Hotels with a Pool in The Villages

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Hotels with a Pool in The Villages

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

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

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

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

1. The Waterfront Inn

Lake Sumter Landing

Outdoor pool
Pool loungers
Hot tub

$121

$129 total

includes taxes & fees

Nov 2 - Nov 3

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

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.'

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

2. TownePlace Suites by Marriott at The Villages

Lady Lake

Outdoor pool
Hot tub

$87

$97 total

includes taxes & fees

Nov 2 - Nov 3

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

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 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.

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

Lady Lake

Outdoor pool
Pool loungers

$93

$103 total

includes taxes & fees

Oct 25 - Oct 26

A spacious lobby with a large chandelier, leather armchairs, and a central seating area.

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

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

4. Brownwood Hotel & Spa

Wildwood

Outdoor pool
Pool loungers
Full-service spa

$137

$147 total

includes taxes & fees

Oct 19 - Oct 20

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.

5. Comfort Suites Lady Lake - The Villages

Lady Lake

Outdoor pool
Pool loungers

$86

$95 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

6. Comfort Inn & Suites Wildwood - The Villages

Wildwood

Outdoor pool
Pool loungers

$80

$85 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

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

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

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

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

Lady Lake

Outdoor pool

$77

$85 total

includes taxes & fees

Nov 2 - Nov 3

A rectangular swimming pool with a brick border, surrounded by a fence and greenery.

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

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

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

8. SureStay Plus Hotel by Best Western The Villages

Lady Lake

Outdoor pool
Pool loungers

$71

$79 total

includes taxes & fees

Oct 20 - Oct 21

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

9. Best Western Plus Chain of Lakes Inn & Suites

Leesburg

Outdoor pool
Pool loungers
Hot tub

$99

$110 total

includes taxes & fees

Oct 19 - Oct 20

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.

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

10. Wingate by Wyndham Leesburg Florida

Leesburg

Outdoor pool
Pool loungers

$59

$65 total

includes taxes & fees

Nov 1 - Nov 2

A hotel with a swimming pool, picnic tables, and umbrellas.

A hotel room with two beds, a nightstand with a lamp, and a wall-mounted painting of a pier and sunset.

A restaurant interior with wooden tables and chairs, recessed lighting, and a modern ceiling design.

A bathroom with a granite countertop, a sink, a mirror, a toilet, and a shower with a curtain.

11. Days Inn by Wyndham Wildwood I-75

Wildwood

Outdoor pool
Pool loungers

$73

$84 total

includes taxes & fees

Oct 20 - Oct 21

A motel with a swimming pool, white railings, and a fenced deck area.

A compact living space with a sofa, a small table, a built-in TV shelf, and a refrigerator.

A kitchenette with a refrigerator, a coffee machine, and a microwave.

A modern kitchen with a coffee machine, a fruit bowl, and a coffee dispenser.

12. Quality Suites Wildwood - The Villages

Wildwood

Outdoor pool
Pool loungers

$75

$80 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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

A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and multiple floors.

13. Holiday Inn Express & Suites Wildwood The Villages by IHG

Wildwood

Outdoor pool

$91

$97 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with lounge chairs, palm trees, and a building with a balcony.

A hotel room with two beds, a desk, a chair, a TV, and a view of the water.

A modern bar area with a long counter, multiple bar stools, and a view through large windows.

A hotel with a modern design, featuring a large glass facade and a reflection in the water.

14. Hotel Eastport

Wildwood

Outdoor pool

$159

$170 total

includes taxes & fees

Oct 19 - Oct 20

A swimming pool with a brick deck, surrounded by a metal fence and lounge chairs.

A hotel lobby with a seating area, a reception desk, and a wall with framed awards.

A reception area with a wooden counter, a sign reading "Sleep Inn," and a large glass door leading outside.

A restaurant with wooden tables and chairs, a counter with coffee machines, and a view of greenery outside.

15. Sleep Inn and Suites - Ocala / Belleview

Ocala

Outdoor pool
Pool loungers

$65

$73 total

includes taxes & fees

Nov 9 - Nov 10

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

A modern bathroom with a glass shower enclosure, two vessel sinks, and a large mirror.

A spacious lobby with a large mural of horses, a reception desk, and seating areas.

A covered outdoor area with a stone wall, wooden benches, and a white fence.

16. Equus Inn Ocala

Ocala

Outdoor pool

$77

$85 total

includes taxes & fees

Oct 21 - Oct 22

A hotel room with a large bed, a desk, a chair, a small table, and artwork on the walls.

A hotel lobby with a reception desk, seating area, and a large window with curtains.

A modern hotel lobby with multiple seating areas, a reception desk, and a view of the city through large windows.

A compact hotel room with a large bathtub, a kitchenette, a dining area, and a window with curtains.

17. Microtel Inn & Suites by Wyndham Ocala

Ocala

Outdoor pool
Pool loungers

$46

$66 total

includes taxes & fees

Oct 20 - Oct 21

A pool area with lounge chairs and umbrellas, surrounded by trees and covered structures.

