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

Find Hotels with a Pool in Leesburg, FL

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Check availability on Leesburg Hotels with a Pool

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Sep 1 - Sep 2
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Sep 2 - Sep 3
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Sep 4 - Sep 6
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Sep 11 - Sep 13

Our top choices for Leesburg hotels with a pool

A swimming pool with lounge chairs and a patio area.
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.
A hotel room with a bed, a desk with a chair, a kitchenette, a sofa, and a TV mounted on the 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.
$114 nightly
$127 total
Sep 6 - Sep 7
Total with taxes and fees
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 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.
A hotel lobby with a check-in counter, seating area, and a reception desk.

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.
$95 nightly
$105 total
Sep 2 - Sep 3
Total with taxes and fees
Best Western Plus Chain of Lakes Inn & Suites
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A Hampton Inn by Hilton hotel with a modern facade, large entrance canopy, and well-maintained landscaping.
A reception desk with a wooden panel design, a "Welcome to Hampton" sign, and a "Leesburg, FL" poster.
A bathroom with a sink, mirror, toilet, and a framed picture on the wall.

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.
$103 nightly
$114 total
Sep 15 - Sep 16
Total with taxes and fees
Hampton Inn Leesburg/Tavares
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 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.

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.
$59 nightly
$66 total
Sep 29 - Sep 30
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 glass-enclosed shower stall with a white interior, a towel rack with a towel, and a small bottle of shampoo.
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a large pillar.

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.
$66 nightly
$73 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 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

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.
$57 nightly
$64 total
Sep 2 - Sep 3
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 kitchen with wooden cabinets, a dishwasher, and a dining area with a table and chairs.
A compact kitchen with a refrigerator, a dining table, and a sofa.
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
Sep 2 - Sep 3
Total with taxes and fees
Guest House with pool, boat parking
A swimming pool with a covered patio area, a lounge chair, and a small table.
A room with large sliding glass doors leading to a pool area.
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.

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

Spacious 5 bedroom 3.5 bath POOL home with Gym!!
Leesburg
$531 nightly
$582 total
Sep 4 - Sep 5
Total with taxes and fees
Spacious 5 bedroom 3.5 bath POOL home with Gym!!
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 restaurant with brick walls, tiled flooring, and multiple tables and chairs.
A hotel with a parking lot, several parked cars, and a white truck.

9. 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.
$76 nightly
$84 total
Sep 2 - Sep 3
Total with taxes and fees
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
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 swimming pool with a white fence, lounge chairs, and umbrellas.

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
Sep 6 - Sep 7
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

A hotel room with a bed, bedside tables, a desk, a chair, a large window with curtains, a bathtub, and a ceiling light.
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 Best Western Plus hotel with a covered entrance, flagpole, and a clear sky.

Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites
Leesburg
$95 nightly
$105 total
Sep 2 - Sep 3
Total with taxes and fees
Best Western Plus Chain of Lakes Inn & Suites
An outdoor patio with wicker furniture, a fire pit, and a stone 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.
A hotel room with a bed, a desk with a chair, a kitchenette, a sofa, and a TV mounted on the wall.

TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg
Leesburg
$114 nightly
$127 total
Sep 6 - Sep 7
Total with taxes and fees
TownePlace Suites by Marriott Leesburg
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.
A spacious dining area with a long wooden table and multiple chairs, a television mounted on the wall, and a clock.
A hotel room with two beds, a desk, a chair, a lamp, a mirror, and a window with blinds.

Hampton Inn Leesburg/Tavares

Hampton Inn Leesburg/Tavares
Leesburg
$103 nightly
$114 total
Sep 15 - Sep 16
Total with taxes and fees
Hampton Inn Leesburg/Tavares
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a large pillar.
An aerial view of a building with a red roof, a swimming pool, and a parking lot with several cars.
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.

Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida
Leesburg
$66 nightly
$73 total
Sep 6 - Sep 7
Total with taxes and fees
Wingate by Wyndham Leesburg Florida
A hotel with a pool, palm trees, and a sign reading "Quality Inn & Suites".
A kitchen area with a juice dispenser, refrigerator, coffee maker, and waffle maker.
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.

Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes
Leesburg
$59 nightly
$66 total
Sep 29 - Sep 30
Total with taxes and fees
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

10/10 Excellent
"Clean, nice, welcoming rooms and staff."
Cesar 1-night trip
Posted less than an hour ago
The Waterfront Inn
TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages

8/10 Good
"Great location. Good Breakfast. Coffee and water available 24 hours."
Tammy 2-night trip
Posted 4 hours ago
TownePlace Suites by Marriott at The Villages
Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

10/10 Excellent
"The parking was great right by the door, the staff was very friendly. The room was clean and everything was perfect. Really enjoyed staying there."
Lois 1-night trip
Posted 19 hours ago
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
The Citrus on the Lake

The Citrus on the Lake

8/10 Good
"Lake View"
George 2-night trip
Posted 1 day ago
The Citrus on the Lake
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

10/10 Excellent
"Amazing stay super clean"
Pierce 5-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Mission Resort and Club

Mission Resort and Club

10/10 Excellent
"Exceptuonal"
ERIK 2-night trip
Posted 2 days ago
Mission Resort and Club
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 9 days ago
Wingate by Wyndham Leesburg Florida

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 Lake Harris. Discover sights such as Plantation Golf Club, Lake Denham, and Treasure Island 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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