Lady Lake Hotel Guide - Little Pine Island hotels in Lady Lake, United States of America.

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31 Dec - 1 Jan
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1 Jan - 2 Jan
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2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

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Our top choices for Little Pine Island hotels

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Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
3.0 star property
8.4 km from Little Pine Island
8.0 out of 10, Very good, (1004)
"Just a nice average hotel."
United States
Don
The price is €80
includes taxes & fees
4 Jan - 5 Jan 2026
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
Terrace/patio
Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages
2.5 star property
11.1 km from Little Pine Island
9.0 out of 10, Wonderful, (1001)
"Very nice pleasant stay."
United States
Richard
The price is €94
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Suites Lady Lake - The Villages
Front of property – evening/night
The Waterfront Inn

The Waterfront Inn

The Waterfront Inn
3.0 star property
13.9 km from Little Pine Island
9.2 out of 10, Wonderful, (1303)
"Great hotel "
United States
sherry
The Waterfront Inn
View from room
SureStay Plus Hotel by Best Western The Villages

SureStay Plus Hotel by Best Western The Villages

SureStay Plus Hotel by Best Western The Villages
2.5 star property
11 km from Little Pine Island
8.2 out of 10, Very good, (684)
"Clean rooms courteous staff. "
United States
Steven
The price is €84
includes taxes & fees
7 Jan - 8 Jan 2026
SureStay Plus Hotel by Best Western The Villages
Exterior
Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes
2.5 star property
13.3 km from Little Pine Island
6.6 out of 10, (517)
"Good"
United States
Morris
The price is €78
includes taxes & fees
25 Jan - 26 Jan 2026
Quality Inn & Suites Leesburg Chain of Lakes
Free daily buffet breakfast
Holiday Inn Express Hotel & Suites The Villages by IHG

Holiday Inn Express Hotel & Suites The Villages by IHG

Holiday Inn Express Hotel & Suites The Villages by IHG
2.5 star property
10.9 km from Little Pine Island
8.2 out of 10, Very good, (1003)
"Kind staff and clean. "
United States
Emily
The price is €95
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites The Villages by IHG
Reception
Hampton Inn Leesburg/Tavares

Hampton Inn Leesburg/Tavares

Hampton Inn Leesburg/Tavares
2.5 star property
13.3 km from Little Pine Island
9.0 out of 10, Wonderful, (794)
"This is one of our "go-to" hotels when we are traveling. The front desk staff are consistently helpful and friendly. The rooms are clean and the beds are comfortable. And there are excellent restaurants within easy walking distance. "
United States
Juanita
The price is €95
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Leesburg/Tavares
Outdoor pool
Royal Inn

Royal Inn

Royal Inn
2.0 star property
18.5 km from Little Pine Island
6.4 out of 10, (24)
"I want to give a special thanks to the owners of this property.. The room was clean and well kept and the room was clean and spacious.. The most important part of this property it was very quiet and on the main street and easy access to the local shops "
United States
Jason
The price is €84
includes taxes & fees
1 Jan - 2 Jan 2026
Royal Inn
Free daily full breakfast
Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites
2.5 star property
13 km from Little Pine Island
8.4 out of 10, Very good, (999)
"This is a great place to stay. The room was fantastic and so was the staff. Plus the Ramshackle Cafe is located in front of the hotel and the food there was delicious. I highly recommend staying at this hotel."
United States
William
The price is €94
includes taxes & fees
11 Jan - 12 Jan 2026
Best Western Plus Chain of Lakes Inn & Suites
View from property
TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages
3.0 star property
11.1 km from Little Pine Island
8.4 out of 10, Very good, (923)
"Front desk was outstanding"
United States
mohammad
The price is €98
includes taxes & fees
5 Jan - 6 Jan 2026
TownePlace Suites by Marriott at The Villages
Front of property – evening/night
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
2.0 star property
13.3 km from Little Pine Island
8.4 out of 10, Very good, (1001)
"Everything was great "
United States
Michael
The price is €73
includes taxes & fees
11 Jan - 12 Jan 2026
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Terrace/patio
Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages
3.0 star property
18.9 km from Little Pine Island
9.6 out of 10, Exceptional, (324)
"Great hotel! "
United States
Wendi J
The price is €111
includes taxes & fees
8 Jan - 9 Jan 2026
Home2 Suites by Hilton Wildwood the Villages
Outdoor pool
Rodeway Inn Leesburg Chain of Lakes

