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

Find Hotels with a Pool in Leesburg, FL

Check availability on Leesburg Hotels with a Pool

Tonight
Aug 24 - Aug 25
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Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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

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.
$96 nightly
$107 total
Aug 30 - Aug 31
Total with taxes and fees
TownePlace Suites by Marriott Leesburg
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A spacious lounge area with high ceilings, large windows, and modern furniture including sofas, chairs, and tables.
A bathroom with a sink, mirror, toilet, and a framed picture on the wall.
A reception desk with a wooden panel design, a "Welcome to Hampton" sign, and a "Leesburg, FL" poster.

2. Hampton Inn Leesburg/Tavares

Hampton Inn Leesburg/Tavares
Leesburg
  • Dive into Florida sunshine at this outdoor pool retreat with complimentary breakfast and fitness options.
$95 nightly
$106 total
Aug 31 - Sep 1
Total with taxes and fees
Hampton Inn Leesburg/Tavares
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 bathroom with a granite countertop, a sink, a mirror, and a shower visible through the door.

3. 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.
$95 nightly
$105 total
Aug 26 - Aug 27
Total with taxes and fees
Best Western Plus Chain of Lakes Inn & Suites
A rectangular pool with a blue border, surrounded by palm trees and lounge chairs.
A hotel room with a bed, a sofa, a dining table, and a chair.
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.

4. Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes
Leesburg
  • Scenic outdoor pool creates sun-soaked vacation vibes at this centrally located hotel.
$56 nightly
$63 total
Sep 1 - Sep 2
Total with taxes and fees
Quality Inn & Suites Leesburg Chain of Lakes
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 glass-enclosed shower stall with a white interior, a towel rack with a towel, and a small bottle of shampoo.

5. Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida
Leesburg
  • Serene lakeside pool retreat with lounge chairs for sun-soaked relaxation and vacation bliss.
$59 nightly
$66 total
Sep 6 - Sep 7
Total with taxes and fees
Wingate by Wyndham Leesburg Florida
A swimming pool with a white deck, surrounded by palm trees and a building with balconies.
A neatly made bed with a patterned quilt, a wooden headboard, two bedside lamps, a bedside telephone, and a small wooden nightstand.
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.

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.
$71 nightly
$79 total
Sep 20 - Sep 21
Total with taxes and fees
Rodeway Inn Leesburg Chain of Lakes
A swimming pool with a hot tub, surrounded by a brick patio, and a house with a balcony.
A compact kitchen with a refrigerator, a dining table, and a sofa.
A kitchen with wooden cabinets, a microwave, a toaster, a refrigerator, and a sink.
A residential area with a two-story house, a garage, and a lawn with palm trees.

7. Guest House with pool, boat parking

Guest House with pool, boat parking
Leesburg
  • Secluded fenced private pool and communal swimming oasis await at this lakeside retreat with spacious boat parking.
$158 nightly
$173 total
Aug 25 - Aug 26
Total with taxes and fees
Guest House with pool, boat parking
A rectangular swimming pool with a hot tub on one end, surrounded by a brick deck.
A hotel room with a bed, a TV on a wooden stand, a ceiling fan, and a door leading to a balcony with outdoor furniture.
A compact kitchen with white cabinets, a stainless steel sink, a coffee maker, a toaster, and a dishwasher.
A modern bathroom with a glass-enclosed shower, a vanity with a sink, and a window with blinds.

8. Private suite 3 BR 1 BA with pool, balcony, boat parking

Private suite 3 BR 1 BA with pool, balcony, boat parking
Leesburg
  • Lakeside retreat offers sunshine, outdoor pool, hot tub, and boat parking for water adventures.
$284 nightly
$311 total
Aug 25 - Aug 26
Total with taxes and fees
Private suite 3 BR 1 BA with pool, balcony, boat parking
A swimming pool with a covered patio area, a lounge chair, and a small table.
A staircase with white walls and a white door with a glass panel.
A modern kitchen with dark cabinets, a marble countertop, and a stainless steel refrigerator.
A room with large sliding glass doors leading to a pool area.

9. Spacious 5 bedroom 3.5 bath POOL home with Gym!!

Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Leesburg
$532 nightly
$583 total
Aug 25 - Aug 26
Total with taxes and fees
Spacious 5 bedroom 3.5 bath POOL home with Gym!!
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 modern building with a sign reading "The Big House."
A buffet with labeled food stations including omelets and cheese.

