Southwest Florida Vacation Packages for 2025

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Southwest Florida Flight + Hotel packages

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

The Balfour

4 out of 5
South Beach
Save 100% on your flight
per person
Jul 10 - Jul 15
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this 4-star boutique hotel in Miami Beach. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.

Miami accommodations BeachFront

Miami accommodations BeachFront

2 out of 5
South Beach
per person
Jul 10 - Jul 15
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, slippers, and housekeeping. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Save 100% on your flight
per person
Jul 10 - Jul 15
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this 4.5-star luxury hotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Jul 10 - Jul 15
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Clevelander Hotel – Adults Only

Clevelander Hotel – Adults Only

4 out of 5
South Beach
Save 100% on your flight
per person
Jul 10 - Jul 15
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this 4-star beach hotel in Miami Beach. Enjoy a beach locale, 2 bars/lounges, and a nightclub. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

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Top Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
107.92 km from city center
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
52.47 km from city center
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West, Bradenton, FL
126.44 km from city center
Stay at this 4-star hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl, Sarasota, FL
96.39 km from city center
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
30.1 km from city center
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent ...
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
30.13 km from city center
Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
40.23 km from city center
Stay at this 4.5-star luxury resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful ...
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr, Sanibel, FL
37.16 km from city center
Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd, Marco Island, FL
84.9 km from city center
Stay at this 4-star beach hotel in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
1538 Cape Coral Pkwy E, Cape Coral, FL
20.01 km from city center
Book a stay at this business-friendly hotel in Cape Coral. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hilton Naples

Hilton Naples

4 out of 5
5111 Tamiami Trl N, Naples, FL
52.61 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl, Sarasota, FL
107.45 km from city center
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our ...
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
4805 Tamiami Trl N, Naples, FL
53.1 km from city center
Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
202 North Tamiami Trail, Sarasota, FL
104.18 km from city center
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in ...
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
275 Estero Blvd, Fort Myers Beach, FL
29.86 km from city center
Stay at this 4-star beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Tue, Jun 24 - Wed, Jul 2
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$111 Roundtrip, found 8 hours ago
$111
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Jun 24 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Jul 2, priced at $111 found 8 hours ago
Frontier Airlines
Sat, Jul 26 - Sat, Aug 2
CLE
Hopkins Intl.
TPA
Tampa Intl.
$129 Roundtrip, found 6 hours ago
$129
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Jul 26 from Hopkins Intl. to Tampa Intl., returning Sat, Aug 2, priced at $129 found 6 hours ago
Spirit Airlines
Sat, Oct 18 - Wed, Oct 22
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$146 Roundtrip, found 1 day ago
$146
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Oct 18 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Oct 22, priced at $146 found 1 day ago
Frontier Airlines
Mon, Jun 16 - Mon, Jun 30
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$146 Roundtrip, found 1 day ago
$146
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jun 16 from John F. Kennedy Intl. to Tampa Intl., returning Mon, Jun 30, priced at $146 found 1 day ago