Southwest Florida Vacations 2025 from CA $895

Southwest Florida flight + hotel packages

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

B Ocean Resort Fort Lauderdale Beach

East Fort Lauderdale

Save 100% on your flight

per person

Mar. 9 - Mar. 14

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 4-star beach resort in Fort Lauderdale. Enjoy 2 outdoor pools, 3 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Port Everglades and Las Olas Boulevard are located nearby.

Sunrise in Miami Suites

South Beach

per person

Mar. 10 - Mar. 17

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this hotel in Miami Beach. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.

1 Hotel South Beach

South Beach

per person

Mar. 10 - Mar. 17

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 5-star luxury hotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Miami Beach Boardwalk are located nearby.

Henrosa Hotel

South Beach

Save 100% on your flight

per person

Mar. 10 - Mar. 17

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 3.5-star hotel in Miami Beach. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.

Cavalier Hotel South Beach

South Beach

Save 100% on your flight

per person

Mar. 10 - Mar. 17

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 3.5-star hotel in Miami Beach. Enjoy breakfast (surcharge), valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.

Top Southwest Florida hotels deals

Golden Host Resort - Sarasota

4675 N Tamiami Trl, Sarasota, FL

Free cancellation

CA $145

CA $164 total

includes taxes & fees

2 Feb - 3 Feb

Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Pool

Parking included

Hyatt Regency Sarasota

1000 Blvd Of The Arts, Sarasota, FL

Free cancellation

Reserve now, pay when you stay

CA $356

CA $452 total

includes taxes & fees

4 Mar - 5 Mar

Book a stay at this eco-certified hotel in Sarasota. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Pool

Hot tub

Margaritaville Beach Resort Fort Myers

251 Crescent Street, Fort Myers Beach, FL

CA $463

CA $573 total

includes taxes & fees

2 Feb - 3 Feb

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

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL

CA $837

CA $988 total

includes taxes & fees

7 Feb - 8 Feb

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 Fifth Avenue South are located nearby.

Pool

Hot tub

Lani Kai Beachfront Resort

1400 Estero Blvd, Fort Myers Beach, FL

Get rates

Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

Pool

Free WiFi

Compass by Margaritaville Hotel Naples

4805 Tamiami Trl N, Naples, FL

Free cancellation

Reserve now, pay when you stay

CA $368

CA $445 total

includes taxes & fees

2 Feb - 3 Feb

Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Fifth Avenue South are located nearby.

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

Siesta Key Beach

4.5/5(75 reviews)

If a restful vacation is part of your travel plans, Siesta Key Beach might be the perfect place to seek out during your trip to Siesta Key. Amble around this quaint 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)

Enjoy the beautiful sunsets and explore St. Armands Circle, a lovely green space in Sarasota. Wander the beautiful beaches and seaside in the area.

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 $895. 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.