Hotels with a Pool in Leesburg, FL
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Leesburg Hotels with Pool

Lakeside Inn
100 N Alexander St Mount Dora FL
$211 nightly
The price is $234 total per night
$234 total
Dec 11 - Dec 12
Total with taxes and fees
Guests staying at Lakeside Inn enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. If you plan to drive, free parking is available. The front desk is staffed 24/7 to help with luggage storage, securing valuables, and tours or tickets. Other amenities at this beach hotel include meeting rooms, conference space, and coffee/tea in a common area.
On private beach
Pool

Comfort Suites Lady Lake - The Villages
1202 Avenida Central Lady Lake FL
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $108 total per night
$108 total
Dec 15 - Dec 16
Total with taxes and fees
At Comfort Suites Lady Lake - The Villages, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include meeting rooms, conference space, and coffee/tea in a common area.
Pool
Breakfast included

The Citrus on the Lake
199 W Ruby Street Tavares FL
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $165 total per night
$165 total
Dec 14 - Dec 15
Total with taxes and fees
Guests of The Citrus on the Lake enjoy features like an outdoor pool, free WiFi in public areas, and express check-in. There's free parking if you drive. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. Other amenities at this beach hotel include express check-out, a terrace, and laundry facilities.
Pool
Pet friendly

Days Inn by Wyndham Wildwood I-75
551 E. State Route 44 Lake Panasoffkee FL
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $76 total per night
$76 total
Dec 14 - Dec 15
Total with taxes and fees
Guests of Days Inn by Wyndham Wildwood I-75 enjoy an outdoor pool, free WiFi in public areas, and a 24-hour business center. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 75.00 per person one-way. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and luggage storage. Additional amenities include laundry facilities, barbecue grills, and a picnic area.
Pool
Breakfast included

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
850 South US Hwy 27/441 Lady Lake FL
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $85 total per night
$85 total
Dec 14 - Dec 15
Total with taxes and fees
Microtel Inn & Suites by Wyndham Lady Lake/The Villages features an outdoor pool, free WiFi in public areas, and conference space. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Other amenities at this family-friendly hotel include a business center, laundry facilities, and a TV in a common area.
Pool
Breakfast included

TownePlace Suites by Marriott at The Villages
1141 Alonzo Ave Lady Lake FL
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $106 total per night
$106 total
Dec 15 - Dec 16
Total with taxes and fees
At TownePlace Suites by Marriott at The Villages, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Pool
Hot Tub

Holiday Inn Express Hotel & Suites The Villages by IHG
1205 Avenida Central North Lady Lake FL
Free Cancellation
$99 nightly
The price is $110 total per night
$110 total
Dec 15 - Dec 16
Total with taxes and fees
At Holiday Inn Express Hotel & Suites The Villages by IHG, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 40 per person one-way. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and dry cleaning/laundry. Additional amenities include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included

Comfort Inn & Suites Tavares North
1380 E Burleigh Boulevard Tavares FL
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $103 total per night
$103 total
Dec 17 - Dec 18
Total with taxes and fees
At Comfort Inn & Suites Tavares North, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff always at the ready. Additional amenities include conference space, a business center, and express check-in.
Pool
Breakfast included

The Waterfront Inn
1105 Lake Shore Drive The Villages FL
$129 nightly
The price is $138 total per night
$138 total
Dec 11 - Dec 12
Total with taxes and fees
Guests of The Waterfront Inn have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking, along with an area shuttle. The front desk has multilingual staff on hand 24/7 to help with concierge services, securing valuables, and luggage storage. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

Quality Inn & Suites Leesburg Chain of Lakes
1392 North Blvd W Leesburg FL
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $90 total per night
$90 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Guests of Quality Inn & Suites Leesburg Chain of Lakes enjoy an outdoor pool, free WiFi in public areas, and a business center. There's free parking if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include coffee/tea in a common area, express check-out, and a terrace.
Pool
Breakfast included

