The Best Hotels Closest to Little Pine Island in Lady Lake - 2026 Updated Prices

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Our top choices for Little Pine Island hotels

A waterfront hotel with multiple balconies, a central tower, and a restaurant named "The Waterfront."

A spacious lobby with a reception desk, seating area, and a large window offering a view of the outdoors.

A multi-story hotel with a balcony and a sign reading "The Waterfront."

A person sitting by a pool with a drink, wearing a straw hat and white clothing.

1. The Waterfront Inn

8.7 mi from Little Pine Island

Dennis

£82

includes taxes & fees

7 Oct - 8 Oct

A spacious lounge area with high ceilings, large windows, and modern furniture including sofas, chairs, and tables.

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.

A reception desk with a wooden panel design, a "Welcome to Hampton" sign, and a "Leesburg, FL" poster.

2. Hampton Inn Leesburg/Tavares

8.3 mi from Little Pine Island

Terry

£89

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with seating arrangements, a fire pit, and string lights.

A hotel lobby with a reception desk, seating areas, and a vending machine.

A breakfast area with a sign reading "inspired table," a coffee machine, and a display of pastries.

A swimming pool with yellow chairs and a covered seating area.

3. Home2 Suites by Hilton Wildwood the Villages

11.7 mi from Little Pine Island

Nicole

£82

includes taxes & fees

11 Oct - 12 Oct

A hotel room with a bed, a blue sofa, a desk with a lamp, a large bathtub, and a mirror on the wall.

A hotel with a curved facade, a prominent Comfort Suites sign, and a well-maintained entrance area with potted plants and a flag.

A gym with cardio machines, weight training equipment, and a mirrored wall.

A compact kitchen with dark cabinets, a microwave, and a refrigerator. There is a round table with two chairs and a framed picture on the wall.

4. Comfort Suites Lady Lake - The Villages

6.9 mi from Little Pine Island

David

£71

includes taxes & fees

18 Oct - 19 Oct

An outdoor patio with wicker furniture, a fire pit, and a stone 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.

A swimming pool with lounge chairs and a patio area.

5. TownePlace Suites by Marriott Leesburg

9.4 mi from Little Pine Island

Nicholas A

£97

includes taxes & fees

11 Oct - 12 Oct

A multi-story hotel with a parking lot in front.

A modern dining area with a counter, seating, and a television.

A hotel room with a bed, a small desk, a mirror, a window with curtains, a sink, and a microwave.

A room with a checkered floor, two armchairs, a round table, a potted plant, and a painting of a lake.

6. Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

8.3 mi from Little Pine Island

Sergio

£57

includes taxes & fees

8 Oct - 9 Oct

A buffet with labeled food stations including omelets and cheese.

A well-stocked mini-fridge with various beverages and snacks, a freezer, and shelves with packaged goods.

A hotel lobby with a reception desk, seating area, and a dining area.

A modern building with a sign reading "The Big House."

7. Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG

9.6 mi from Little Pine Island

Angélica

£85

includes taxes & fees

11 Oct - 12 Oct

A Comfort Inn & Suites hotel with a large entrance, multiple windows, and an American flag.

A hotel lobby with multiple dining tables and chairs, a kitchen area, and framed pictures on the walls.

A hotel room with a bed, a desk with a lamp, a sofa, and a TV mounted on the wall.

A hotel room with a sofa, two ottomans, a desk, a bed, and a TV.

8. Comfort Inn & Suites Tavares North

11.1 mi from Little Pine Island

Catherine

£62

includes taxes & fees

2 Nov - 3 Nov

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.

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 Best Western Plus hotel with a covered entrance, flagpole, and a clear sky.

9. Best Western Plus Chain of Lakes Inn & Suites

8.1 mi from Little Pine Island

Patricia

£83

includes taxes & fees

6 Oct - 7 Oct

A hotel room with two beds, a TV, a desk, and a chair.

A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a granite countertop.

A reception desk with a framed picture above it, a small table with a glass jar and a bowl of seashells, and a wooden counter with a sign and a computer monitor.

A hotel with a sign reading 'SureStay Plus Hotel by Best Western.'

10. SureStay Plus Hotel by Best Western The Villages

6.8 mi from Little Pine Island

Carol

£60

includes taxes & fees

18 Oct - 19 Oct

A hotel with a pool, a view of the water, and a sign for KeyWest Resort.

A hotel room with a large bed, a desk with chairs, a kitchenette, and a large painting on the wall.

A hotel room with a dining area, two sofas, a table, and a TV.

A modern living room with a grey sofa, a round coffee table with a bowl, and a view of the outdoors through a sliding glass door.

11. The Citrus on the Lake

11.6 mi from Little Pine Island

PATTY

£94

includes taxes & fees

6 Oct - 7 Oct

A modern lounge area with a brick wall, wooden flooring, and a mix of seating options including sofas and a small table.

A Hampton Inn & Suites building with a modern facade, clear signage, and a landscaped entrance area.

A hotel room with two beds, a desk, a chair, and a TV.

