Hotels with a Pool in Lady Lake

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Top 5 Hotels with a Pool in Lady Lake at a glance

Comfort Suites Lady Lake - The Villages — 2.5-star hotel in Lady Lake. Guest rating: 9.0/10 — Wonderful.
Holiday Inn Express Hotel & Suites The Villages by IHG — 2.5-star hotel in Lady Lake. Guest rating: 8.4/10 — Very Good.
TownePlace Suites by Marriott at The Villages — 3-star hotel in Lady Lake. Guest rating: 8.6/10 — Excellent.
SureStay Plus Hotel by Best Western The Villages — 2.5-star hotel in Lady Lake. Guest rating: 8.2/10 — Very Good.
Microtel Inn & Suites by Wyndham Lady Lake/The Villages — 3-star hotel in Lady Lake. Guest rating: 8.2/10 — Very Good.

Hotels with a Pool in Lady Lake

A swimming pool with a no diving sign, a lifeguard tower, and a clock on the building.

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.

Comfort Suites Lady Lake - The Villages

Lady Lake

Outdoor pool
Pool loungers

$84

$93 total

includes taxes & fees

Sep 1 - Sep 2

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

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

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

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

Holiday Inn Express Hotel & Suites The Villages by IHG

Lady Lake

Outdoor pool
Pool loungers

$87

$97 total

includes taxes & fees

Sep 23 - Sep 24

A hotel with a swimming pool, palm trees, and outdoor seating.

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

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

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

TownePlace Suites by Marriott at The Villages

Lady Lake

Outdoor pool
Hot tub

$79

$88 total

includes taxes & fees

Sep 6 - Sep 7

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

SureStay Plus Hotel by Best Western The Villages

Lady Lake

Outdoor pool
Pool loungers

$63

$70 total

includes taxes & fees

Aug 31 - Sep 1

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 hotel with a covered parking area and multiple vehicles parked.

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

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Lady Lake

Outdoor pool

$74

$82 total

includes taxes & fees

Sep 9 - Sep 10

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

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 hotel room with a large bed, a desk with a computer, a chair, a sofa, and a balcony with a view.

The Waterfront Inn

Lake Sumter Landing

Outdoor pool
Pool loungers
Hot tub

$106

$113 total

includes taxes & fees

Sep 2 - Sep 3

Shire Village

Ocala

Outdoor pool

$131

$413 total

includes taxes & fees

Sep 1 - Sep 2

A rectangular pool with clear blue water, surrounded by a black metal fence. There are lounge chairs and two green umbrellas providing shade.

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.

Hampton Inn & Suites Lady Lake/The Villages

Lady Lake

Outdoor pool
Pool loungers

$89

$96 total

includes taxes & fees

Sep 6 - Sep 7

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

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

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

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

Home2 Suites by Hilton Wildwood the Villages

Wildwood

Outdoor pool

$96

$102 total

includes taxes & fees

Sep 6 - Sep 7

A swimming pool with a white fence, blue chairs, and a building with a yellow and grey facade.

A modern office space with a reception desk, a seating area with a sofa, and a computer setup with a printer.

A modern hotel reception area with a reception desk, seating area, and a view of the lobby.

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

Holiday Inn Express & Suites Wildwood The Villages by IHG

Wildwood

Outdoor pool

$83

$89 total

includes taxes & fees

Sep 23 - Sep 24

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 bathroom with a granite countertop, a sink, a mirror, and a shower visible through the door.

A hotel lobby with seating areas, a coffee station, and a decorative ceiling.

Best Western Plus Chain of Lakes Inn & Suites

Leesburg

Outdoor pool
Pool loungers
Hot tub

$95

$105 total

includes taxes & fees

Aug 27 - Aug 28

A restaurant with wooden ceiling, chandeliers, and large windows. Tables are set with wine glasses and plates.

A spacious lobby with a grand chandelier, patterned carpets, and classic furniture.

A corridor with glass doors leading to a room, stone walls, and wooden beams.

Brownwood Hotel & Spa

Wildwood

Outdoor pool
Pool loungers
Full-service spa

$110

$118 total

includes taxes & fees

Sep 1 - Sep 2

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.