Mission Resort and Club
10400 County Road 48 Howey-in-the-Hills FL
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $188 total per night
$188 total
Dec 14 - Dec 15
Total with taxes and fees
Guests of Mission Resort and Club have access to a golf course, a full-service spa, and an outdoor pool. Free valet and self parking are available, and there's also an airport shuttle for a fee. The 24-hour front desk has staff standing by to help with luggage storage, securing valuables, and dry cleaning/laundry. Other amenities at this spa hotel include a gym, outdoor tennis courts, and free WiFi in public areas.
Pool
Hot Tub

Sleep Inn Leesburg Chain of Lakes
2476 N. Citrus Blvd Leesburg FL
Free Cancellation
$63 nightly
The price is $70 total per night
$70 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at Sleep Inn Leesburg Chain of Lakes enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. A stay here includes free parking. The front desk has multilingual staff standing by 24 hours a day to assist with dry cleaning/laundry and securing valuables. Additional amenities include meeting rooms, a business center, and coffee/tea in a common area.
Pool
Breakfast included

Best Western Plus Chain of Lakes Inn & Suites
1321 N 14th St Leesburg FL
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $105 total per night
$105 total
Dec 14 - Dec 15
Total with taxes and fees
At Best Western Plus Chain of Lakes Inn & Suites, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. If you plan to drive, free parking is available. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, securing valuables, and dry cleaning/laundry. Additional amenities include a hot tub, a 24-hour business center, and a meeting room.
Pool
Hot Tub

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
9700 Us Highway 441 Leesburg FL
Free Cancellation
Reserve now, pay when you stay
$73 nightly
The price is $81 total per night
$81 total
Dec 14 - Dec 15
Total with taxes and fees
Guests of Microtel Inn & Suites by Wyndham Leesburg/Mt Dora enjoy access to free WiFi in public areas, a business center, and coffee in a common area. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include free newspapers, laundry facilities, and a TV in a common area.
Breakfast included
Parking included

Red Roof Inn Wildwood, FL - The Villages
345 East State Rt 44 Wildwood FL
Free Cancellation
Reserve now, pay when you stay
$70 nightly
The price is $75 total per night
$75 total
Dec 12 - Dec 13
Total with taxes and fees
Renovated in 2024, Red Roof Inn Wildwood, FL - The Villages offers free WiFi in public areas, coffee in a common area, and laundry facilities. There's free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests. This motel also has a vending machine.
Pet friendly
Parking included
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.
Leesburg hotels essential information
Accommodation | 2,760 hotels |
|---|---|
Lowest Price | $70 |
Highest Price | $234 |
Popular hotels | Lakeside Inn, Comfort Suites Lady Lake - The Villages, The Citrus on the Lake, Days Inn by Wyndham Wildwood I-75, Microtel Inn & Suites by Wyndham Lady Lake/The Villages, TownePlace Suites by Marriott at The Villages, Holiday Inn Express Hotel & Suites The Villages by IHG, Comfort Inn & Suites Tavares North, The Waterfront Inn, Quality Inn & Suites Leesburg Chain of Lakes, Mission Resort and Club, Sleep Inn Leesburg Chain of Lakes, Best Western Plus Chain of Lakes Inn & Suites, Microtel Inn & Suites by Wyndham Leesburg/Mt Dora, Red Roof Inn Wildwood, FL - The Villages |
Recent Hotels with Pool Reviews

