Southwest Florida Vacation Packages
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Top Southwest Florida vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Cavalier Hotel South Beach
South Beach
8.4/10 Very Good! (1,000 reviews)
Nov 6 - Nov 10
4 night stay
Boston (BOS) to Miami (MIA)
Spirit Airlines • Coach
Miami (MIA) to Boston (BOS)
Delta • Coach
Save 100% on your flight
Price was $847, price is now $443 per person
$443
per person
found 1 day ago
The property was decent, and maintenance and cleanliness were fine, but it's not been updated much, and they were short staffed. The room night price seemed high relative to value. Would recommend, as the staff they have is enthusiastic, and the location is in the midst of everything South Beach.
Reviewed on Apr 28, 2025
4.5-star property
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
9.2/10 Wonderful! (1,481 reviews)
Dec 3 - Dec 8
5 night stay
Boston (BOS) to Punta Gorda Airport (PGD)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,048, price is now $541 per person
$541
per person
found 1 day ago
Best resort in the area and awesome adult pool area!
Reviewed on Aug 22, 2025
4.0-star property
Hotel Riu Plaza Miami Beach
Mid Beach
8/10 Very Good! (1,102 reviews)
Dec 2 - Dec 7
5 night stay
Boston (BOS) to Miami (MIA)
Southwest Airlines • Non-stop • Coach
Miami (MIA) to Boston (BOS)
Spirit Airlines • Non-stop • Coach
Price was $1,821, price is now $945 per person
$945
per person
found 1 day ago
I would wholeheartedly recommend the Miami Beach Riu. Not only was the entire hotel clean and kept clean throughout the day, the staff also did a wonderful job of being helpful and friendly.
Reviewed on Jun 23, 2025
3.5-star property
voco Sarasota by IHG
Central Sarasota
9.2/10 Wonderful! (1,003 reviews)
Nov 1 - Nov 7
6 night stay
Boston (BOS) to Tampa (TPA)
Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $996, price is now $518 per person
$518
per person
found 1 day ago
Hotel was great. They are close to restaurants and have a shuttle that will take you places like St Armand’s Circle. They also have beach towels, chairs and umbrellas that you can use at the beach. We would stay at hotel again for sure.
Reviewed on Jun 30, 2024
Top rated hotels for your Southwest Florida vacation package
Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
67.02 mi from city center
$65 nightly
The price is $74 total per night
$74 total
Sep 29 - Sep 30
Total with taxes and fees
At Kompose Boutique Hotel, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for USD 5.35 per night. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and luggage storage. Additional amenities include a hot tub, a 24-hour business center, and a microwave in a common area.
Pool
Hot Tub
Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
Free Cancellation
Reserve now, pay when you stay
18.69 mi from city center
$138 nightly
The price is $154 total per night
$154 total
Sep 28 - Sep 29
Total with taxes and fees
Renovated in 2024, Lani Kai Beachfront Resort offers an outdoor pool, free WiFi in public areas, and conference space. Self parking is offered for USD 20.00 per night. The front desk is staffed 24 hours a day to help with securing valuables and luggage storage. Other amenities at this beach hotel include a seasonal outdoor pool, a terrace, and laundry facilities.
Pool
Free WiFi
Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
18.71 mi from city center
$224 nightly
The price is $250 total per night
$250 total
Sep 29 - Sep 30
Total with taxes and fees
At Margaritaville Beach Resort Fort Myers , guests enjoy a full-service spa, an outdoor pool, and a 24-hour gym. Valet parking is available for USD 35 per day. The front desk is staffed 24 hours a day to help with concierge services and dry cleaning/laundry. This beach hotel also has free WiFi in public areas.
Pool
Spa
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View all propertiesLowest 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.
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