Hotels with a Pool in Southwest Florida, FL
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Featured Southwest Florida Hotels with Pool

West Wind Inn
3345 West Gulf Drive Sanibel FL
At West Wind Inn, guests enjoy an outdoor pool, a children's pool, and free WiFi in public areas. Onsite parking is offered for a fee. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and luggage storage. Other amenities at this beach vacation home include conference space, coffee/tea in a common area, and a computer station.
Pool
Pet friendly

Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Free Cancellation
Reserve now, pay when you stay
$259 nightly
The price is $287 total per night
$287 total
Dec 22 - Dec 23
Total with taxes and fees
At Hyatt House Naples/5th Avenue, guests enjoy a marina, an outdoor pool, and a 24-hour gym. Self parking is offered for USD 29 per day. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include free WiFi in public areas, a hot tub, and meeting rooms.
Pool
Hot Tub

Naples Grande Beach Resort
475 Seagate Drive Naples FL
Free Cancellation
$388 nightly
The price is $431 total per night
$431 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Naples Grande Beach Resort have access to a full-service spa, 3 outdoor pools, and a 24-hour gym. Parking is available for USD 20 per night (USD 30 per night for valet parking), and there's also a free beach shuttle. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, luggage storage, and tours or tickets. Other amenities at this beach resort include a sauna, outdoor tennis courts, and free WiFi in public areas.
Pool
Hot Tub

Dolphin Key Resort
1502 Miramar Street Cape Coral FL
Free Cancellation
$100 nightly
The price is $112 total per night
$112 total
Dec 18 - Dec 19
Total with taxes and fees
At Dolphin Key Resort, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. Front-desk staff can assist with luggage storage, securing valuables, and tours or tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a business center, coffee/tea in a common area, and express check-out.
Pool
Pet friendly

Tween Waters Island Resort & Spa
15951 Captiva Drive Captiva FL
$297 nightly
The price is $331 total per night
$331 total
Dec 25 - Dec 26
Total with taxes and fees
Tween Waters Island Resort & Spa features a private beach, a marina, and a full-service spa. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Other amenities at this beach resort include 2 outdoor pools, a children's pool, and a gym.
On private beach
Pool

Ramada by Wyndham Venice Hotel Venezia
425 Us Highway 41 Byp N Venice FL
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $116 total per night
$116 total
Dec 23 - Dec 24
Total with taxes and fees
Guests staying at Ramada by Wyndham Venice Hotel Venezia enjoy an outdoor pool, a gym, and free WiFi in public areas. You can put free parking to good use if you drive. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, tours or tickets, and securing valuables. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Pool
Hot Tub

Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
$258 nightly
The price is $288 total per night
$288 total
Dec 23 - Dec 24
Total with taxes and fees
Guests of Pink Shell Beach Resort and Marina have access to a marina, 3 outdoor pools, and a gym. You'll find limited parking. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Other amenities at this beach resort include a hot tub, meeting rooms, and a 24-hour business center.
Pool
Hot Tub

Sandcastle Resort At Lido Beach
1540 Ben Franklin Drive Sarasota FL
At Sandcastle Resort At Lido Beach, guests have access to a private beach, 2 outdoor pools, and free WiFi in public areas. You can take advantage of free parking if you drive. Front-desk staff can answer questions 24/7, and assist with securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include meeting rooms, a business center, and a terrace.
On private beach
Pool

Best Western Naples Inn & Suites
Naples FL
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $146 total per night
$146 total
Dec 21 - Dec 22
Total with taxes and fees
2 outdoor pools, 2 hot tubs, and free WiFi in public areas are featured at Best Western Naples Inn & Suites. You can take advantage of free parking, along with a free beach shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and concierge services. Additional amenities include a 24-hour business center, a computer station, and express check-out.
Pool
Hot Tub

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway
20091 Summerlin Road Fort Myers FL
$118 nightly
The price is $132 total per night
$132 total
Dec 19 - Dec 20
Total with taxes and fees
Guests staying at La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff always at the ready. Additional amenities include a business center, coffee/tea in a common area, and a computer station.
Pool
Breakfast included

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
625 Tamiami Trail S Venice FL
Free Cancellation
Reserve now, pay when you stay
$58 nightly
The price is $65 total per night
$65 total
Dec 18 - Dec 19
Total with taxes and fees
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway features an outdoor pool, free WiFi in public areas, and a business center. There's free parking if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include coffee/tea in a common area, a computer station, and express check-out.
Pool
Parking included

Sundial Beach Resort & Spa
1451 Middle Gulf Drive Sanibel FL
$408 nightly
The price is $455 total per night
$455 total
Dec 18 - Dec 19
Total with taxes and fees
Guests of Sundial Beach Resort & Spa have access to a full-service spa, 2 outdoor pools, and a gym. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Other amenities at this beach condominium resort include outdoor tennis courts, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Collins Hotel Naples
1100 Tamiami Trail N, US 41 Naples FL
Guests of Collins Hotel Naples have access to an outdoor pool, a 24-hour gym, and WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with concierge services and dry cleaning/laundry. Other amenities at this golf hotel include coffee/tea in a common area, a computer station, and a terrace.
Pool
Parking included

Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $129 total per night
$129 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at Spark by Hilton Sarasota Siesta Key Gateway enjoy an outdoor pool, free WiFi in public areas, and a hot tub. You can take advantage of free parking, along with a free beach shuttle. The 24-hour front desk has multilingual staff ready to assist with securing valuables and luggage storage. Additional amenities include coffee/tea in a common area, express check-out, and free newspapers.
Pool
Hot Tub

Sanibel Island Beach Resort
1231 Middle Gulf Dr Sanibel FL
$213 nightly
The price is $235 total per night
$235 total
Dec 18 - Dec 19
Total with taxes and fees
Guests of Sanibel Island Beach Resort enjoy features like an outdoor pool, free WiFi in public areas, and a computer station. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help with luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this beach hotel include a terrace, laundry facilities, and a garden.
Pool
Pet friendly
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See all available properties in Southwest Florida
View all propertiesLowest 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.
Southwest Florida hotels essential information
Accommodation | 46,246 hotels |
|---|---|
Lowest Price | $65 |
Highest Price | $455 |
Popular hotels | West Wind Inn, Hyatt House Naples/5th Avenue, Naples Grande Beach Resort, Dolphin Key Resort, Tween Waters Island Resort & Spa, Ramada by Wyndham Venice Hotel Venezia, Pink Shell Beach Resort and Marina, Sandcastle Resort At Lido Beach, Best Western Naples Inn & Suites, La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway, Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway, Sundial Beach Resort & Spa, Collins Hotel Naples, Spark by Hilton Sarasota Siesta Key Gateway, Sanibel Island Beach Resort |
Recent Hotels with Pool Reviews

Compass Hotel by Margaritaville Anna Maria Sound
5/5 Excellent
"Fantastic views! Fantastic time😀"
A verified traveler stayed at Compass Hotel by Margaritaville Anna Maria Sound
Posted 2 days ago
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