Southwest Florida Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Southwest Florida vacation package deals
Price found within the past 48 hours. Click for updated prices.
2.5-star property
Creekside Inn Islamorada
8/10 Very Good! (1,006 reviews)
Dec 3 - Dec 10
7 night stay
Boston (BOS) to Miami (MIA)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,008, price is now $526 per person
$526
per person
found 10 hours ago
I only stayed one night but overall, Creekside was better than I was expecting. For an old keys motel type inn, it was very clean and well kept.
Reviewed on Aug 2, 2025
4.0-star property
Park Central South Beach
South Beach
8.6/10 Excellent! (116 reviews)
Dec 3 - Dec 7
4 night stay
Boston (BOS) to Miami (MIA)
Southwest Airlines • Non-stop • Coach
Miami (MIA) to Boston (BOS)
Spirit Airlines • Non-stop • Coach
Price was $1,834, price is now $950 per person
$950
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
Pelican Grand Beach Resort - A Noble House Resort
East Fort Lauderdale
8.8/10 Excellent! (1,238 reviews)
Nov 30 - Dec 7
7 night stay
Boston (BOS) to Miami (MIA)
JetBlue Airways • Coach
Miami (MIA) to Boston (BOS)
Spirit Airlines • Coach
Price was $1,932, price is now $1,018 per person
$1,018
per person
found 1 day ago
Getting chairs at the pool was a mess. They valve the day pool resort pass guest over those staying over nights. Added our name to the pool chair wait list and had to wait hours for a chair around the pool.
Reviewed on May 12, 2025
2.0-star property
Family Home Tampa
Forest Hills
7.6/10 Good! (4 reviews)
Dec 4 - Dec 8
4 night stay
New York (NYC) to Sarasota (SRQ)
United • Coach
Sarasota (SRQ) to New York (NYC)
JetBlue Airways • Coach
Save 100% on your flight
Price was $1,011, price is now $545 per person
$545
per person
found 16 hours ago
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
$67 nightly
The price is $76 total per night
$76 total
Oct 1 - Oct 2
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
$178 nightly
The price is $199 total per night
$199 total
Oct 13 - Oct 14
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
$214 nightly
The price is $239 total per night
$239 total
Oct 1 - Oct 2
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
Don't see what you're looking for?
See all available properties in Southwest Florida
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.
Explore More Ways to Travel with Travelocity
Explore More Ways to Travel with Travelocity
- Hotels near Hertz Arena
- Beach Resorts & in The Villages at Country Creek
- Hotels near Miromar Outlets
- Cheap Hotels in Bell Villa
- Bell Villa Hotels
- Hotels near Gulf Coast Town Center
- Hotels near Alico Arena
- Adventure Hotels in Miromar Lakes
- All Inclusive Resorts & in Miromar Lakes
- Arcade Hotels in Miromar Lakes
- Hotels with Suites in Miromar Lakes
- Hotels with Free Airport Shuttle in Miromar Lakes
- Hotels with Kitchenettes in Miromar Lakes
- Hotels with Restaurants in Miromar Lakes
- Hotels with Shopping in Miromar Lakes
- Miromar Lakes Hotels
- Fort Myers Beach Hotels
- Hotels near Old Corkscrew Golf Club
- Beach Resorts & in Stoneybrook
- Hotels with Pool in Stoneybrook
- Corkscrew Swamp Sanctuary Hotels
- Hotels near Stoneybrook Golf Club
- Beach Resorts & in Estero
- Cheap Hotels in Estero
- Kid Friendly Hotels in Estero
- Hotels with Balconies in Estero
- Hotels with Bar in Estero
- Hotels with a Gym in Estero
- Hotels with Hot Tubs in Estero
- Pet Friendly Hotels in Estero
- Romantic Getaways & Hotels in Estero
- Spa Resorts & in Estero
- Estero Hotels
- Houseboats in Estero
- Motels in Estero
- Villas in Estero
- 4 Star Hotels in Colonial Oaks
- 5 Star Hotels in Three Oaks
- All Inclusive Resorts & in Three Oaks
- Boutique Hotels in Three Oaks
- Casino Resorts & in Three Oaks
- Hotels with Free Airport Shuttle in Three Oaks
- Spa Resorts & in Three Oaks
- Three Oaks Hotels
- Fort Myers Hotels
- Hotels near Southwest Florida Intl.
- Hotels near Florida Gulf Coast University
- Flights to Florida
- Flights to Estero
- Flights from Nashville to Estero
- Flights from Sarasota to Estero
- Flights from Tampa to Estero
- Flights to Fort Myers
- Flights from Boston (BOS) to Fort Myers (RSW)
- Flights from Washington (DCA) to Fort Myers (RSW)
- Flights from Detroit (DTW) to Fort Myers (RSW)
- Flights from Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
- Flights from New York (JFK) to Fort Myers (RSW)
- Flights from Chicago (ORD) to Fort Myers (RSW)
- Tiburon Golf Club
- Ave Maria Vacations
- Villas Vacations
- Lehigh Acres Vacations
- Sun N Fun Lagoon
- Congo River Golf - Bonita Springs
- Miromar Outlets
- Bonita Springs Vacations
- Flamingo Island Flea Market
- Cypress Lake Country Club
- Florida Southwestern State College
- Laplaya Golf Course
- Cape Coral Vacations
- Alico Arena
- Lee Health Sports Complex
- Miromar Lakes Vacations
- Fort Myers Beach Vacations
- Key West Express
- Seminole Casino Immokalee
- Estero Vacations
- Edison Mall
- Barefoot Beach
- Mercato
- Lakes Regional Park
- City of Palms Park
- Fort Myers Vacations
- Fowler Street Shopping Center
- Silverspot Cinema
- Florida Gulf Coast University
- Pelican Bay Vacations
- Car rentals near Miromar Outlets
- Alamo Rent A Car Rental Cars in Miromar Lakes
- Budget Rental Cars in Miromar Lakes
- Dollar Rent A Car Rental Cars in Miromar Lakes
- Hertz Rental Cars in Miromar Lakes
- Payless Rental Cars in Miromar Lakes
- Routes Rental Cars in Miromar Lakes
- Sixt Rental Cars in Miromar Lakes
- Thrifty Car Rental Rental Cars in Miromar Lakes
- Car rental Estero
- Rental cars Southwest Florida Intl. airport
