Southwest Florida Vacation Packages 2025/2026 from $369

Southwest Florida flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

President Hotel

South Beach

Save 100% on your flight

$369

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

This hotel features an outdoor pool and a bar/lounge. Enjoy the free full breakfast each morning. Valet parking, a terrace, and a garden are also offered.

EAST Miami

Downtown Miami

$737

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

This smoke-free hotel features 2 restaurants, 4 outdoor pools, and a 24-hour gym. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the a rooftop terrace, poolside bar, and snack bar/deli.

1 Hotel South Beach

South Beach

$1,120

per person

Nov 10 - Nov 13

found 1 day ago

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.

Hilton Cabana Miami Beach Resort

Mid Beach

Save 100% on your flight

$417

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

This smoke-free resort features a private beach, 2 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the 24-hour gym and perks like free WiFi.

Embassy Suites by Hilton Deerfield Beach Resort & Spa

Save 100% on your flight

$523

per person

Nov 8 - Nov 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free resort. Enjoy the gym and free buffet breakfast each morning. Enjoy the hot tub and unwind at the bar/lounge and poolside bar.

Top Southwest Florida hotels deals

Kompose Boutique Hotel

965 University Pkwy, Sarasota, FL

Free Cancellation

Reserve now, pay when you stay

$59 nightly

$67 total

Sep 7 - Sep 8

Total with taxes and fees

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 hot tub and perks like free self parking.

Pool

Hot Tub

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL

$197 nightly

$219 total

Sep 15 - Sep 16

Total with taxes and fees

A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Family-friendly amenities include a waterslide and kid-friendly dining, along with tennis lessons.

Pool

Hot Tub

Margaritaville Beach Resort Fort Myers

251 Crescent Street, Fort Myers Beach, FL

$165 nightly

$185 total

Sep 9 - Sep 10

Total with taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 4 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, beach bar, and concierge services.

Pool

Spa

Sunseeker Resort Charlotte Harbor

5500 Sunseeker Way, 785, Punta Gorda, FL

Free Cancellation

Reserve now, pay when you stay

$216 nightly

$242 total

Sep 25 - Sep 26

Total with taxes and fees

A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this luxury 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 hot tubs and 24-hour gym.

Pool

Hot Tub

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd, Marco Island, FL

Free Cancellation

Reserve now, pay when you stay

$192 nightly

$213 total

Sep 10 - Sep 11

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this resort. Spend a day at the beach parasailing, or relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas.

Pool

Hot Tub

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West, Bradenton, FL

Free Cancellation

Reserve now, pay when you stay

$175 nightly

$198 total

Oct 1 - Oct 2

Total with taxes and fees

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking. Free WiFi in public areas, a snack bar/deli, and a communal living room are also on offer.

Pool

Breakfast included

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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

Southwest Florida featuring general coastal views and a beach as well as a large group of people

Siesta Key Beach

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.

Lido Beach

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.

Venice Beach

If a restful vacation is part of your travel plans, Venice Beach might be the perfect place to seek out during your trip to Venice.

Frequently asked questions

How much are vacation packages to Southwest Florida?

Vacation packages, which include hotels and flights in Southwest Florida, start from as little as $369. Turn your travel dreams into reality and secure your trip with Travelocity today.

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

For the best Southwest Florida package deal, turn to Travelocity. Pick from as many as 400 airlines and 1,000,000 properties around the world to create your ultimate adventure — it couldn't be simpler.

Why should I purchase my Southwest Florida vacation bundle via Travelocity?

The three S's — savings, support and a stress-free booking — are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to our team of customer support experts around-the-clock. With the Travelocity Price Match Guarantee, you know you'll always get the best deal available.

Can I save on my Southwest Florida car rental if I combine it with a hotel or flight?

Absolutely. And our Southwest Florida vacation packages are the ideal way to do it. With only a few clicks you can save cash as well as time by combining your bookings. Pick up the keys to your rental car and do your vacation your way. Looking for things to do? Throw some tours or experiences into your package and save on those too.

Which airport is best for Southwest Florida?

Southwest Florida is serviced by two main hubs — Southwest Florida Intl. Airport (RSW) and Naples Municipal Airport (APF).

What is there to do in Southwest Florida?

Southwest Florida boasts hidden gems around every corner, but be sure you plan a visit to both Salvador Dali Museum and Raymond James Stadium during your stay. These two attractions are popular with visitors.