Southwest Florida Vacation Packages for 2026

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Southwest Florida Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Tampa North/I-75 Fletcher

Courtyard by Marriott Tampa North/I-75 Fletcher

3 out of 5
New Tampa
Price was $659, price is now $493 per person
$493
per person
Sep 20 - Sep 27
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Tampa Bay and Seminole Hard Rock Casino Tampa are located nearby.
No complimentary breakfast. Very expensive bistro on site.

Reviewed on Jul 27, 2026

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $942, price is now $604 per person
$604
per person
Sep 20 - Sep 27
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Save 100% on your flight
Price was $1,100, price is now $818 per person
$818
per person
Oct 22 - Oct 26
found 3 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Beach Park
Save 100% on your flight
Price was $873, price is now $657 per person
$657
per person
Sep 20 - Sep 27
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
Shuttle bus to and from airport was every 30 mins - greatly appreciated. Loved the glass elevators. A good selection of hot and cold food for Breakfast. Slight issue not knowing that we had to get vouchers for pre-paid breakfast, but this was soon sorted by the staff. Would definitely stay again.

Reviewed on Jul 27, 2026

Hotel Haya

Hotel Haya

4 out of 5
Ybor City
Save 100% on your flight
Price was $916, price is now $703 per person
$703
per person
Oct 22 - Oct 26
found 3 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Florida Aquarium and Benchmark International Arena are located nearby.

Hyatt Place Tampa Downtown

Hyatt Place Tampa Downtown

3 out of 5
Downtown Tampa
Save 100% on your flight
Price was $1,385, price is now $1,069 per person
$1,069
per person
Sep 20 - Sep 27
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena 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
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 ...
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
40.3 km from city center
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 ...
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
126.37 km from city center
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 ...
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
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South Naples FL
60.22 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
104.11 km from city center
Book a stay at this beach resort in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
3900 City Gate Blvd N. Naples FL
58.48 km from city center
Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and ...
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
Book a stay at this 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 ...
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
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and a beach locale. Popular attractions Key West Express and Estero Boulevard ...
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
12155 Tamiami Trail N Naples FL
44.67 km from city center
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Delnor-Wiggins Pass ...
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
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our ...
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
20.02 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 ...
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
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
37.16 km from city center
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
107.45 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
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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.

Frontier Airlines
Fri, Oct 2 - Sun, Oct 18
TTN
Mercer
TPA
Tampa Intl.
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Oct 2 from Mercer to Tampa Intl., returning Sun, Oct 18, priced at $86 found 1 day ago
Delta
Tue, Sep 15 - Tue, Sep 22
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$159 Roundtrip, found 6 hours ago
$159
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Sep 15 from John F. Kennedy Intl. to Tampa Intl., returning Tue, Sep 22, priced at $159 found 6 hours ago
American Airlines
Sat, Sep 12 - Sat, Sep 19
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 12 from Newark Liberty Intl. Airport to Tampa Intl., returning Sat, Sep 19, priced at $179 found 6 days ago
Breeze Airways
Sat, Sep 12 - Sat, Sep 19
SWF
Stewart Intl.
TPA
Tampa Intl.
$185 Roundtrip, found 3 days ago
$185
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Sep 12 from Stewart Intl. to Tampa Intl., returning Sat, Sep 19, priced at $185 found 3 days ago
United
Wed, Nov 11 - Sat, Nov 14
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$187 Roundtrip, found 4 days ago
$187
Roundtrip
found 4 days ago
Select United flight, departing Wed, Nov 11 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Sat, Nov 14, priced at $187 found 4 days ago