Southwest Coast Florida Vacation Packages 2025/2026 from $390

Southwest Coast Florida flight + hotel vacation packages

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

Cavalier Hotel South Beach

South Beach

$390

per person

Jan 21 - Jan 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.

Hawks Cay Resort

$2,106

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip non-stop 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.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$10,972

per person

Jan 2 - Jan 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

The Shelborne By Proper, a Member of Design Hotels

South Beach

Save 100% on your flight

$1,519

per person

Dec 26 - Dec 29

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 Villa

South Beach

Save 100% on your flight

$397

per person

Jan 26 - Jan 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This hotel features a restaurant, 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 luggage storage 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

$80 nightly

$90 total

Dec 2 - Dec 3

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

La Quinta Inn & Suites by Wyndham Naples Downtown

1555 5th Ave S Naples FL

Free Cancellation

Reserve now, pay when you stay

$83 nightly

$92 total

Nov 30 - Dec 1

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

$204 nightly

$228 total

Dec 2 - Dec 3

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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

Free Cancellation

Reserve now, pay when you stay

$219 nightly

$245 total

Nov 24 - Nov 25

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.

Pool

Hot Tub

Naples Grande Beach Resort

475 Seagate Drive Naples FL

$224 nightly

$248 total

Dec 2 - Dec 3

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.

Pool

Hot Tub

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL

Free Cancellation

Reserve now, pay when you stay

$193 nightly

$216 total

Nov 26 - Nov 27

Total with taxes and fees

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

Don't see what you're looking for?

See all available properties in Southwest Coast Florida

View all properties

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.

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.

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 $390. 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.