A bedroom with a wooden bed, floral bedding, two bedside tables with lamps, a mirror on the wall, and a door leading to another room.

A modern outdoor seating area with a wicker sectional sofa, a wooden coffee table, and a large umbrella.

A dining area with a white table and chairs, a vase with flowers, and a kitchen visible through an archway.

18. Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Collier

Outdoor pool

$148

$374 total

includes taxes & fees

Oct 19 - Oct 20

A swimming pool with lounge chairs and a patio area.

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 room with a bed, a desk with a chair, a kitchenette, a sofa, and a TV mounted on the wall.

19. TownePlace Suites by Marriott Leesburg

Leesburg

Outdoor pool

$116

$129 total

includes taxes & fees

Oct 25 - Oct 26

A person floating on a pink inflatable ring in a pool.

A modern living room with a grey sectional sofa, wooden shelves, a fireplace, and a staircase with patterned carpet.

A multi-story hotel with a flat roof and a sign reading "Country Inn & Suites by Capison."

A modern hotel room with a living area, red armchairs, a flat-screen TV, a kitchen with a microwave, and a large window.

20. Country Inn & Suites by Radisson, Ocala Southwest

Ocala

Indoor pool

$72

$80 total

includes taxes & fees

Oct 20 - Oct 21

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Discover your perfect hotel with a pool in The Villages

Breakfast included

Hot tub

Spa

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Top neighborhoods in The Villages

Two blue boats docked at a pier with a lighthouse in the background.

A yellow golf cart on a paved road with palm trees and a body of water in the background.

A row of golf carts parked on a street with trees and buildings in the background.

A vintage blue car with white racing stripes parked on a street.

A vintage red car decorated with Christmas ornaments and a green dragon figure.

Lake Sumter Landing

Lake Sumter Landing offers a charming New England-style waterfront escape with cobblestone streets completely free of car traffic. The picturesque man-made lake features a lighthouse centerpiece, while the town square comes alive with nightly entertainment under twinkling lights. Boutique shops and waterside restaurants create a perfect backdrop for leisurely strolls through this pedestrian paradise. Dining options focus on casual American fare and seafood with beautiful lake views from outdoor seating areas. No hotels exist within the pedestrian zone itself, but nearby accommodations are easily reached. Golf cart accessibility and perimeter parking lots make getting around simple while maintaining the peaceful, car-free atmosphere.

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A golf course with sand bunkers, trees, and residential areas.

A golf course with sand bunkers, trees, and a clear sky.

Virginia Trace

Virginia Trace offers a laid-back slice of retirement paradise in The Villages community. Golf cart paths wind between Mediterranean-style homes and manicured landscapes. While the neighborhood itself is purely residential, you're just a short ride from The Villages Market Square and several country clubs. Days revolve around community pools, golf courses, and peaceful walking trails. Visitors typically stay in private vacation rentals with access to community amenities. Getting around is easiest by golf cart, the preferred local transportation. For dining and shopping, you'll need to venture to the nearby town squares where restaurants and stores await.

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A pathway lined with palm trees and a building with a red roof in the background.

Duval

Duval offers a laid-back slice of life in The Villages retirement community. Golf carts buzz along dedicated paths between Cane Garden Country Club and lush green spaces. Community centers host hobby groups and activities designed for the 55+ crowd who've made this Mediterranean-style neighborhood their playground. Active adults love the meticulously landscaped common areas and recreational facilities. Dining spots cater to early-bird appetites with reliable American fare at moderate prices. Accommodation options focus on vacation rentals and condos with senior-friendly features like screened porches. Getting around is a breeze with golf carts, though limited public transit means having a vehicle is helpful for exploring nearby attractions like The Villages Market Square.

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Sunset Pointe

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Bonita

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Top landmarks in The Villages

The Villages Market Square

9.2/10 (669 reviews)

If you want to give your credit card some exercise, head out to The Villages Market Square in Lake Sumter Landing.

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Nancy Lopez Legacy Golf & Country Club

9.0/10 (70 reviews)

You might want to practice your swing at Nancy Lopez Legacy Golf & Country Club, a golf course located 3.2 mi (5.2 km) from central The Villages. If Nancy Lopez Legacy Golf & Country Club doesn't quite scratch your golfing itch, Glenview Champions Country Club, and Orange Blossom Hills Golf & Country Club are also nearby.

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Glenview Champions Country Club

9.0/10 (43 reviews)

You might want to practice your swing at Glenview Champions Country Club, a golf course located 1.6 mi (2.5 km) from central The Villages. If Glenview Champions Country Club doesn't quite scratch your golfing itch, Nancy Lopez Legacy Golf & Country Club, and Orange Blossom Hills Golf & Country Club are also nearby.

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Lake Sumter

Lake Sumter is 2.2 mi (3.6 km) from central The Villages, why not stop by during your stay.

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Cane Garden Country Club

9.0/10 (55 reviews)

You might want to practice your swing at Cane Garden Country Club, a golf course located 2.5 mi (4.1 km) from central The Villages. If Cane Garden Country Club doesn't quite scratch your golfing itch, Glenview Champions Country Club, and Continental Country Club are also nearby.

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