Hotels with a Pool in Wildwood

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Hotels with a Pool in Wildwood

1. 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, (1,007 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 $97
$104 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Wildwood The Villages by IHG

2. 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, (1,001 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 10 - Dec 11
Comfort Inn & Suites Wildwood - The Villages

3. 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, (459 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

4. Brownwood Hotel & Spa

Brownwood Hotel & Spa
3.0 star property
Wildwood
  • Outdoor pool
  • Pool loungers
  • Full-service spa
9.8 out of 10, Exceptional, (1,502 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

5. 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 1 - Dec 2
Quality Suites Wildwood - The Villages

6. 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

7. Hotel Eastport

Hotel Eastport
2.0 star property
Wildwood
  • Outdoor pool
9.6 out of 10, Exceptional, (305 reviews)
The price is $104
$112 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Eastport

8. 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, (1,579 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

9. 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, (1,000 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 $101
$108 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn & Suites Lady Lake/The Villages

10. 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, (1,000 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

11. 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, (1,000 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

12. 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
Dec 6 - Dec 7
SureStay Plus Hotel by Best Western The Villages

13. 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, (1,007 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 $93
$103 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express Hotel & Suites The Villages by IHG

14. 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, (1,012 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

15. 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, (1,002 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

16. 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, (836 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

17. 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

18. 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, (1,000 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 1 - Dec 2
Sleep Inn and Suites - Ocala / Belleview

19. Hampton Inn & Suites Ocala - Belleview

Hampton Inn & Suites Ocala - Belleview
2.5 star property
Ocala
  • Outdoor pool
9.0 out of 10, Wonderful, (1,005 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 17 - Nov 18
Hampton Inn & Suites Ocala - Belleview

20. Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes
2.5 star property
Leesburg
  • Outdoor pool
6.6 out of 10, Good, (560 reviews)
Sunlight dances across the sparkling outdoor pool, creating a refreshing retreat after exploring Leesburg. Friendly staff deliver exceptional service while guests enjoy the terrace, picnic area, and complimentary continental breakfast each morning.
The price is $67
$75 total
includes taxes & fees
Nov 23 - Nov 24
Quality Inn & Suites Leesburg Chain of Lakes
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.

Discover your perfect hotel with a pool in Wildwood

Hotels with pools and free breakfast in Wildwood

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.

Top neighborhoods in Wildwood

Fernandina

Fernandina offers a peaceful retreat from Florida's buzzing tourist hubs while keeping you perfectly positioned for adventure. This quiet residential corner of Wildwood serves up authentic suburban living with easy access to nearby lakes and country clubs. Highway connections to I-75 and Florida's Turnpike make this an ideal base camp for exploring central Florida's attractions. Budget-friendly chain restaurants and modest accommodations keep your wallet happy while you're here. Getting around requires wheels of your own, but that freedom lets you easily visit Lake Griffin State Park or The Villages Market Square just a short drive away.

Collier

Collier offers a peaceful retreat from Wildwood's tourist bustle with quiet residential streets and family-friendly spaces. You won't find flashy attractions here, just authentic suburban Florida living—perfect for travelers who value breathing room and local vibes. Nearby Lake Okahumpka Park and Brownwood Paddock Square deliver outdoor fun and entertainment when you're ready to venture out. Most homes here come with private pools, and budget-friendly vacation rentals give you more bang for your buck than resort areas. You'll need a car to explore since dining options are limited to casual spots and chain restaurants. The neighborhood's wide sidewalks make morning walks a pleasure while golf courses and natural areas wait just a short drive away.

Gilchrist

Gilchrist offers a laid-back coastal escape where beach time trumps everything else. This quiet Gulf of Mexico community lets you swap tourist crowds for peaceful shorelines and simple pleasures. Take sunrise walks collecting seashells, enjoy afternoon swims in clear waters, or catch spectacular sunsets from your beach cottage porch. Vacation rentals with full kitchens and Gulf views make up most accommodations, offering better value than fancy Florida beach resorts. While local dining options are limited, the trade-off is worth it for travelers seeking uncrowded beaches and authentic coastal charm just a short drive from Wildwood's attractions.

Dunedin

Dunedin charms visitors with its Scottish heritage and coastal beauty. Stroll along Main Street to discover tartan-adorned storefronts and local craft breweries. The historic train depot anchors downtown, while nearby Honeymoon Island offers sugar-white beaches and crystal-clear Gulf waters just minutes away. The Pinellas Trail provides 47 miles of scenic paths for cycling enthusiasts. Downtown Dunedin remains refreshingly walkable with boutique shops and waterfront dining options featuring fresh grouper sandwiches. Accommodations range from cozy bed & breakfasts to waterfront condos. A free seasonal trolley connects to Clearwater Beach, though having a car helps explore the stunning state parks and island beaches.

Charlotte

Charlotte's quiet residential streets make it a perfect budget-friendly home base for exploring central Florida. You'll find peaceful surroundings and easy access to nearby attractions like Lake Deaton and Lake Griffin State Park. The neighborhood connects to major highways, putting Orlando's excitement and The Villages' charm within easy reach. Dining options are limited within Charlotte itself, so plan to drive 10-15 minutes to Wildwood for restaurants. Vacation rentals and modest motels offer family-friendly accommodations with pools and basic amenities. A car is essential for getting around this laid-back suburban retreat.

Top landmarks in Wildwood

About the destination

If you're looking to discover somewhere new, look no further than Wildwood. Whether you're planning to stay for a night or for the week, the area around Wildwood has accommodations to fit every need. Search for hotels in Wildwood with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Wildwood hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Wildwood hotel deals are here with our lowest price guarantee.