Why results appear this way

Find Hotels with Swimming Pools in Leesburg

Best Western Plus Chain of Lakes Inn & Suites

Leesburg, FL
8.1

Very good

1,000 reviews

Enjoy a refreshing stay with an outdoor pool, hot tub, and complimentary breakfast in Leesburg.

Top rated

Pool

Parking

Free WiFi

from
$96
/ night

Quality Inn & Suites Leesburg Chain of Lakes

Leesburg, FL
7.6

Good

535 reviews

Enjoy a comfortable stay with an outdoor pool, free parking, and daily complimentary breakfast in Leesburg.

Pool

Parking

Free WiFi

Free Parking

from
$71
/ night

Rodeway Inn Leesburg Chain of Lakes

Leesburg, FL
6.6

Pleasant

334 reviews

Enjoy a comfortable stay with an outdoor pool and free Wi-Fi in Leesburg's shopping district.

Pool

Parking

Free WiFi

Hot tub

from
$74
/ night

TownePlace Suites by Marriott Leesburg

Leesburg, FL
9.1

Superb

379 reviews

Enjoy a relaxing stay with an outdoor pool, complimentary breakfast, and free self-parking in Leesburg, Florida.

Top rated

Pool

Parking

Free WiFi

from
$126
/ night

Guest House with pool, boat parking

Leesburg, FL

Luxurious guest house with outdoor pool, kitchenette, and beautiful lake views in Leesburg, Florida.

Pool

Free WiFi

Refrigerator

TV

from
$141
/ night

Wingate by Wyndham Leesburg Florida

Fruitland Park, FL
6.9

Pleasant

780 reviews

Pool

Parking

Free WiFi

Free Parking

from
$75
/ night

Microtel Inn & Suites Leesburg

Lisbon, FL
8.4

Very good

1,005 reviews

Comfortable hotel with swimming pool, business center, and complimentary breakfast near Lake Sumter Sports Complex.

Top rated

Pool

Parking

Free WiFi

from
$79
/ night

Eden Escape Suite, Lake Harris, Florida

Yalaha, FL
9.9

Exceptional

32 reviews

Top rated

Pool

Free WiFi

Air Conditioned

from
$161
/ night

5 Bedrooms, 4 Bathrooms, Pool, Gym, Sleeps 16 Leesburg Retreat!!!!

Lisbon, FL

5-star

Pool

Parking

Free WiFi

from
$670
/ night

Bright Home in The Villages with Community Pool

Okahumpka, FL

Pool

Parking

Free WiFi

Spa & wellness services

from
$191
/ night

Villages Home in Gated Community w\/ Pool Access!

Okahumpka, FL

Pool

Free WiFi

Air Conditioned

Free Parking

from
$142
/ night

The Waterfront Inn

The Villages, FL
8.5

Fabulous

811 reviews

Enjoy a relaxing stay with an outdoor pool, hot tub, and on-site dining in The Villages, Florida.

Top rated

Pool

Parking

Hot tub

from
$112
/ night

The Brownwood Hotel & Spa

Wildwood, FL
9.6

Exceptional

1,200 reviews

Relax at this spa hotel featuring an outdoor pool, restaurant, and 24-hour business center in Wildwood, Florida.

Top rated

Pool

Parking

Free WiFi

from
$120
/ night

Holiday Inn Express & Suites Tavares by IHG

Tavares, FL
8.8

Fabulous

1,001 reviews

Enjoy a refreshing stay with an outdoor pool, business center, and complimentary breakfast in Tavares, Florida.

Top rated

Pool

Parking

Free WiFi

from
$102
/ night

Microtel Inn and Suites by Wyndham - Lady Lake/ The Villages

Lady Lake, FL
7.9

Good

1,001 reviews

Enjoy an outdoor pool and complimentary breakfast at this comfortable hotel in Lady Lake, perfect for families and business travelers.

Pool

Free WiFi

Non-Smoking Rooms

Family Room

from
$79
/ night

Mission Resort and Club

Howey-in-the-Hills, FL
8.6

Fabulous

829 reviews

Top rated

Pool

Parking

Hot tub

from
$158
/ night

The Citrus Hotel

Tavares, FL
8.3

Very good

1,000 reviews

Top rated

Pool

Parking

Free WiFi

from
$114
/ night

Hotel Eastport

Okahumpka, FL
9.4

Superb

185 reviews

Top rated

Pool

Parking

Free WiFi

from
$122
/ night

Renovated! Between Two Squares with Golf Cart !

The Villages, FL
9.7

Exceptional

53 reviews

Top rated

Pool

Free WiFi

Air Conditioned

from
$220
/ night

Beautiful Water/Golfview 3 BR pool home, located in the center of the Villages

Wildwood, FL

Pool

Free WiFi

Gym & fitness facilities

Refrigerator

from
$177
/ night

Product

  • Affiliate program
  • Cookie preferences
  • Cookie policy
  • Privacy policy
  • Terms of use

Social

© 2026 Vio