with an average of 17°C. The rainiest months in Leesburg are July, August, June and September, with each month seeing an average of 201 mm of rainfall.

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