Deals on vacations and trips to Southwest Florida

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Southwest Florida flight + hotel vacation packages

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

Beach Place Hotel

2 out of 5
North Beach
Save 100% on your flight
Price was $558, price is now $294 per person
$294
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. There's a garden and multilingual staff can provide around-the-clock assistance.
President Hotel

President Hotel

3.5 out of 5
South Beach
Price was $1,005, price is now $499 per person
$499
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was $952, price is now $476 per person
$476
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was $1,231, price is now $643 per person
$643
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This historic resort features 2 restaurants, 2 outdoor pools, and a 24-hour gym. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $764, price is now $401 per person
$401
per person
Dec 4 - Dec 8
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, express check-out, and laundry service. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Top Southwest 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
$67 nightly
The price is $76 total per night
$76 total
Oct 1 - Oct 2
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

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $169 total per night
$169 total
Oct 31 - Nov 1
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
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
$186 nightly
The price is $208 total per night
$208 total
Oct 6 - Oct 7
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
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Free Cancellation
Reserve now, pay when you stay
$236 nightly
The price is $263 total per night
$263 total
Oct 13 - Oct 14
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
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
$177 nightly
The price is $200 total per night
$200 total
Oct 2 - Oct 3
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
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

Get rates
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
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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

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.

Siesta Key Beach
Lido Beach showing general coastal views and a sandy beach

Lido Beach

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.

Lido Beach
Venice Beach featuring general coastal views and a sandy beach

Venice Beach

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.

Venice Beach

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 $294. 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.

Photos of local treasures

Browse Southwest Florida vacation photos for more inspiration

Fort Myers Beach featuring a sandy beach as well as a large group of people
Burroughs Home featuring a garden and a house
Delnor-Wiggins Pass State Park which includes a sandy beach as well as a couple
Naples featuring signage and shopping
Fort Myers showing heritage architecture

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