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.
Lyfe Resort & Residences

Lyfe Resort & Residences

Hollywood Beach
Save 100% on your flight
$1,127
per person
Dec 4 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Book a stay at this luxury aparthotel in Hollywood. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Aventura Mall and Hollywood Beach are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
$15,864
per person
Nov 7 - Nov 15
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Book a stay at this luxury aparthotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Miami Vacation Rentals - Brickell

Miami Vacation Rentals - Brickell

Brickell
$1,944
per person
Dec 4 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Book a stay at this business-friendly apartment in Miami. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.
Bentley Hotel South Beach

Bentley Hotel South Beach

South Beach
Save 100% on your flight
$1,894
per person
Oct 31 - Nov 8
found 5 hours ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a rooftop terrace, and free bicycles on site. 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.
⭐⭐⭐⭐⭐ Great stay at the Bentley Hotel Miami! The location is excellent, the rooms are clean and comfortable, and the pool was great for our family. We were traveling with four teenagers and everyone really enjoyed the stay. Special thanks to Federico for being so helpful, friendly, and professional. He made our experience even better. We would definitely stay here again!

Reviewed on Sep 26, 2026

EAST Miami

EAST Miami

Brickell
Save 100% on your flight
$1,979
per person
Oct 31 - Nov 8
found 5 hours ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
Book a stay at this luxury hotel in Miami. Enjoy free WiFi, 4 outdoor pools, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.
Best hotel!!! Definitely will be back!!!

Reviewed on Sep 26, 2026

EAST Miami Residences

EAST Miami Residences

Brickell
Save 100% on your flight
$2,640
per person
Oct 31 - Nov 8
found 5 hours ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
Book a stay at this luxury hotel in Miami. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.
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Top Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

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 ...
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

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 ...
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

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 ...
The Westin Sarasota

The Westin Sarasota

100 Marina View Drive Sarasota FL
104.09 km from city center
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our ...
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

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 ...
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

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 ...
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

11800 Coconut Cove Drive Bonita Springs FL
30.88 km from city center
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Bonita Springs Public Beach and Hertz ...
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

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 ...
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

1555 5th Ave S Naples FL
60.5 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

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. ...
Sanibel Island Beach Resort

Sanibel Island Beach Resort

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. ...
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4805 Tamiami Trl N Naples FL
53.1 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

275 Estero Blvd Fort Myers Beach FL
29.86 km from city center
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the ...
The Perry Hotel Naples

The Perry Hotel Naples

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 Delnor-Wiggins Pass State Park and Vanderbilt ...
Naples Bay Resort & Marina

Naples Bay Resort & Marina

1500 Fifth Ave S Naples FL
60.45 km from city center
Book a stay at this spa hotel in Naples. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
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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.

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