12. Hampton Inn & Suites Lady Lake/The Villages

9.7 mi from Little Pine Island

Christopher

£72

includes taxes & fees

8 Oct - 9 Oct

A hotel room with two beds, a desk, a chair, a TV, and a window with blinds.

A modern kitchen with a built-in stove, a refrigerator, and a countertop.

A compact kitchenette with a refrigerator, microwave, sink, and cabinets.

A modern lobby with a reception desk, seating area, and a large painting on the wall.

13. Extended Stay America Select Suites - Wildwood - The Villages

12.2 mi from Little Pine Island

Denise

£62

includes taxes & fees

19 Oct - 20 Oct

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.

A hotel gym with exercise equipment, a mirror, a bench, and a window with curtains.

14. Wingate by Wyndham Leesburg Florida

7.5 mi from Little Pine Island

Kirsten

£49

includes taxes & fees

7 Oct - 8 Oct

An outdoor patio area with seating, a fire feature, and a covered walkway.

A hotel conference room with round tables, yellow chairs, a flat-screen TV, and large windows.

A hotel with a fountain, palm trees, and a sign reading 'Towneplace Suites by Marriott.'

A compact kitchen with a refrigerator, microwave, stove, and dishwasher.

15. TownePlace Suites by Marriott at The Villages

6.9 mi from Little Pine Island

Elizabeth

£70

includes taxes & fees

26 Oct - 27 Oct

A hotel room with a bed, a desk with a microwave, a sink, and a small refrigerator.

A hotel with a covered parking area and multiple vehicles parked.

A compact hotel room with a kitchenette, a sofa, a small table, and a television.

A restaurant with brick walls, tiled flooring, and multiple tables and chairs.

16. Microtel Inn & Suites by Wyndham Lady Lake/The Villages

5.2 mi from Little Pine Island

Darlene

£64

includes taxes & fees

19 Oct - 20 Oct

A modern dining area with a pool view, large windows, and a clean, contemporary design.

A Holiday Inn Express & Suites with a classic architectural design, featuring a central entrance with a covered walkway, multiple windows, and a parking area with marked spaces.

A hotel room with two beds, a wooden headboard, a wall-mounted light, and a window with blinds.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building with balconies.

17. Holiday Inn Express Hotel & Suites The Villages by IHG

6.8 mi from Little Pine Island

Stephen

£74

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a chair, a small table, and a phone.

A compact kitchenette with a microwave, a small refrigerator, a sink, and a countertop with a coffee maker.

A hallway with two red doors, each marked with a number. There is a swing chair and a small step leading to the door.

A reception area with a brick counter, two chairs, a bench, a TV mounted on the wall, and a sign with rules.

18. La Bella Inn

11 mi from Little Pine Island

Sergio

£60

includes taxes & fees

6 Oct - 7 Oct

A hotel with a pool, palm trees, and a sign reading "Quality Inn & Suites".

A reception area with a wooden reception desk, patterned chairs, a coffee table, and a potted plant.

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.

19. Quality Inn & Suites Leesburg Chain of Lakes

8.3 mi from Little Pine Island

Linda

£53

includes taxes & fees

8 Oct - 9 Oct

A covered outdoor area with a concrete pathway, palm trees, and a fenced area.

A hotel room with a bed, a desk, a chair, a dresser, a TV, and a lamp.

A bathroom with a bathtub, sink, toilet, and a mirror.

A building with a sign reading "ROYAL INN" and an "OFFICE" sign on the side.

20. Royal Inn

11.5 mi from Little Pine Island

Christopher

£60

includes taxes & fees

6 Oct - 7 Oct

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Compare popular hotels close to Little Pine Island

Property	Property class	Guest rating
The Waterfront Inn	9.4 Exceptional 1,527 reviews	View
Hampton Inn Leesburg/Tavares	9.2 Wonderful 855 reviews	View
Home2 Suites by Hilton Wildwood the Villages	9.6 Exceptional 448 reviews	View
Comfort Suites Lady Lake - The Villages	9.0 Wonderful 1,004 reviews	View
TownePlace Suites by Marriott Leesburg	9.0 Wonderful 424 reviews	View

Top Little Pine Island Hotel Reviews

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

10/10 Excellent

"The staff was very friendly made you feel comfortable."

Cozy 2 bedroom house in the historic side of the villages!! golf cart included!

10/10 Excellent

"The owner was very accommodating."

Waterfront Cottage on Haynes Creek

8/10 Good

"This property is located close to several places to eat and shop,.My husband enjoyed the fishing and was able to bring plenty home for a fishfry"

Beautiful House, On the River, Kayaks, Large Dock

10/10 Excellent

"Wonderful property. We enjoyed our stay and would recommend this property! The host was awesome!"

Come to The Villages for fun and relaxation !incl golf cart

10/10 Excellent

"Really comfortable two bedroom home in the heart of one of the original developments in The Villages. Check in and out were super easy. We had one problem and the owner had it fixed the next morning, they were very responsive and communicated very well. I would definitely use this rental again."

Charming , Pet friendly home in the countryside .

