Find Hotels with an Outdoor Pool in Southwest Florida, FL

Start date: Check-in selected.
To Date
End date: Check-out
  • 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
  • Be picky

    Search almost a million properties worldwide

Check availability on Southwest Florida Hotels with an Outdoor Pool

This weekend
Next weekend

Top Southwest Florida Hotels with an Outdoor Pool

Compass Hotel by Margaritaville Anna Maria Sound

4.0 star property
Bradenton
9.4 out of 10, Exceptional, (1858)
"Great Stay"
United States
Cheryl
$165 nightly
The price is $187
Nov 29 - Nov 30
Total with taxes and fees
Compass Hotel by Margaritaville Anna Maria Sound

Inn at the Beach

3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1013)
"Very nice stayed several times!"
United States
Mark
$148 nightly
The price is $168
Nov 30 - Dec 1
Total with taxes and fees
Inn at the Beach

Kompose Boutique Hotel

3.0 star property
Sarasota
9.2 out of 10, Wonderful, (4683)
"So conveniently located next to airport with the added bonus of being a super nice hotel with bar and dining. "
United States
Lisa
$73 nightly
The price is $82
Dec 1 - Dec 2
Total with taxes and fees
Kompose Boutique Hotel

Naples Grande Beach Resort

4.5 star property
Park Shore
9.0 out of 10, Wonderful, (1931)
"Great staff and beautiful hotel."
United States
John
$310 nightly
The price is $345
Dec 8 - Dec 9
Total with taxes and fees
Naples Grande Beach Resort

Holiday Inn Express & Suites Ft Myers Beach-Sanibel Gateway by IHG

2.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1018)
"Excellent room and price! Breakfast was great. Holiday Inn Express is doing everything right for a comfortable stay."
United States
Denise
$87 nightly
The price is $97
Nov 30 - Dec 1
Total with taxes and fees
Holiday Inn Express & Suites Ft Myers Beach-Sanibel Gateway by IHG

Best Western Plus Ambassador Suites Venice

2.5 star property
Venice
9.0 out of 10, Wonderful, (1002)
"Excellent breakfast, free parking."
United States
SHPENDI
$101 nightly
The price is $115
Nov 26 - Nov 27
Total with taxes and fees
Best Western Plus Ambassador Suites Venice

Lani Kai Beachfront Resort

3.5 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1031)
" Nice place to stay "
United States
Timothy
$201 nightly
The price is $225
Dec 2 - Dec 3
Total with taxes and fees
Lani Kai Beachfront Resort

Everglades Adventures Hotel Suites by Ivey House

2.5 star property
Everglades City
9.2 out of 10, Wonderful, (840)
"Clean room, helpful staff."
United Kingdom
Osama
$102 nightly
The price is $114
Dec 1 - Dec 2
Total with taxes and fees
Everglades Adventures Hotel Suites by Ivey House

Legacy Hotel at IMG Academy

4.0 star property
Bradenton
9.0 out of 10, Wonderful, (918)
"Great amenities and location. "
United States
Amber
$192 nightly
The price is $217
Nov 26 - Nov 27
Total with taxes and fees
Legacy Hotel at IMG Academy

Marco Island Lakeside Inn

2.5 star property
Marco Island
9.0 out of 10, Wonderful, (1003)
"Awesome place to stay. Highly recomended."
United States
Sergio
$104 nightly
The price is $115
Nov 26 - Nov 27
Total with taxes and fees
Marco Island Lakeside 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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Find out more about Southwest Florida

Discover top Southwest Florida attractions

In the heart of Southwest Florida, families and travelers seeking relaxation will find a paradise of activities that cater to both adventure and tranquility. Start your day at the stunning beaches of Sanibel Island, renowned for its shelling opportunities and gentle waves—perfect for a leisurely stroll or a family picnic under a palm tree. For a taste of local wildlife, visit the J.N. "Ding" Darling National Wildlife Refuge, where you can kayak through mangroves and spot exotic birds in their natural habitat. Afterward, unwind at the tranquil Naples Botanical Garden, a lush oasis that offers beautiful walking paths and themed gardens, ideal for a peaceful afternoon. If you're in the mood for a bit of culture, the Artis—Naples provides a sophisticated environment with art exhibitions and live performances, enriching your vacation experience. After a day of exploration, retreat to the charming accommodations in the Naples area, known for their luxury hotels with inviting pools. Enjoy the convenience of poolside service and relaxing cabanas, allowing you to savor the sun while the kids splash about. With attentive guest service and a focus on quality, these hotels ensure you feel pampered while enjoying everything this beautiful region has to offer.

Top Southwest Florida Hotel Reviews

Explore a world of travel with Expedia