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

TownePlace Suites by Marriott Leesburg

Leesburg

Outdoor pool

$96

$107 total

includes taxes & fees

Aug 30 - Aug 31

A swimming pool with a 5 ft 1.5 m depth marking, surrounded by lounge chairs and a fence, with a building in the background.

A hotel room with two beds, a blue sofa, a wooden coffee table, and a desk with a lamp.

A bathroom with a sink, toilet, and bathtub. There are towels and a mirror.

A hotel with a 'Comfort' sign, a covered entrance, and a well-maintained lawn.

Comfort Inn & Suites Wildwood - The Villages

Wildwood

Outdoor pool
Pool loungers

$75

$80 total

includes taxes & fees

Sep 23 - Sep 24

A rectangular pool with a blue border, surrounded by palm trees and lounge chairs.

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.

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.

Quality Inn & Suites Leesburg Chain of Lakes

Leesburg

Outdoor pool

$56

$63 total

includes taxes & fees

Sep 13 - Sep 14

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.

A view from a balcony overlooking a marina with parked cars, a pool, and a building with a covered patio.

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

The Citrus on the Lake

Tavares

Outdoor pool

$89

$99 total

includes taxes & fees

Aug 27 - Aug 28

A pool area with lounge chairs, a central pool, and potted plants.

An outdoor dining area with tables set for a meal, surrounded by arches and potted plants.

A modern restaurant with wooden flooring, bar seating, and a high ceiling with exposed beams.

A golf course with a pond, surrounded by lush greenery and trees.

Mission Resort and Club

Howey-in-the-Hills

Outdoor pool
Poolside bar
Pool cabanas
Hot tub

$103

$147 total

includes taxes & fees

Aug 27 - Aug 28

A bathroom with a sink, mirror, toilet, and a framed picture on the wall.

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

A Hampton Inn by Hilton hotel with a modern facade, large entrance canopy, and well-maintained landscaping.

Hampton Inn Leesburg/Tavares

Leesburg

Outdoor pool

$98

$109 total

includes taxes & fees

Sep 6 - Sep 7

A swimming pool with a red and yellow building in the background.

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a large pillar.

A glass-enclosed shower stall with a white interior, a towel rack with a towel, and a small bottle of shampoo.

Wingate by Wyndham Leesburg Florida

Leesburg

Outdoor pool
Pool loungers

$59

$65 total

includes taxes & fees

Sep 6 - Sep 7

A hotel with a swimming pool, white fence, and palm trees.

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

A buffet with labeled food stations including omelets and cheese.

A swimming pool with a white fence, lounge chairs, and umbrellas.

Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG

Tavares

Outdoor pool

$93

$103 total

includes taxes & fees

Aug 30 - Aug 31

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Discover your perfect hotel with a pool in Lady Lake

Breakfast included

Hot tub

4 stars

5 stars

Spa

Hotels with pools and free breakfast in Lady Lake

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

TownePlace Suites by Marriott at The Villages

Lady Lake

$79

$88 total

includes taxes & fees

Sep 6 - Sep 7

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

Comfort Suites Lady Lake - The Villages

Lady Lake

$84

$93 total

includes taxes & fees

Sep 1 - Sep 2

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.

Holiday Inn Express Hotel & Suites The Villages by IHG

Lady Lake

$87

$97 total

includes taxes & fees

Sep 23 - Sep 24

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

SureStay Plus Hotel by Best Western The Villages

Lady Lake

$63

$70 total

includes taxes & fees

Aug 31 - Sep 1

A hotel with a parking lot, several parked cars, and a white truck.

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Lady Lake

$74

$82 total

includes taxes & fees

Sep 9 - Sep 10

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 neighborhoods in Lady Lake

A calm lake with a lighthouse, trees, and a clear sky.

Santo Domingo

Santo Domingo offers a peaceful retreat within The Villages retirement community, with quiet streets perfect for morning strolls and relaxation. Golf enthusiasts will appreciate easy access to Orange Blossom Hills Golf & Country Club, while Spanish Springs Town Square provides shopping and entertainment just a short golf cart ride away. The neighborhood's Mediterranean-inspired homes and manicured landscapes create a resort-like atmosphere. Getting around is easiest with a personal vehicle or rental golf cart, as public transit options are limited. Most visitors stay in vacation rental homes with screened porches and single-story layouts. While there are no restaurants within Santo Domingo itself, nearby Villages town centers offer plenty of dining options for hungry travelers.

