Book Exclusive Southwest Florida Vacation Packages

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Southwest Florida flight + hotel packages

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

Creekside Inn

2.5 out of 5
Price was CA $2,829, price is now CA $1,204 per person
CA $1,204
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Keys Dive Center and Mangrove Marina are located nearby.
Miami Downtown Condos

Miami Downtown Condos

5 out of 5
Downtown Miami
Price was CA $4,777, price is now CA $2,019 per person
CA $2,019
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
Book a stay at this luxury condo in Miami. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Popular attractions Bayside Marketplace and Kaseya Center are located nearby.
Flow Miami Hotel

Flow Miami Hotel

3.5 out of 5
Downtown Miami
Price was CA $3,180, price is now CA $1,484 per person
CA $1,484
per person
Mar 17 - Mar 24
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Stay at this apartment in Miami. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Popular attractions Kaseya Center and Bayside Marketplace are located nearby.
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 CA $21,457, price is now CA $10,116 per person
CA $10,116
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Book a stay at this luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Brickell Sea View 2BR by Palermo Home

Brickell Sea View 2BR by Palermo Home

2.5 out of 5
Downtown Miami
Price was CA $6,377, price is now CA $3,077 per person
CA $3,077
per person
Mar 25 - Mar 30
found 11 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
Stay at this apartment in Miami. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Bayside Marketplace and Kaseya Center are located nearby.

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
Get rates
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
Pool
Hot tub
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Free cancellation
The price is CA $648 per night
CA $648
CA $788 total
Jan 19 - Jan 20
includes taxes & fees
Book a stay at this luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Naples Zoo at Caribbean Gardens are located nearby.
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
The price is CA $225 per night
CA $225
CA $282 total
Jan 11 - Jan 12
includes taxes & fees
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent Beach Family Park are located nearby.
Pool
Free WiFi
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
The price is CA $202 per night
CA $202
CA $287 total
Feb 8 - Feb 9
includes taxes & fees
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Pool
Hot tub
Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista Sarasota FL
Free cancellation
Reserve now, pay when you stay
The price is CA $273 per night
CA $273
CA $309 total
Jan 19 - Jan 20
includes taxes & fees
Stay at this hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Pool
Breakfast included
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
The price is CA $279 per night
CA $279
CA $355 total
Jan 19 - Jan 20
includes taxes & fees
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
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

Siesta Key Beach

Siesta Key Beach

Nothing says vacation like spending a lazy day at Siesta Key Beach, a popular beach in Siesta Key. Amble around this quaint area's seaside or experience its live music.

Siesta Key Beach
Lido 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
St. Armands Circle showing a statue or sculpture

St. Armands Circle

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.

St. Armands Circle

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 CA $1,204. 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 which includes a beach as well as a large group of people
Burroughs Home showing a house and a garden
Delnor-Wiggins Pass State Park featuring a sandy beach as well as a couple
Naples which includes shopping and signage
Fort Myers which includes heritage architecture