Southwest Coast Florida Vacation Packages 2026 from $517

Southwest Coast Florida flight + hotel vacation packages

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

Creekside Inn

$517

per person

Mar 15 - Mar 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$7,084

per person

Mar 16 - Mar 20

found 1 day ago

Roundtrip 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.

Cavalier Hotel South Beach

South Beach

$1,031

per person

Feb 10 - Feb 17

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.

Beach Park Hotel

South Beach

Save 100% on your flight

$586

per person

Feb 14 - Feb 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

Self parking is available and the hotel's multilingual staff can provide around-the-clock assistance. WiFi in public areas is free. Luggage storage and a safe deposit box are also provided.

Pelican Hotel

South Beach

$710

per person

Mar 18 - Mar 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.

Top Southwest Coast Florida hotels deals

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$168 total

Jan 28 - Jan 29

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

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL

Free Cancellation

Reserve now, pay when you stay

$215 nightly

$240 total

Jan 22 - Jan 23

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

Naples Grande Beach Resort

475 Seagate Drive Naples FL

Free Cancellation

$512 nightly

$569 total

Jan 19 - Jan 20

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. Enjoy the 15 outdoor tennis courts and free perks like WiFi in public areas and a beach shuttle.

Pool

Hot Tub

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$212 total

Feb 1 - Feb 2

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

Carlisle Inn

3727 Bahia Vista Sarasota FL

Free Cancellation

Reserve now, pay when you stay

$197 nightly

$223 total

Jan 12 - Jan 13

Total with taxes and fees

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a coffee shop, and a terrace are also on offer.

Pool

Breakfast included

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Free Cancellation

Reserve now, pay when you stay

$227 nightly

$256 total

Jan 19 - Jan 20

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.

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

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)

When you visit St. Armands Circle, a favorite shopping spot in Sarasota, you can find the perfect gifts to bring home. 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 $517. 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.