Southwest Florida Vacations from $451

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Your Southwest Florida Vacation

Set off on your next big adventure with a Southwest Florida vacation package, and leave relaxed knowing the finer details are taken care of. Plus with the ability to customize your escape, you know it'll be one to remember. Begin your trip to Southwest Florida with a couple of days in Tampa visiting popular attractions like Busch Gardens Tampa Bay and Raymond James Stadium. Sarasota is another top city that lures crowds from near and far. Bay Island and Siesta Key Beach are two of the leading places to see here. From the moment you book your Southwest Florida vacation to the second you come back home, Expedia has you covered each step of the way.

The Latest Southwest Florida vacation packages

Price found within the past 48 hours. Click for updated prices.
Flow Miami Hotel
Bay Breeze Premium Apartments By Eskape Collection
6080 Design Hotel by Eskape Collection
Beach Park Hotel
Pelican Hotel
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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

Discover the most popular places to visit in Southwest Florida

What to do in Southwest Florida

Southwest Florida Hotel Deals

Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $185 total per night from Jan 15 to Jan 16
$185 total
Jan 15 - Jan 16
Total with taxes and fees
9.2/10 Wonderful! (5,219 reviews)
I have been here before. I love everything. Private beach, clean rooms, spacious. If u are looking for a second honeymoon, definitely this is a nice place to stay. I love the convenience to go out the door and be in your car😉 free parking is always a plus.

Reviewed on Jan 12, 2026

Tropical Beach Resorts
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundableReserve now, pay when you stay
$512 nightly
The price is $569 total per night from Feb 1 to Feb 2
$569 total
Feb 1 - Feb 2
Total with taxes and fees
8.8/10 Excellent! (2,010 reviews)
staff courteous amenities extensive

Reviewed on Jan 11, 2026

Naples Grande Beach Resort
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $212 total per night from Feb 1 to Feb 2
$212 total
Feb 1 - Feb 2
Total with taxes and fees
9.2/10 Wonderful! (1,733 reviews)
Every thing great

Reviewed on Jan 11, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
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.

Find the Best Southwest Florida Vacation Packages

Things to do near Southwest Florida

Southwest Florida offers a perfect blend of beach relaxation and outdoor adventures for family vacations. Visitors can enjoy activities like airboat tours, exploring nature, and participating in local events such as restaurant week. Don't miss out on shopping at the local mall centers and hitting the golf courses for a fun-filled experience. Whether you're seeking relaxation or adventure, Southwest Florida has something for everyone.

Shopping

Experience shopping in Southwest Florida at Coconut Point Mall, just 7 miles away, offering entertainment and family vibes. For unique finds, visit the Flamingo Island Flea Market, 8 miles away, featuring local vendors. Don't miss Naples Marina and Excursions, 12 miles away, for gifts and souvenirs.

Recreation

Experience the vibrant atmosphere at JetBlue Park at Fenway South, where you can enjoy sports events and activities. For a relaxing day outdoors, play a round of golf at Old Corkscrew Golf Club, or have fun with family at GlowGolf's mini-golf course, perfect for all ages.

Adventure

Experience thrilling fun at Beach Bowl, an exciting arcadeAdventureZone located 15 miles from Southwest Florida, offering family-friendly adventures. For splashes and water slides, visit Sun N Fun Lagoon, a vibrant waterpark 12 miles away. Don’t miss Bowland Midpoint, another fantastic arcadeAdventureZone 20 miles from the area.

Nightlife

In Southwest Florida, experience vibrant nightlife in Fort Myers and Naples, where lively bars and clubs line the streets. Visit the renowned Times Square in Fort Myers Beach for beachfront fun or explore Naples' chic lounges and live music venues for a sophisticated evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Southwest Florida

Southwest Florida is a perfect destination for beach lovers and families seeking outdoor adventures. With highlights like Fort Myers Beach, the area offers stunning beaches and vibrant urban parks, making it ideal for a memorable family vacation. Explore a variety of attractions that cater to outdoor enthusiasts and beachgoers alike, ensuring a delightful experience in this beautiful region of the Sunshine State.

  • Florida Gulf Coast University: Experience the vibrant atmosphere of Florida Gulf Coast University, a modern institution located 5 miles from Southwest Florida. The campus combines beautiful architecture with city vibes, offering visitors a glimpse into student life and educational innovation.
  • Hertz Arena: Located 5 miles away, Hertz Arena is the go-to destination for family entertainment. This arena hosts a variety of events, from sports to concerts, ensuring a fun-filled experience for all ages in a lively environment.
  • Barefoot Beach: Just 12 miles from Southwest Florida, Barefoot Beach is a serene escape with stunning views and soft sands. Enjoy sunbathing, beachcombing, and the soothing sounds of the waves, perfect for relaxation and outdoor activities.

Best time to go to Southwest Florida

The best time to visit Southwest Florida can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Southwest Florida falls in August, when visitor numbers are average and weather is mostly sunny with moderate rain. The coolest average temperature around Southwest Florida falls in January, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January65.7°F (18.7°C)No RainMostly SunnyAverageSlightly High
February67.1°F (19.5°C)No RainMostly SunnySlightly HighSlightly High
March70.3°F (21.3°C)No RainSunnySlightly HighSlightly High
April73.8°F (23.200000000000003°C)Light RainMostly SunnyAverageAverage
May78.8°F (26.0°C)Light RainMostly SunnyAverageAverage
June82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
July83.1°F (28.4°C)Moderate RainMostly SunnySlightly HighAverage
August83.5°F (28.6°C)Moderate RainMostly SunnyAverageSlightly Low
September82.4°F (28.0°C)Light RainMostly SunnySlightly LowSlightly Low
October78.6°F (25.9°C)Light RainMostly SunnySlightly LowSlightly Low
November73.0°F (22.8°C)No RainMostly SunnySlightly LowAverage
December69.3°F (20.700000000000003°C)No RainMostly SunnyAverageAverage

Tips to save on your trip to Southwest Florida

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Southwest Florida during the low season (August to October) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Southwest Florida Essential Information

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

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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.