Southwest Florida Vacations 2025 from CA $635

Southwest Florida flight + hotel packages

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

Eden Roc Miami Beach

Mid Beach

per person

Jun. 27 - Jun. 30

found 1 day ago

Roundtrip flight included

Detroit (DTT) to Miami (MIA)

Book a stay at this luxury resort in Miami Beach. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Miami Beach Boardwalk and Collins Avenue Shopping Area are located nearby.

Amrit Ocean Resort and Residences - Singer Island

Save 100% on your flight

per person

Aug. 7 - Aug. 13

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Lauderdale (FLL)

Stay at this 5-star luxury hotel in Singer Island. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Popular attractions Port of Palm Beach and Peanut Island are located nearby.

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Jul. 5 - Jul. 12

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Tampa (TPA)

Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

Fontainebleau Miami Beach

Mid Beach

Save 100% on your flight

per person

Jul. 13 - Jul. 18

found 17 hours ago

Roundtrip flight included

Detroit (DTT) to Miami (MIA)

Stay at this 4.5-star luxury hotel in Miami Beach. Enjoy free WiFi, a full-service spa, and 9 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Miami Beach Boardwalk and Collins Avenue Shopping Area are located nearby.

Villas At Hawks Cay Resort

Save 100% on your flight

per person

Jul. 7 - Jul. 14

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 4-star luxury resort in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Popular attractions Little Conch Key and Walkers Island are located nearby.

Top Southwest Florida hotels deals

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL

CA $329

CA $420 total

includes taxes & fees

May 27 - May 28

Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Naples Zoo at Caribbean Gardens are located nearby.

Pool

Hot tub

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West, Bradenton, FL

Free cancellation

Reserve now, pay when you stay

CA $221

CA $283 total

includes taxes & fees

May 26 - May 27

Stay at this 4-star hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Bradenton Beach and Cortez Beach are located nearby.

Pool

Breakfast included

Margaritaville Beach Resort Fort Myers

251 Crescent Street, Fort Myers Beach, FL

CA $251

CA $335 total

includes taxes & fees

May 28 - May 29

Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Times Square are located nearby.

Pool

Spa

Sunseeker Resort Charlotte Harbor

5500 Sunseeker Way, 785, Punta Gorda, FL

Free cancellation

Reserve now, pay when you stay

CA $197

CA $280 total

includes taxes & fees

May 26 - May 27

Stay at this 4.5-star luxury resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.

Pool

Hot tub

Sanibel Island Beach Resort

1231 Middle Gulf Dr, Sanibel, FL

Free cancellation

Reserve now, pay when you stay

CA $297

CA $366 total

includes taxes & fees

May 29 - May 30

Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.

Pool

Pet-friendly

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd, Marco Island, FL

Free cancellation

Reserve now, pay when you stay

CA $314

CA $409 total

includes taxes & fees

Jun 10 - Jun 11

Stay at this 4-star beach hotel in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Winterberry Beach and South Marco Beach are located nearby.

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

Siesta Key Beach

4.5/5(75 reviews)

Nothing says vacation like spending a lazy day at Siesta Key Beach, a popular beach in Siesta Key. Amble around this relaxing area's seaside or experience its live music.

Lido Beach

4.5/5(46 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.

St. Armands Circle

4.5/5(49 reviews)

You can browse for the perfect souvenirs at St. Armands Circle during your visit to Sarasota. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

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 CA $635. 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.