Deals on vacations and trips to Southwest Florida

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Southwest Florida flight + hotel vacation packages

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

Broadmore Miami Beach

3.5 out of 5
North Beach
Save 100% on your flight
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. A coffee shop, a terrace, and luggage storage are also on offer.
The Shelborne By Proper

The Shelborne By Proper

4 out of 5
South Beach
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
A private beach, a 24-hour gym, and a restaurant are all featured at this boutique hotel. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, express check-out, and laundry service. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This luxury hotel features a private beach, a full-service spa, and 2 restaurants. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Aug 14 - Aug 18
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 buffet breakfast each morning. Valet parking, a terrace, and a garden are also offered.

Top Southwest Florida hotels deals

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
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This hotel features 2 beach bars, a bar/lounge, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Free WiFi
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West, Bradenton, FL
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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
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
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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
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
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This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's an outdoor pool on site, and laundry facilities and concierge services are also offered.
Pool
Kitchen
Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Free Cancellation
Reserve now, pay when you stay
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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
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South, Naples, FL
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A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the outdoor pool and free buffet breakfast each morning.
Pool
Hot Tub
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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

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.

Siesta Key Beach
Lido Beach showing general coastal views and a sandy beach

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.

Lido Beach
Venice Beach featuring general coastal views and a sandy beach

Venice Beach

4.5/5(862 reviews)

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.

Venice Beach

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 $246. 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.

Photos of local treasures

Browse Southwest Florida vacation photos for more inspiration

Fort Myers Beach featuring a sandy beach as well as a large group of people
Burroughs Home featuring a garden and a house
Delnor-Wiggins Pass State Park which includes a sandy beach as well as a couple
Naples featuring signage and shopping
Fort Myers showing heritage architecture