Southwest Florida Vacations from $460

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Your Southwest Florida Vacation

Our Southwest Florida vacation packages take all the hard work out of planning, so you can sit back and enjoy everything this coastal destination has to offer. From the sunny weather and laid-back lifestyle to the beaches, experience it all at a pace that suits you. Your trip to Southwest Florida wouldn't be complete without visiting some of its most well-known cities, starting with Tampa. Families shouldn't miss Florida State Fairgrounds and Busch Gardens Tampa Bay. Fort Myers should also be on the itineraries of all Southwest Florida travelers. If you're here with your love, plan a visit to Barbara B Mann Hall and Florida Repertory Theater. From the moment you book your Southwest Florida vacation to the second you come back home, Expedia has your back every step of the way.

The Latest Southwest Florida Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sunrise in Miami Suites
The Retreat Collection at 1 Hotel & Homes South Beach
President Villa
Carillon Miami Wellness Resort
B Ocean Resort Fort Lauderdale Beach

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

Find the Best Southwest Florida Vacation Packages

Southwest Florida Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)

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Southwest Florida Hotel Deals

Kompose Boutique Hotel
Kompose Boutique Hotel
3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is $210 per night from Mar 25 to Mar 26
$210
includes taxes & fees
$186 per night
Mar 25 - Mar 26
8.8/10 Excellent! (3,680 reviews)
"Kind of a minimalist Room Design. Also no microwave or minifridge"

Reviewed on Mar 10, 2025

Kompose Boutique Hotel
Golden Host Resort - Sarasota
Golden Host Resort - Sarasota
3 out of 5
4675 N Tamiami Trl, Sarasota, FL
Fully refundable
The price is $114 per night from Apr 7 to Apr 8
$114
includes taxes & fees
$101 per night
Apr 7 - Apr 8
8.2/10 Very Good! (1,763 reviews)
"Great"

Reviewed on Mar 11, 2025

Golden Host Resort - Sarasota
Margaritaville Beach Resort Fort Myers
Margaritaville Beach Resort Fort Myers
4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is $439 per night from Mar 30 to Mar 31
$439
includes taxes & fees
$394 per night
Mar 30 - Mar 31
8.8/10 Excellent! (912 reviews)
"Beautiful place but had an issue with no cash allowed at bar or restaurants. I was double charged on my AMEX 3 times at the bar during my stay and bartender said they couldn’t adjust it so I put a hold on them with AMEX. Cannot have a thermal cup at the pool. They take it and put in storage area. ..."

Reviewed on Mar 11, 2025

Margaritaville Beach Resort Fort Myers
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

What to do in Southwest Florida

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.