Rodeway Inn Leesburg Chain of Lakes

Rodeway Inn Leesburg Chain of Lakes
2.0 star property
13.8 km from Little Pine Island
5.6 out of 10, (327)
"I love that I can smoke here"
United States
Nekia
The price is €68
includes taxes & fees
6 Jan - 7 Jan 2026
Rodeway Inn Leesburg Chain of Lakes
Exterior
Comfort Inn & Suites Tavares North

Comfort Inn & Suites Tavares North

Comfort Inn & Suites Tavares North
2.5 star property
17.9 km from Little Pine Island
8.2 out of 10, Very good, (1000)
"Nice place to spend the night. Quiet, comfortable bed in a nice room. Great place to stop in Lake County Florida. "
United States
Dave
The price is €89
includes taxes & fees
18 Jan - 19 Jan 2026
Comfort Inn & Suites Tavares North
Outdoor pool
The Citrus on the Lake

The Citrus on the Lake

The Citrus on the Lake
3.0 star property
18.6 km from Little Pine Island
8.2 out of 10, Very good, (1006)
"Staff was courteous and location was convenient to local restaurants. "
United States
Tabby
The Citrus on the Lake
Free daily buffet breakfast
Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG

Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG

Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG
2.5 star property
15.4 km from Little Pine Island
8.8 out of 10, Excellent, (1000)
"Room was clean, staff was wonderful."
United States
Kristen Woods
The price is €120
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG
Free daily buffet breakfast
Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages
3.0 star property
15.6 km from Little Pine Island
9.0 out of 10, Wonderful, (1001)
"Excellent stay"
United States
Edward
The price is €92
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Lady Lake/The Villages
Room amenity
La Bella Inn

La Bella Inn

La Bella Inn
2.0 star property
17.6 km from Little Pine Island
7.4 out of 10, Good, (348)
"semi clean "
United States
Rodney
The price is €67
includes taxes & fees
1 Jan - 2 Jan 2026
La Bella Inn
Desk, laptop workspace, free WiFi, bed sheets
Extended Stay America Select Suites - Wildwood - The Villages

Extended Stay America Select Suites - Wildwood - The Villages

Extended Stay America Select Suites - Wildwood - The Villages
2.0 star property
19.6 km from Little Pine Island
8.0 out of 10, Very good, (42)
"I enjoyed my stay."
United States
FNU
The price is €74
includes taxes & fees
1 Jan - 2 Jan 2026
Extended Stay America Select Suites - Wildwood - The Villages
Property amenity
TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg
3.0 star property
15.1 km from Little Pine Island
9.2 out of 10, Wonderful, (340)
"Beautiful hotel"
United States
Lori
The price is €112
includes taxes & fees
5 Jan - 6 Jan 2026
TownePlace Suites by Marriott Leesburg
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 Little Pine Island Hotel Reviews

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

10/10 Excellent
"Excellent!"
Abel 1-night trip
Posted 4 days ago
Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Hotels near other Little Pine Island attractions

Bird's-Eye View Of Big Pine Key In Florida, Usa

Big Pine Island

Commune with nature and explore the great outdoors at Big Pine Island during your travels in Lady Lake. Stroll along this family-friendly area's lakeside or simply enjoy its restaurants.
See properties
Beach dock

Palm Island

Commune with nature and explore the great outdoors at Palm Island during your travels in Leesburg. Stroll along the lakeside or visit the shops in the area.
See properties

Frequently asked questions

What's the area like around Little Pine Island?
Little Pine Island is located in Lady Lake. Travellers like this family-friendly area for its restaurants and shopping. You'll find 13 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay near Little Pine Island?
Grand Oaks Resort is one of the top choices for your stay based on our traveller data, and this cottage offers an outdoor pool and free parking. It's located 4.1 mi (6.5 km) from Little Pine Island. Other good choices in the area include Microtel Inn & Suites by Wyndham Lady Lake/The Villages and SureStay Plus Hotel by Best Western The Villages.
How many hotels can I expect to find close to Little Pine Island?
Expedia has 13 hotels and other accommodation options a few miles from Little Pine Island.
If I need to cancel the hotel reservation for my stay near Little Pine Island, will I receive a refund?
Yes! You'll find that most hotel reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to view the best deals near Little Pine Island.
What can I see and do near Little Pine Island?
You can enjoy nature at Lake Griffin, Big Pine Island or Palm Island. If you've got some time to explore the area around Little Pine Island, you may want to make a stop by Harbor Hills Country Club, Uncle Donald's Farm and Emeralda Marsh Conservation Area. Grand Oaks Resort and Carriage Musuem and Emeralda Island are both worth a visit while you're out exploring.