Southwest Florida Vacations
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Where to stay in Southwest Florida
Find the best Southwest Florida areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Florida
North Captiva
Visitors to North Captiva enjoy its beaches, and if you want to do some exploring, North Captiva Island Beach is worth a stop.
Find the Best Southwest Florida Vacation Packages
Southwest Florida Hotel Deals
Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (4,126 reviews)
"I thought it was a beautiful hotel for the price, i got plenty of pictures cause I was very much impressed by the facility. The buffet was more than worth its money and overall we felt very safe."
Reviewed on Aug 28, 2025
Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
Fully refundable
The price is ￥24,001 per night from Sep 14 to Sep 15
￥24,001
￥33,986 total
Sep 14 - Sep 15
includes taxes & fees
Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
The price is ￥18,116 per night from Sep 2 to Sep 3
￥18,116
￥25,938 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,411 reviews)
"Great hotel and facilities, late notice of a power cut annoying as lifts out of operation lugging suitcases up stairs and air con etc in rooms. Otherwise great stay"
Reviewed on Aug 27, 2025
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 the most popular places to visit in Southwest Florida
Siesta Key Beach
4.5/5(1,425 reviews)
The soft, white sand on Siesta Key’s award-winning family-friendly beach is perfect for relaxing under a sun umbrella and taking part in a game of volleyball.
Mall at University Town Center
4.5/5(363 reviews)
You can search for that perfect souvenir at Mall at University Town Center during your visit to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.
Fifth Avenue South
4.5/5(45 reviews)
Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.
What to do in Southwest Florida
Scenic Sunset Cruise in West Palm Beach
￥7,560
per adult
92% of travellers recommend
Other vacations you might like
Expedia's Latest Trends
Flights
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Packages
General
- Visit Coconut Grove
- Visit Florida Panhandle
- Visit Lake Bradford -Cascade Lake
- Visit Central East Coast Florida
- Visit Hollywood Beach
- Visit Downtown Orlando
- Visit Key Biscayne
- Visit Clearwater Beach
- Visit Lower Grand Lagoon
- Visit Little Havana
- Visit Miami Beach
- Visit Brickell
- Visit South Beach
- Visit Dinkins Bayou
- Visit Downtown Miami
- Visit Greater Palm River Point CDC
- Visit Downtown Jacksonville
- Visit Ybor City
- Visit Glen Canyon National Recreation Area
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.