10/10 Excellent

"This was, without a doubt, the best VRBO we've stayed in. We were looking for something peaceful and a little different, and this goat farm was exactly that.The home was spotless, spacious, and had everything we needed. The kitchen was well stocked with all the cookware and utensils needed to prepare meals, and there was plenty of room for me, my husband, our two teenage granddaughters and our 2 German Shepherds to spread out comfortably. One of the highlights of our stay was waking up each morning to feed the goats. Our granddaughters absolutely loved that experience, and it made our trip even more memorable. The property is quiet, relaxing, and surrounded by beautiful countryside, yet it's only about 10 minutes from stores, restaurants, and anything else you might need.The host was wonderful to work with—friendly, responsive, and great at communicating throughout our stay. Be sure to follow the directions the host provides, as they make the property very easy to find.We weren't looking for a luxury resort with endless amenities. We simply wanted a comfortable, unique place to stay while taking care of some business in the Lady Lake area, and it exceeded our expectations. We truly enjoyed our stay, would absolutely recommend it to others, and will definitely be back!"

Lakefront Home on Lake Griffin / Harris chain of lakes and close to the Villages

10/10 Excellent

"The home was clean, with ample space. The new master bedroom mattress was very comfortable, and there were plenty of linens to go around. Overall, the neighborhood was safe, quiet, and peaceful. We will stay again when we are in the area."

Cozy Villages Retreat | Pools & Fun

8/10 Good

"Pool was slightly warmed, NOT HEATED. Otherwise fine stay."

3/2 in The Village of Silver Lake - Spanish Springs

10/10 Excellent

"We loved our stay! Home is clean, beautiful design and all the amenities we needed and more. Perfect distance from Spanish Square. Excellent."

Other attractions near Little Pine Island

An aerial view of a small, lush island with dense vegetation and a dock extending into the turquoise waters.

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.

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A beach with palm trees, a wooden walkway, and a dock extending into the water.

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.

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Harbor Hills Country Club

8.0/10 (26 reviews)

Enjoy a round of golf in Lady Lake at Harbor Hills Country Club. While you're in the area, stroll along the lakeside.

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Emeralda Island

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

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Bull Hammock

Commune with nature and explore the great outdoors at Bull Hammock during your travels in Leesburg. Visit the area's shops or amble around its lakeside.

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Buck Hammock

Commune with nature and explore the great outdoors at Buck Hammock during your travels in Leesburg. Stroll along the lakeside or visit the shops in the area.

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Bird Island

Commune with nature and explore the great outdoors at Bird Island during your travels in Lady Lake. Visit the shops in this family-friendly area or simply enjoy its restaurants.

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Emeralda Marsh Conservation Area

You can take time to visit Emeralda Marsh Conservation Area during your travels to Leesburg. Stroll along the lakeside or visit the shops in the area.

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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 17 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay near Little Pine Island?

Microtel Inn & Suites by Wyndham Lady Lake/The Villages is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and an outdoor pool. You'll find it 5.2 mi (8.4 km) from Little Pine Island. Another good choice is Spacious 4-bedroom country house in peaceful Fruitland Park with AC, located 5.3 mi (8.5 km) away.

How many hotels can I expect to find close to Little Pine Island?

Expedia has 17 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, Emeralda Marsh Conservation Area and Uncle Donald's Farm. Grand Oaks Resort and Carriage Museum and Emeralda Island are both worth a visit while you're out exploring.

Search Hotels Near Little Pine Island, Lady Lake

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Our top choices for Little Pine Island hotels

1. The Waterfront Inn

2. Hampton Inn Leesburg/Tavares

3. Home2 Suites by Hilton Wildwood the Villages

4. Comfort Suites Lady Lake - The Villages

5. TownePlace Suites by Marriott Leesburg

6. Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

7. Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG

8. Comfort Inn & Suites Tavares North

9. Best Western Plus Chain of Lakes Inn & Suites

10. SureStay Plus Hotel by Best Western The Villages

11. The Citrus on the Lake

12. Hampton Inn & Suites Lady Lake/The Villages

13. Extended Stay America Select Suites - Wildwood - The Villages

14. Wingate by Wyndham Leesburg Florida

15. TownePlace Suites by Marriott at The Villages

16. Microtel Inn & Suites by Wyndham Lady Lake/The Villages

17. Holiday Inn Express Hotel & Suites The Villages by IHG

18. La Bella Inn

19. Quality Inn & Suites Leesburg Chain of Lakes

20. Royal Inn

Compare popular hotels close to Little Pine Island

Top Little Pine Island Hotel Reviews

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Cozy 2 bedroom house in the historic side of the villages!! golf cart included!

Waterfront Cottage on Haynes Creek

Beautiful House, On the River, Kayaks, Large Dock

Come to The Villages for fun and relaxation !incl golf cart

Charming , Pet friendly home in the countryside .

Lakefront Home on Lake Griffin / Harris chain of lakes and close to the Villages

Cozy Villages Retreat | Pools & Fun

3/2 in The Village of Silver Lake - Spanish Springs

Other attractions near Little Pine Island

Big Pine Island

Palm Island

Harbor Hills Country Club

Emeralda Island

Bull Hammock

Buck Hammock

Bird Island

Emeralda Marsh Conservation Area

Frequently asked questions