Southwest Coast Florida Vacation Packages 2026 from $262

Southwest Coast Florida flight + hotel vacation packages

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

Hollywood by the Sea Hotel

Hollywood Beach

$262

per person

Jan 13 - Jan 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

A marina and 4 outdoor pools are some of this motel's featured amenities. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a 24-hour business center, and a grocery/convenience store are also offered.

Hawks Cay Resort

$1,136

per person

Jan 24 - Jan 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This luxury hotel features a private beach, a full-service spa, and a marina. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and families will appreciate the picnic area.

Pelican Hotel

South Beach

$612

per person

Jan 17 - Jan 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. 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. Valet parking, a business center, and limo/town car service are also offered.

The Shelborne By Proper, a Member of Design Hotels

South Beach

$1,453

per person

Jan 15 - Jan 19

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

President Hotel

South Beach

$492

per person

Jan 17 - Jan 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This hotel features an outdoor pool and a bar/lounge. Guests will appreciate free perks like full breakfast and WiFi in public areas. Valet parking, a terrace, and a garden are also offered.

Top Southwest Coast Florida hotels deals

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$112 total

Dec 14 - Dec 15

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. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Pool

Hot Tub

Naples Grande Beach Resort

475 Seagate Drive Naples FL

Free Cancellation

$397 nightly

$441 total

Dec 16 - Dec 17

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.

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

Free Cancellation

Reserve now, pay when you stay

$182 nightly

$204 total

Dec 16 - Dec 17

Total with taxes and fees

A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this 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.

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

$202 nightly

$226 total

Dec 15 - Dec 16

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

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL

Free Cancellation

Reserve now, pay when you stay

$174 nightly

$195 total

Dec 16 - Dec 17

Total with taxes and fees

This smoke-free hotel features 3 restaurants, 3 beach bars, and 6 bars/lounges. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and perks like free WiFi.

Pool

Free WiFi

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Free Cancellation

Reserve now, pay when you stay

$177 nightly

$200 total

Dec 16 - Dec 17

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.

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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.

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.

St. Armands Circle

4.5/5(1,234 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 Coast Florida?

Packages, which include flights and hotels in Southwest Coast Florida, start from as little as $262. Make your daydreams a reality and book your dream trip with Travelocity today.

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

Look no further than Travelocity. With access to 400 airline partners and at least 1,000,000 properties around the world, finding the perfect Southwest Coast Florida package deal couldn't be simpler.

Why should I book my Southwest Coast Florida vacation bundle with Travelocity?

Nothing tops the satisfaction of knowing you've just bagged the best deal available — that's our Price Match Guarantee. Add to that our fantastic range of magical destinations and 24/7 team of customer service professionals and you've got the formula for an unforgettable vacation.

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

You sure can. And our Southwest Coast Florida vacation packages will help you do it. In only a few clicks you can save cash and time by bundling your bookings. Pick up the keys to your rental car then set your own course. Need to fill your itinerary? Add some activities or experiences to your package and save on those too.

Which airport is best for Southwest Coast Florida?

Your Southwest Coast Florida adventure will likely start at Southwest Florida Intl. Airport (RSW) or Naples Municipal Airport (APF).

What is there to do in Southwest Coast Florida?

Southwest Coast Florida has hidden gems at every turn, but be sure you plan a visit to both Salvador Dali Museum and Raymond James Stadium while you're here. These two attractions should be on your to-do list.