Deals on vacations and trips to Southwest Coast Florida

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Southwest Coast Florida flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $1,056, price is now $540 per person
$540
per person
Jan 20 - 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.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $29,138, price is now $14,242 per person
$14,242
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This aparthotel 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.
501 First Studio Balcony by Palermo Home

501 First Studio Balcony by Palermo Home

2 out of 5
Downtown Miami
Price was $1,544, price is now $764 per person
$764
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
An outdoor pool is featured at this apartment, along with valet parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was $1,542, price is now $774 per person
$774
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features free WiFi in public areas, concierge services, and valet parking. A terrace, a garden, and luggage storage are also on offer.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was $1,066, price is now $553 per person
$553
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Valet parking, a terrace, and a garden are also offered.

Top Southwest Coast Florida hotels deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $78 total per night
$78 total
Dec 8 - Dec 9
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, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.
Pool
Hot Tub
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
$212 nightly
The price is $237 total per night
$237 total
Nov 29 - Nov 30
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 4 bars/lounges and beach bar for drinks.
Pool
Spa
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $191 total per night
$191 total
Nov 22 - Nov 23
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
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive Sarasota FL
Free Cancellation
Reserve now, pay when you stay
$231 nightly
The price is $261 total per night
$261 total
Nov 22 - Nov 23
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.
Pool
Spa
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
4805 Tamiami Trl N Naples FL
Free Cancellation
Reserve now, pay when you stay
$146 nightly
The price is $162 total per night
$162 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Free Cancellation
Reserve now, pay when you stay
$208 nightly
The price is $233 total per night
$233 total
Nov 29 - Nov 30
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
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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.

Stay near popular Southwest Coast Florida attractions

A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Siesta Key Beach

9.6/10 (4,113 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.
See properties

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 $540. 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.

Photos of local treasures

Browse Southwest Coast Florida vacation photos for more inspiration

A seafood platter with lobster, mussels, oysters, and lemon slices on ice.
A sunset over a beach with a pier and people walking on the sand.
Four bottles of Siesta Key rum with different labels.
A bustling bar with patrons seated at tables, a bar counter with a bartender, and a television screen mounted on the wall.
A colorful bar with a thatched roof, featuring signs for Budweiser, Corona, and other brands.

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