Southwest Florida Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Colonnade Coral Gables, Autograph Collection
Coral Gables Section
9.2/10 Wonderful! (1,006 reviews)
Nov 4 - Nov 6
2 night stay
Boston (BOS) to Miami (MIA)
Delta • Coach
Miami (MIA) to Boston (BOS)
Spirit Airlines • Coach
Save 100% on your flight
Price was $1,139, price is now $603 per person
$603
per person
found 1 day ago
I tried to contact multiple times the Manager and she avoided me. She sent me a generic emai. Very rude. The property only offers valet parking and in the website they advertise as Parking Available and only tells you about the valet parking fee. Parking in this area is Extremely inconvenient and Expensive. Be careful.
Reviewed on Jun 22, 2024
4.0-star property
Bentley Hotel South Beach
South Beach
9.2/10 Wonderful! (334 reviews)
Dec 1 - Dec 8
7 night stay
Boston (BOS) to Miami (MIA)
Delta • Coach
Miami (MIA) to Boston (BOS)
Spirit Airlines • Coach
Price was $3,148, price is now $1,488 per person
$1,488
per person
found 1 day ago
Had a wonderful stay- staff were very kind and accommodating. We appreciated the borrowed beach chairs and continental breakfast. Rooms were modern and clean, king bed was very comfortable. Loved the view of the ocean from the pool deck. Would def stay at the Bentley again.
Reviewed on Aug 25, 2025
4.0-star property
Park Central South Beach
South Beach
8.6/10 Excellent! (116 reviews)
Dec 4 - Dec 7
3 night stay
Boston (BOS) to Miami (MIA)
Spirit Airlines • Roundtrip • Coach
Price was $1,481, price is now $762 per person
$762
per person
found 1 day ago
Great place to stay, if you have any issue go and get Eric, he’s the best!
Reviewed on Aug 30, 2025
4.0-star property
Hilton Cabana Miami Beach Resort
Mid Beach
7.6/10 Good! (402 reviews)
Dec 1 - Dec 8
7 night stay
Boston (BOS) to Miami (MIA)
Delta • Coach
Miami (MIA) to Boston (BOS)
Spirit Airlines • Coach
Save 100% on your flight
Price was $1,416, price is now $754 per person
$754
per person
found 1 day ago
Such as good experience staff is so friendly & accommodating
Reviewed on Sep 15, 2025
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
$71 nightly
The price is $81 total per night
$81 total
Sep 21 - Sep 22
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
Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
Free Cancellation
Reserve now, pay when you stay
32.58 mi from city center
$226 nightly
The price is $251 total per night
$251 total
Sep 28 - Sep 29
Total with taxes and fees
Guests of Naples Grande Beach Resort have access to a full-service spa, 3 outdoor pools, and a 24-hour gym. Parking is available for USD 20 per night (USD 30 per night for valet parking), and there's also a free beach shuttle. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this beach resort include a sauna, outdoor tennis courts, and free WiFi in public areas.
Pool
Hot Tub
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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