Southwest Florida Vacations 2025/2026 from CA $853

Southwest Florida flight + hotel packages

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

Cavalier Hotel South Beach

South Beach

CA $853

per person

Oct 25 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Miami (MIA)

Stay at this 3.5-star beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Hotel Colonnade Coral Gables, Autograph Collection

Coral Gables Section

CA $1,304

per person

Nov 12 - Nov 16

found 11 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Miami (MIA)

Stay at this 4-star business-friendly hotel in Coral Gables. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

CA $1,046

per person

Oct 18 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Miami (MIA)

Stay at this 4-star luxury hotel in Fort Lauderdale. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fort Lauderdale Beach and Las Olas Beach are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $20,693

per person

Nov 10 - Nov 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

Park Central South Beach

South Beach

CA $1,102

per person

Oct 25 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Miami (MIA)

Stay at this 4-star historic resort in Miami Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.

Top Southwest Florida hotels deals

Kompose Boutique Hotel

965 University Pkwy, Sarasota, FL

Free cancellation

Reserve now, pay when you stay

Get rates

Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

Pool

Hot tub

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL

Free cancellation

Reserve now, pay when you stay

CA $242

CA $338 total

Sep 11 - Sep 12

includes taxes & fees

Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 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

Margaritaville Beach Resort Fort Myers

251 Crescent Street, Fort Myers Beach, FL

CA $180

CA $255 total

Sep 16 - Sep 17

includes taxes & fees

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

Pool

Spa

Lani Kai Beachfront Resort

1400 Estero Blvd, Fort Myers Beach, FL

CA $132

CA $179 total

Sep 16 - Sep 17

includes taxes & fees

Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent Beach Family Park are located nearby.

Pool

Free WiFi

Sunseeker Resort Charlotte Harbor

5500 Sunseeker Way, 785, Punta Gorda, FL

Free cancellation

Reserve now, pay when you stay

CA $187

CA $270 total

Oct 2 - Oct 3

includes taxes & fees

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

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd, Marco Island, FL

Free cancellation

Reserve now, pay when you stay

CA $198

CA $281 total

Sep 16 - Sep 17

includes taxes & fees

Stay at this 4-star beach resort 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

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

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 CA $853. 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.