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Del Mar

Lady Lake's Del Mar neighborhood welcomes you with its peaceful streets lined with Mediterranean-style homes and swaying palm trees. Golf cart culture rules here, where you'll spot locals zipping between Spanish Springs Town Square and nearby golf clubs. Bird songs and blooming jasmine create a sensory backdrop for morning walks along wide, uncrowded sidewalks. This residential haven offers vacation rentals with private pools as your home base. You'll need a car to reach dining options in The Villages or to visit the Grand Oaks Resort and Carriage Museum. The neighborhood's authentic suburban Florida lifestyle makes it perfect for travelers seeking a quiet retreat from tourist crowds.

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A swampy forest with tall trees and dense vegetation.

Silver Lake

Silver Lake is a peaceful residential community where Florida's natural beauty takes center stage. Small neighborhood parks and quiet streets lined with well-maintained homes create the perfect low-key escape from busier tourist areas. Nature lovers can explore oak hammocks and wetland trails while catching glimpses of native birds and wildlife just steps from their door. Budget-conscious travelers will appreciate the affordable vacation rentals and bed-and-breakfasts with private pools and Florida rooms. While dining options are limited within Silver Lake itself, nearby Lady Lake and Leesburg offer plenty of restaurants just a short drive away.

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A clock tower with a red roof and white walls, surrounded by tall palm trees against a clear blue sky.

El Cortez

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An aerial view of a lake surrounded by residential areas and dense forests.

Mira Mesa

Lady Lake's Mira Mesa neighborhood gives travelers a genuine taste of Florida suburban living. The area serves as a peaceful home base for exploring central Florida attractions like Spanish Springs Town Square and The Villages Market Square. Golf enthusiasts can tee off at Orange Blossom Hills Golf & Country Club while entertainment awaits at Fiesta Bowl and Spanish Springs Lanes. The dining scene features budget-friendly chain restaurants and casual family establishments. Accommodation options include affordable vacation rental homes and motels with basic amenities. A car is essential for getting around since public transit is limited, but you'll find wide streets with ample parking throughout this quiet residential haven.

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Top landmarks in Lady Lake

A park with a large tree, a gazebo, and a cannon.

Spanish Springs Town Square

9.0/10 (539 reviews)

If you like shopping, take time out to go to Spanish Springs Town Square when in Lady Lake.

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

Big Pine Island

Big Pine Island is 5.4 mi (8.7 km) from central Lady Lake, why not stop by during your stay.

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Orange Blossom Hills Golf & Country Club

8.8/10 (60 reviews)

You might want to practice your swing at Orange Blossom Hills Golf & Country Club, a golf course located 2.7 mi (4.4 km) from central Lady Lake. If Orange Blossom Hills Golf & Country Club doesn't quite scratch your golfing itch, Glenview Champions Country Club, and Nancy Lopez Legacy Golf & Country Club are also nearby.

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Harbor Hills Country Club

8.0/10 (26 reviews)

You might want to practice your swing at Harbor Hills Country Club, a golf course located 4.2 mi (6.7 km) from central Lady Lake. If Harbor Hills Country Club doesn't quite scratch your golfing itch, Lakes Of Lady Lake Golf Club is also nearby.

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Little Pine Island

Little Pine Island is 5.3 mi (8.5 km) from central Lady Lake, why not stop by during your stay.

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Lakes Of Lady Lake Golf Club

8.2/10 (16 reviews)

You might want to play some rounds at Lakes Of Lady Lake Golf Club, located 2.2 mi (3.5 km) from central Lady Lake. If Lakes Of Lady Lake Golf Club doesn't quite scratch your golfing itch, Orange Blossom Hills Golf & Country Club, and Glenview Champions Country Club are also nearby.

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Uncle Donald's Farm

8.6/10 (14 reviews)

Travelers who enjoy the great outdoors might want to go to Uncle Donald's Farm, located 1.7 mi (2.7 km) from central Lady Lake. If you'd also like to explore some of the parks in Lady Lake, head to Lake Okahumpka Park and Venetian Gardens.

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Spanish Springs Lanes

Spanish Springs Lanes is 2.2 mi (3.6 km) from central Lady Lake, why not stop by during your stay.

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