10. 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.
$93 nightly
$103 total
Aug 30 - Aug 31
Total with taxes and fees
Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG
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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 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.

TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg
Leesburg
$96 nightly
$107 total
Aug 30 - Aug 31
Total with taxes and fees
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 seating areas, a coffee station, and a decorative ceiling.

Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites
Leesburg
$95 nightly
$105 total
Aug 26 - Aug 27
Total with taxes and fees
Best Western Plus Chain of Lakes Inn & Suites
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.
A hotel room with two beds, a desk, a chair, a lamp, a mirror, and a window with blinds.
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
$95 nightly
$106 total
Aug 31 - Sep 1
Total with taxes and fees
Hampton Inn Leesburg/Tavares
A hotel with a pool, palm trees, and a sign reading "Quality Inn & Suites".
A hotel room with a bed, a sofa, a dining table, and a chair.
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.

Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes
Leesburg
$56 nightly
$63 total
Sep 1 - Sep 2
Total with taxes and fees
Quality Inn & Suites Leesburg Chain of Lakes
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a large pillar.
A swimming pool with a red and yellow building in the background.
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
$59 nightly
$66 total
Sep 6 - Sep 7
Total with taxes and fees
Wingate by Wyndham Leesburg Florida
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

10/10 Excellent
"Beautiful simplicity, staff was wonderful. Food at Calypso (the onsite rest.) was delicious along with live Calypso music and the views were incredible."
Victoria 1-night trip
Posted 2 hours ago
The Waterfront Inn
Lakeside Inn

Lakeside Inn

10/10 Excellent
"It's like stepping back in time! The main building and outer buildings are absolutely charming with so much attention to every little old fashioned detail. The staff from the front desk, the wait staff and even the maintenance personnel were truly warm, caring people, a true pleasure to be around. The property is beyond well maintained, I'm not sure how they do it! The pool area overlooks the lake and also has an adorable poolside bar. Inside the restaurant / bar was a gentleman playing the piano softly which just added to the whole ambiance of our experience. You can pull your boat up to the exceptionally well maintained docks or even fish right off of them! The ONLY negative that we found is that the rooms are a little small and the walls are paper thin but they do have signs on every entrance/ exit door asking to please keep noise down so I'm sure that they are aware of this however, the building that we stayed in is from the early 1900's so both of those things are to be expected. We will absolutely 100% be back, it was everything that we wanted from our weekend trip! Thank you Lakeside Inn!!!!!"
Dina 2-night trip
Posted 13 hours ago
Lakeside Inn
Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida

8/10 Good
"Interior Entrance Only, Passed Front Desk. Felt Secure. Next Door To Denny's 😉"
MARK 2-night trip
Posted 15 hours ago
Wingate by Wyndham Leesburg Florida
Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

8/10 Good
"Good place to stay. Only complaints are the elevator smells like cigarettes and the walls were thin and we could hear children in the next room easily."
Brien 3-night trip
Posted 16 hours ago
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
Comfort Inn & Suites Tavares North

Comfort Inn & Suites Tavares North

8/10 Good
"Room was extremely clean. The Staff was friendly except for the breakfat person who could not smile. The breakfast was alright. As a vegan it was very limited. The A/C was efficient and was not not loud like in other hotels."
James 3-night trip
Posted 20 hours ago
Comfort Inn & Suites Tavares North
Hampton Inn Leesburg/Tavares

Hampton Inn Leesburg/Tavares

10/10 Excellent
"Great proprietors. Kind and helpful."
Terence 1-night trip
Posted 1 day ago
Hampton Inn Leesburg/Tavares

Frequently asked questions

What are some accommodations 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 full, an outdoor pool, and complimentary wired internet access. Best Western Plus Chain of Lakes Inn & Suites: Offers daily, an outdoor pool, and free self parking. Quality Inn & Suites Leesburg Chain of Lakes: Features buffet, an outdoor pool, and complimentary wired internet access.
What is there to see and do in Leesburg?
Surround yourself with nature at Venetian Gardens and Treasure Island. Discover sights such as Leesburg Center for the Arts, Lake Griffin, and Lake Harris 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 into account the local weather in Leesburg is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and February with an average of 62°F. The rainiest months in Leesburg are July, August, June, and September, with each month seeing an average of 8 inches of rainfall.

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