Southwest Florida Vacation Packages from $366

Flight and hotel packages to Southwest Florida

Icon Residences By Sunnyside Hotel and Resorts

Downtown Miami

per person

May 23 - May 26

Roundtrip flight included

Newark (EWR) to Miami (MIA)

A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this aparthotel. Relax with a drink at one of the 2 poolside bars and get perks like free WiFi. You'll appreciate the gym, bar/lounge, and coffee shop.

1 Hotel South Beach

South Beach

per person

Jun 30 - Jul 3

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.

Holiday Isle Yacht Club

East Fort Lauderdale

Save 100% on your flight

per person

Jun 7 - Jun 11

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

An outdoor pool, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

The Avalon Club

per person

Jun 10 - Jun 14

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

per person

Jun 29 - Jul 3

Roundtrip flight included

New York (JFK) to Miami (MIA)

This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

Prices and availability subject to change. Additional terms may apply.

Top Southwest Florida hotel deals

Kompose Boutique Hotel

965 University Pkwy, Sarasota, FL

Free Cancellation

Reserve now, pay when you stay

$98

per night

May 5 - May 6

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and perks like free self parking.

Hot Tub

Pet friendly

Golden Host Resort - Sarasota

4675 N Tamiami Trl, Sarasota, FL

Free Cancellation

$101

per night

Apr 29 - Apr 30

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.

Pool

Free WiFi

Sunseeker Resort Charlotte Harbor

4949 Tamiami Trail, 785, Punta Gorda, FL

Free Cancellation

Reserve now, pay when you stay

$183

per night

Apr 28 - Apr 29

A full-service spa, 20 restaurants, and 2 outdoor pools are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Relax with a drink at one of the 2 poolside bars and enjoy the 2 spa tubs and 24-hour gym.

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West, Bradenton, FL

Free Cancellation

Reserve now, pay when you stay

$165

per night

Apr 29 - Apr 30

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Unwind with a drink at the bar/lounge and enjoy perks like free buffet breakfast and free WiFi. A snack bar/deli, a communal living room, and luggage storage are also on offer.

Pet friendly

Breakfast included

La Quinta Inn & Suites by Wyndham Naples Downtown

1555 5th Ave S, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$101

per night

May 5 - May 6

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Dolphin Key Resort

1502 Miramar Street, Cape Coral, FL

Free Cancellation

Reserve now, pay when you stay

$69

per night

Apr 29 - Apr 30

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Pool

Free WiFi

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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.

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.

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area, or check out its top-notch restaurants.

Lido Beach

4.5/5(1,225 reviews)

Nothing says vacation like spending a lazy day at Lido Beach, a popular beach in Sarasota. Wander the picturesque gardens or discover the area's beautiful sunsets.

Frequently asked questions

How much are vacation packages to Southwest Florida?

Your vacation daydreams can come to life in Southwest Florida from just $366. Packages include flights and hotels, and they’ll make booking your trip a piece of cake. The only thing you’ll need to worry about is having an incredible time.

Where can I get the best vacation package deals for Southwest Florida?

There are sensational Southwest Florida package deals waiting for you with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties in all corners of the globe? Remember this when you’re ready to tick another destination off the old bucket list.

Why should I book my Southwest Florida vacation bundle with Travelocity?

You’ll not only enjoy great savings, but you’ll also have access to our 24/7 support, top-notch service and a Price Match Guarantee. Explore every nook-and-cranny across the globe, discover hidden treasures and create long-lasting memories — we’ll take care of the little details.

Can I save money on my Southwest Florida car rental if I bundle it with hotels and flights?

You can with our Southwest Florida vacation packages. With one of these, there are loads of ways to stretch your budget further. Bundle any two or more car, flight, hotel and tour bookings and watch your savings grow. With your own set of wheels, all the popular sights around Southwest Florida are just a road trip away.

What is the best time of year to go to Southwest Florida?

Vacation in and spend more of your cash on memorable experiences, not your hotel room. This is the most affordable month to book your getaway. Prices are at their most expensive in , so try to avoid this time if your budget is tight. January, February and March are the high season months for Southwest Florida. You’ll need to book ahead of time and be willing to pay higher rates. June, September and October are the least popular months to visit.

Which airport is best for Southwest Florida?

Most wanderers come to Southwest Florida through Southwest Florida Intl. Airport (RSW) or Charlotte County Airport (PGD). Naples Municipal Airport (APF) is another popular choice.