Hotels with a Pool in The Villages

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Nov 13 - Nov 14
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Nov 14 - Nov 15
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Nov 13 - Nov 15
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Nov 20 - Nov 22

Hotels with a Pool in The Villages

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

1. The Waterfront Inn

The Waterfront Inn
3.0 star property
Lake Sumter Landing
  • Outdoor pool
  • Pool loungers
  • Hot tub
9.4 out of 10, Exceptional, (1,585 reviews)
Sunshine dances across the inviting outdoor pool, complete with umbrellas and loungers for perfect relaxation. Beyond the refreshing waters, a bubbling hot tub awaits while lake views create a stunning backdrop for this Spanish Springs retreat.
The price is $126
$135 total
includes taxes & fees
Dec 9 - Dec 10
The Waterfront Inn
A rectangular pool with clear blue water, surrounded by a black metal fence. There are lounge chairs and two green umbrellas providing shade.

2. Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages
3.0 star property
Lady Lake
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1,001 reviews)
Poolside paradise awaits with sun-drenched loungers and cooling umbrellas creating the perfect retreat. Steps from shops and restaurants, this meticulously clean hotel offers a refreshing swim before retiring to modern, spacious rooms.
The price is $102
$109 total
includes taxes & fees
Nov 29 - Nov 30
Hampton Inn & Suites Lady Lake/The Villages
A swimming pool with lounge chairs and umbrellas, surrounded by a covered area with a clear view of the sky.

3. Complimentary Golf Cart! Home in The Villages

Complimentary Golf Cart! Home in The Villages
3.0 star property
Lynnhaven
  • Outdoor pool
10.0 out of 10, Exceptional, (1 review)
The price is $100
$336 total
includes taxes & fees
Dec 1 - Dec 2
Complimentary Golf Cart! Home in The Villages
A covered outdoor area with a pool, palm trees, and a tiled floor.

4. The Villages 2BR Vacation Home, Lanai & Golf Cart

The Villages 2BR Vacation Home, Lanai & Golf Cart
3.0 star property
Belvedere
  • Outdoor pool
10.0 out of 10, Exceptional, (5 reviews)
The price is $98
$334 total
includes taxes & fees
Nov 24 - Nov 25
The Villages 2BR Vacation Home, Lanai & Golf Cart
A hotel with a swimming pool, palm trees, and outdoor seating.

5. TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages
3.0 star property
Lady Lake
  • Outdoor pool
  • Hot tub
8.6 out of 10, Excellent, (1,002 reviews)
Sparkling waters beckon at the outdoor oasis, complemented by a rejuvenating hot tub for post-exploration unwinding. Active travelers appreciate the fitness center, barbecue area, and nearby hiking trails for a well-rounded vacation experience.
The price is $87
$97 total
includes taxes & fees
Nov 29 - Nov 30
TownePlace Suites by Marriott at The Villages
A swimming pool with a no diving sign, a lifeguard tower, and a clock on the building.

6. Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages
2.5 star property
Lady Lake
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1,002 reviews)
Swimming sessions await at the inviting outdoor pool, complete with stylish loungers and shade umbrellas. Fitness enthusiasts appreciate the on-site gym, while everyone raves about the comfortable rooms with pillowtop mattresses and premium bedding.
The price is $88
$98 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Suites Lady Lake - The Villages
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building with balconies.

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

Holiday Inn Express Hotel & Suites The Villages by IHG
2.5 star property
Lady Lake
  • Outdoor pool
  • Pool loungers
8.4 out of 10, Very good, (1,001 reviews)
Splash into vacation mode at the inviting outdoor pool, where sun-drenched loungers create perfect relaxation spots. Fitness enthusiasts appreciate the modern gym, while morning energy comes from the consistently praised hot breakfast buffet with numerous options.
The price is $87
$97 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express Hotel & Suites The Villages by IHG
Pool

8. Brownwood Hotel & Spa

Brownwood Hotel & Spa
3.0 star property
Wildwood
  • Outdoor pool
  • Pool loungers
  • Full-service spa
9.8 out of 10, Exceptional, (1,508 reviews)
Swim laps in the fully heated outdoor pool, a guest favorite praised for its spacious design and family-friendly atmosphere. Afterwards, indulge in a rejuvenating massage at the on-site spa or savor Wolfgang Puck cuisine.
The price is $142
$152 total
includes taxes & fees
Nov 29 - Nov 30
Brownwood Hotel & Spa
A rectangular swimming pool with a brick border, surrounded by a fence and greenery.

9. SureStay Plus Hotel by Best Western The Villages

SureStay Plus Hotel by Best Western The Villages
2.5 star property
Lady Lake
  • Outdoor pool
  • Pool loungers
8.2 out of 10, Very good, (884 reviews)
Sparkling outdoor waters await at this freshly remodeled retreat, complete with loungers and umbrellas for sun-soaked days. Furnished balconies extend the outdoor experience, while full breakfast fuels adventures to nearby dining and entertainment.
The price is $71
$79 total
includes taxes & fees
Nov 29 - Nov 30
SureStay Plus Hotel by Best Western The Villages
A swimming pool with yellow chairs and a covered seating area.

10. Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages
3.0 star property
Wildwood
  • Outdoor pool
9.6 out of 10, Exceptional, (460 reviews)
Swim laps in the refreshing outdoor pool at this welcoming Wildwood retreat near The Villages. Mornings begin with a complimentary breakfast buffet, while thoughtfully designed rooms with sofa beds accommodate families comfortably.
The price is $110
$118 total
includes taxes & fees
Nov 22 - Nov 23
Home2 Suites by Hilton Wildwood the Villages
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

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

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
3.0 star property
Lady Lake
  • Outdoor pool
8.4 out of 10, Very good, (1,014 reviews)
Splash into vacation mode at the outdoor swimming oasis, surrounded by lush gardens and playground fun. Helpful staff ensure a peaceful stay while guests enjoy complimentary continental breakfast before water adventures begin.
The price is $73
$81 total
includes taxes & fees
Nov 29 - Nov 30
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
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.

12. Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages
2.5 star property
Wildwood
  • Outdoor pool
  • Pool loungers
8.6 out of 10, Excellent, (1,003 reviews)
Poolside relaxation awaits at this spotless countryside retreat, where the outdoor swimming area features comfortable loungers and exceptional service. Guests love the quiet atmosphere, delicious breakfast buffet, and pet-friendly amenities.
The price is $94
$101 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn & Suites Wildwood - The Villages
A swimming pool with lounge chairs, palm trees, and a building with a balcony.

13. Hotel Eastport

Hotel Eastport
2.0 star property
Wildwood
  • Outdoor pool
9.6 out of 10, Exceptional, (306 reviews)
The price is $104
$112 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Eastport
A motel with a swimming pool, white railings, and a fenced deck area.

14. Quality Suites Wildwood - The Villages

Quality Suites Wildwood - The Villages
2.5 star property
Wildwood
  • Outdoor pool
  • Pool loungers
7.8 out of 10, Good, (717 reviews)
Pool enthusiasts dive into vacation mode at the pristine outdoor swimming area, complete with comfortable sun loungers. This quiet hotel delights with spacious, clean rooms, exceptional staff service, and pet-friendly accommodations that create the perfect villages getaway.
The price is $75
$80 total
includes taxes & fees
Dec 3 - Dec 4
Quality Suites Wildwood - The Villages
A hotel with a swimming pool, picnic tables, and umbrellas.

15. Days Inn by Wyndham Wildwood I-75

Days Inn by Wyndham Wildwood I-75
2.0 star property
Wildwood
  • Outdoor pool
  • Pool loungers
7.0 out of 10, Good, (927 reviews)
Swimming sessions shine at this immaculately maintained outdoor pool, where sun loungers and shady umbrellas create ideal relaxation zones. Friendly staff provide exceptional service throughout the grounds, which include a playground and barbecue area for family fun.
The price is $73
$81 total
includes taxes & fees
Nov 15 - Nov 16
Days Inn by Wyndham Wildwood I-75
A hotel with a swimming pool, outdoor seating, and a clear sky.

16. Hampton Inn & Suites Ocala - Belleview

Hampton Inn & Suites Ocala - Belleview
2.5 star property
Ocala
  • Outdoor pool
9.0 out of 10, Wonderful, (1,001 reviews)
Crystal-clear waters beckon at the outdoor pool area, providing a refreshing escape after exploring nearby hiking trails and golf courses. Comfortable rooms with plush beds and spotless bathrooms ensure a restful stay at this quiet, well-maintained property.
The price is $101
$113 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Ocala - Belleview
A swimming pool with a white fence, blue chairs, and a building with a yellow and grey facade.

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

Holiday Inn Express & Suites Wildwood The Villages by IHG
3.5 star property
Wildwood
  • Outdoor pool
9.4 out of 10, Exceptional, (1,001 reviews)
Dive into vacation bliss with a refreshing swim in the sparkling outdoor pool after enjoying the complimentary breakfast buffet. Beyond the pristine waters, guests rave about ultra-clean rooms, extremely comfortable beds, and consistently friendly 24-hour service.
The price is $95
$102 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express & Suites Wildwood The Villages by IHG
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.

18. Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites
2.5 star property
Leesburg
  • Outdoor pool
  • Pool loungers
  • Hot tub
8.4 out of 10, Very good, (999 reviews)
Splash into vacation mode at the refreshing outdoor pool, complete with comfortable loungers and a soothing hot tub. Clean, comfortable rooms and a helpful staff create the perfect backdrop for a relaxing getaway at this quiet hotel.
The price is $86
$95 total
includes taxes & fees
Nov 29 - Nov 30
Best Western Plus Chain of Lakes Inn & Suites
A swimming pool with a red and yellow building in the background.

19. Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida
3.0 star property
Leesburg
  • Outdoor pool
  • Pool loungers
6.8 out of 10, Good, (837 reviews)
Poolside paradise awaits with comfortable loungers surrounding a sparkling outdoor oasis, open from 9 AM to 9 PM daily. After a swim, guests can explore nearby lakes or work out in the 24-hour fitness center.
The price is $59
$65 total
includes taxes & fees
Nov 23 - Nov 24
Wingate by Wyndham Leesburg Florida
A swimming pool with a brick deck, surrounded by a metal fence and lounge chairs.

20. Sleep Inn and Suites - Ocala / Belleview

Sleep Inn and Suites - Ocala / Belleview
2.5 star property
Ocala
  • Outdoor pool
  • Pool loungers
8.0 out of 10, Very good, (1,001 reviews)
Poolside pleasures await at this tranquil retreat, where sun-drenched loungers surround a sparkling outdoor pool. Guests appreciate the remarkably quiet atmosphere despite highway proximity, with hiking trails and golfing adventures just moments away.
The price is $65
$73 total
includes taxes & fees
Dec 7 - Dec 8
Sleep Inn and Suites - Ocala / Belleview
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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Discover your perfect hotel with a pool in The Villages

Breakfast included
Hot tub

Top neighborhoods in The Villages

Two blue boats docked at a pier with a lighthouse in the background.
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

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.

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

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.

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.

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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About the destination

The Villages is a friendly locale known for its restaurants. Plan a fun excursion to Nancy Lopez Legacy Golf & Country Club and Glenview Champions Country Club while here. While you're in town, don't miss a chance to see sights like The Villages Market Square and Lake Sumter.