COVID-19 alert: Travel requirements are changing rapidly, including need for pre-travel COVID-19 testing and quarantine on arrival.

Cheap Vacations in Florida

Choose two or more items and save on your trip:

Florida vacations

Hyatt Centric Key West Resort and Spa
Ibis Bay Beach Resort
The Henderson, a Salamander Beach & Spa Resort
The Suites at Marina Bay
Paradise Inn Key West-Adults Only
Oceans Edge Key West Resort, Hotel & Marina
El Matador -gulf View
The Southernmost Inn-Adults Only
El Matador -resort View
El Matador -sound View

3-night Florida vacations

Paradise Inn Key West-Adults Only
Oceans Edge Key West Resort, Hotel & Marina
The Southernmost Inn-Adults Only
The Henderson, a Salamander Beach & Spa Resort
Ibis Bay Beach Resort
The Grand Guesthouse
The Suites at Marina Bay
El Matador -gulf View
Kimpton Winslow's Bungalows, an IHG Hotel
El Matador -resort View
El Matador -sound View
Casey Key Resorts - Mainland

4-night Florida vacations

Paradise Inn Key West-Adults Only
The Grand Guesthouse
Oceans Edge Key West Resort, Hotel & Marina
Hyatt Centric Key West Resort and Spa
Kimpton Winslow's Bungalows, an IHG Hotel
The Palms Hotel
Almond Tree Inn
Orchid Key Inn
The Southernmost Inn-Adults Only
The Gates Hotel Key West
The Reach Key West, Curio Collection by Hilton
Hyatt Residence Club Key West, Windward Pointe

5-night Florida vacations

Hyatt Centric Key West Resort and Spa
Ibis Bay Beach Resort
Paradise Inn Key West-Adults Only
Oceans Edge Key West Resort, Hotel & Marina
The Southernmost Inn-Adults Only
Westgate Lakes Resort & Spa Universal Studios Area
The Grand Guesthouse
Westwinds Inn
Simonton Court Historic Inn & Guesthouse
The Palms Hotel
Almond Tree Inn

6-7 night Florida vacations

Hyatt Centric Key West Resort and Spa
Oceans Edge Key West Resort, Hotel & Marina
Paradise Inn Key West-Adults Only
The Southernmost Inn-Adults Only
The Grand Guesthouse
The Marker Key West Harbor Resort
The Palms Hotel
SummerPlace Inn Destin
Almond Tree Inn
Orchid Key Inn
Best Western Sugar Sands Inn & Suites
Westwinds Inn

Top places to visit in Florida

Florida Vacation Deal FAQ's

Where to find Florida package deals?

On CheapTickets, you can find package deals in Florida as low as $269!

When is peak season in Florida?

July, March, April are very popular times to visit Florida.

When is the best time to visit Florida?

If you're looking for cheap vacations to Florida, September is the best time to visit Florida.

When is the worst time time to visit Florida?

Prices for Florida vacations can peak during March.

When is low season in Florida?

We have found December, October, November to be the least-crowded time of the year to visit Florida.

Flight deals to Florida

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Insider tips for Florida travel

Florida weekend getaways for couples

Reset and recharge with your loved one during a romantic weekend getaway in Florida, where you’ll be based in Anna Maria Island, a barrier island in the Gulf of Mexico.

At a glance:

  • Where: Anna Maria Island
  • Hotel: 1 hotel, 2 nights total
  • Transportation: Airport shuttle, free trolley service

Day 1: Evening on Anna Maria Island

The closest airport to Anna Maria Island is Sarasota-Bradenton International Airport, a 30-minute drive to the mainland via shuttle. Depending on what time you arrive, head out for a meal or unwind at your hotel.

Where to stay: For blissful Florida vacations, the waterfront hotels on Anna Maria Island are ideal. Options include the 1930s-style Bungalow Beach Resort with a heated pool, or the Bali Hai Beachfront Resort and Spa, which has a cocktail lounge and private beach. Whatever hotel you choose, you can make this an affordable romantic getaway with our Florida package deals.

Transportation: Once you get to Anna Maria Island, which is just 7 miles long, it’s possible to get around without spending a dime. A free trolley service covers most of the island and runs every 20 minutes from early in the morning until late evening. You could also rent bicycles or a golf cart.

Day 2 Morning: South Anna Maria Island

  • Visit historic Bridge Street in the town of Bradenton Beach to browse galleries and shops
  • Head to Coquina Beach and explore Leffis Key Preserve
  • Snorkel near the piers between Coquina and Bradenton beaches

Day 2 Afternoon and Evening: North Anna Maria Island

  • Hop on the trolley to reach the town of Anna Maria
  • Anna Maria Island Historical Society
  • Bean Point at the island’s northern tip is a great spot for wildlife spotting
  • Go to the Sandbar, a seafood restaurant right on the beach

Day 3

  • Browse the Bridge Street Market
  • Relax on your hotel’s private beach or at Cortez Beach
  • Indulge in a couple’s massage at one of the island’s wellness centers
  • Splurge on a dolphin boat tour from Holmes Beach

Top rated hotels for your Florida vacation

Don't see what you're looking for?
See all available properties in Florida
View all properties
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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.