Hampton Inn Leesburg/Tavares
5/5 Excellent
"Everything at this hotel was great — bed, cleanliness (not any residual grime anywhere to be seen!), and especially the staff! The front desk guy the night I checked in was incredibly kind to this disabled fat old lady traveling solo!!
This last two weeks I’ve flat-out fallen in love with Holiday Inn in all of its versions (Suites, Express, whatever). And the reasons are exactly what I experienced in Tavares and Melbourne!!"
A verified traveler stayed at Hampton Inn Leesburg/Tavares
Posted 8 days ago
More to Explore
- Adventure Hotels in Lake Buena Vista
- Fishing Resorts & in Lake Buena Vista
- Golf Resorts & in Lake Buena Vista
- Hotels with Suites in Lake Buena Vista
- Hotels with Air Conditioning in Lake Buena Vista
- Oceanfront Hotels in Lake Buena Vista
- Hotels on the River in Lake Buena Vista
- Romantic Getaways & Hotels in Lake Buena Vista
- Arcade Hotels in Orlando
- Hotels with Airport Transfers in Orlando
- Hotels with Pool in Orlando
- Hotels with Restaurants in Orlando
- Hotels with Room Service in Orlando
- Hotels with Tennis Courts in Orlando
- Hotels with Waterslides in Orlando
- Ski Resorts & in Orlando
- Winery Hotels in Orlando
- Pet Friendly Hotels in St. Charles
- Cheap Hotels in Fruitland Park
- Hotels with Pool in Fruitland Park
- Beach Resorts & in Dunedin
- Cheap Hotels in Dunedin
- Hotels with Pool in Dunedin
- Pet Friendly Hotels in Dunedin
- Adventure Hotels in Kissimmee
- Business Hotels in Kissimmee
- Green Hotels in Kissimmee
- Hotels with WiFi in Kissimmee
- Hotels with Air Conditioning in Kissimmee
- Hotels with Childcare in Kissimmee
- Hotels with Free Parking in Kissimmee
- Hotels with Restaurants in Kissimmee
- Hotels with Room Service in Kissimmee
- Hotels with Tennis Courts in Kissimmee
- Ski Resorts & in Kissimmee
- Hotels with Pool in Charlotte
- Pet Friendly Hotels in Charlotte
- Cheap Hotels in Mallory Square
- Hotels with Pool in Mallory Square
- Cheap Hotels in Cedar Key
- Golf Resorts & in Cedar Key
- Hotels with Balconies in Cedar Key
- Hotels with Bar in Cedar Key
- Hotels with Free Parking in Cedar Key
- Oceanfront Hotels in Cedar Key
- Spa Resorts & in Cedar Key
- All Inclusive Resorts & in Tampa
- Hotels with Restaurants in Tampa
- Hotels with Tennis Courts in Tampa
- Winery Hotels in Tampa
- Pet Friendly Hotels in Collier
- Pet Friendly Hotels in Sabal Chase
- Pet Friendly Hotels in Liberty Park
- Boutique Hotels in Lady Lake
- Cheap Hotels in Lady Lake
- Kid Friendly Hotels in Lady Lake
- Hotels with Suites in Lady Lake
- Hotels with Free Parking in Lady Lake
- Hotels on the Lake in Lady Lake
- Pet Friendly Hotels in Lady Lake
- Cheap Hotels in Poinciana
- Hotels with Pool in Poinciana
- Romantic Getaways & Hotels in Poinciana
- Beach Resorts & in St. James
- Casino Resorts & in Daytona Highlands
- Luxury Hotels in Daytona Highlands
- Pet Friendly Hotels in Daytona Highlands
- Hotels with a Wedding Venue in Daytona Highlands
- Beach Resorts & in Gilchrist
- Cheap Hotels in Gilchrist
- Cheap Hotels in Polk City
- Beach Resorts & in Village of Sanibel
- Pet Friendly Hotels in Village of Sanibel
- Arcade Hotels in Apopka
- Cheap Hotels in Apopka
- Business Hotels in Apopka
- Kid Friendly Hotels in Apopka
- Golf Resorts & in Apopka
- Hotels with Suites in Apopka
- Hotels with Balconies in Apopka
- Hotels with Bar in Apopka
- Hotels with Free Breakfast in Apopka
- Hotels on the Lake in Apopka
- Pet Friendly Hotels in Apopka
- Spa Resorts & in Apopka
- Cheap Hotels in Antrim Dells
- Hotels with Pool in Antrim Dells
- Pet Friendly Hotels in Antrim Dells
- Hotels with Pool in Lake Sumter Landing
- Adventure Hotels in Florida
- Business Hotels in Florida
- Hotels with Suites in Florida
- Hotels with Pool in Florida
- Hotels with Air Conditioning in Florida
- Hotels with a Gym in Florida
- Hotels with Room Service in Florida
- Hotels on the River in Florida
- Hotels with Shopping in Florida
- Hotels with a Wedding Venue in Florida


