Find Hotels with a Pool in Howey-in-the-Hills, FL

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Howey-in-the-Hills Hotels with a Pool

Our top choices for Howey-in-the-Hills hotels with a pool

Reception hall

Mission Resort and Club

Mission Resort and Club
4.0 star property
Howey-in-the-Hills
8.8 out of 10, Excellent, (818 reviews)
  • cleanliness
    Soak up the sun at this Florida hotel with a refreshing outdoor pool and poolside bar.
$157 nightly
The price is $174
May 24 - May 25
Total with taxes and fees
Mission Resort and Club
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages
3.0 star property
Lady Lake
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Splash into luxury at the village's poolside paradise with comfortable loungers and cooling waters.
$96 nightly
The price is $103
May 31 - Jun 1
Total with taxes and fees
Hampton Inn & Suites Lady Lake/The Villages
Outdoor pool, pool umbrellas, sun loungers

Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages
2.5 star property
Lady Lake
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Dive into poolside bliss with umbrella-shaded loungers at this Lady Lake hotel with fitness center.
$88 nightly
The price is $98
Jun 1 - Jun 2
Total with taxes and fees
Comfort Suites Lady Lake - The Villages
Outdoor pool

Hampton Inn By Hilton Ocoee Orlando

Hampton Inn By Hilton Ocoee Orlando
2.5 star property
Ocoee
9.4 out of 10, Exceptional, (466 reviews)
  • cleanliness
    Dive into poolside paradise at this hotel with a refreshing outdoor oasis and sunshine galore.
$97 nightly
The price is $109
May 31 - Jun 1
Total with taxes and fees
Hampton Inn By Hilton Ocoee Orlando
Outdoor pool, sun loungers

Comfort Inn & Suites Tavares North

Comfort Inn & Suites Tavares North
2.5 star property
Tavares
8.2 out of 10, Very Good, (1,005 reviews)
  • cleanliness
    Scenic outdoor pool creates perfect relaxation spot with comfortable loungers for soaking up Florida sunshine during your stay.
$94 nightly
The price is $104
May 19 - May 20
Total with taxes and fees
Comfort Inn & Suites Tavares North
Outdoor pool

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
3.0 star property
Lady Lake
8.2 out of 10, Very Good, (1,006 reviews)
  • cleanliness
    Escape to a poolside paradise at this rural retreat with refreshing outdoor swimming and a sunny garden area to relax in style.
$81 nightly
The price is $90
May 18 - May 19
Total with taxes and fees
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
Outdoor pool

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG
3.5 star property
Wildwood
9.4 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Dive into pool bliss at this hotel with a sunny outdoor oasis and 24-hour fitness center.
$91 nightly
The price is $97
Jun 14 - Jun 15
Total with taxes and fees
Holiday Inn Express & Suites Wildwood The Villages by IHG
Outdoor pool, pool umbrellas, sun loungers

Brownwood Hotel & Spa

Brownwood Hotel & Spa
3.0 star property
Wildwood
9.8 out of 10, Exceptional, (1,179 reviews)
  • cleanliness
    Splash in a sun-soaked Florida pool with loungers and umbrellas at this relaxing hotel.
$115 nightly
The price is $123
Jun 2 - Jun 3
Total with taxes and fees
Brownwood Hotel & Spa
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers

The Waterfront Inn

The Waterfront Inn
3.0 star property
Lake Sumter Landing
9.2 out of 10, Wonderful, (1,396 reviews)
  • cleanliness
    Sunshine dances across the tranquil waters of the outdoor pool, where relaxation awaits under umbrellas with stunning lake views.
$120 nightly
The price is $128
May 21 - May 22
Total with taxes and fees
The Waterfront Inn
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.
View all properties

Choose what matters most at hotels with a pool in Howey-in-the-Hills

Breakfast included
4 stars

Top Howey-in-the-Hills Hotel Reviews

The Waterfront Inn

The Waterfront Inn

8/10 Good
"Nice stay, close to everything."
Michael 2-night trip
Posted 11 hours ago
The Waterfront Inn

Frequently asked questions

What are the best hotels in Howey-In-The-Hills with outdoor pools?
Mission Resort and Club stands out as a premier destination in Howey-In-The-Hills, boasting a delightful outdoor pool that invites relaxation under the Florida sun. Rated 8.8 by guests, this 4-star resort is not just about the pool; it offers a range of amenities that cater to both adventure seekers and those looking for leisure.

Families will appreciate the friendly and amazing staff who go above and beyond to ensure a memorable stay. The comfortable rooms provide a welcoming retreat after a day of exploring the beautiful surroundings. For those who enjoy golf, the resort features an onsite golf course complete with golf lessons, a driving range, and optional golf privileges, making it a superb choice for golf enthusiasts.

Additionally, the poolside bar is a fantastic spot to unwind with refreshing drinks, while the resort's food options have received high praise for their quality.
How much does a hotel with outdoor pool in Howey-In-The-Hills cost?
Enjoy staying in a hotel in Howey-In-The-Hills with an outdoor pool. You can find a great deal from $83 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Howey-In-The-Hills hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
How can I save on a Howey-In-The-Hills hotel with a pool with Expedia?
Before booking your Howey-In-The-Hills hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Howey-In-The-Hills for you.

Explore a world of travel with Expedia