Cheap Vacations in Florida

Choose two or more items and save on your trip:
Choose two or more items and save on your trip:

Florida vacations

The Marker Key West Harbor Resort
Southernmost Beach Resort
Orchid Key Inn - Adults Only
Almond Tree Inn Hotel - Adults Only
The Guesthouses at Southernmost Beach Resort - Adults only
Ocean Key Resort - A Noble House Resort
Hyatt Centric Key West Resort and Spa
Paradise Inn Key West - Adults Only
Kimpton Ridley House, an IHG Hotel
Casa Marina Key West, Curio Collection by Hilton

3-night Florida vacations

Southernmost Beach Resort
Orchid Key Inn - Adults Only
Almond Tree Inn Hotel - Adults Only
Paradise Inn Key West - Adults Only
The Marker Key West Harbor Resort
The Southernmost Inn - Adults Only
The Guesthouses at Southernmost Beach Resort - Adults only
Ocean Key Resort - A Noble House Resort
NYAH Key West - Adults Only
Sugar Sands By The Sea
Kimpton Ridley House, an IHG Hotel
Shores of Panama by Emerald View Resorts

4-night Florida vacations

The Marker Key West Harbor Resort
Southernmost Beach Resort
Almond Tree Inn Hotel - Adults Only
Orchid Key Inn - Adults Only
The Guesthouses at Southernmost Beach Resort - Adults only
Ocean Key Resort - A Noble House Resort
Hyatt Centric Key West Resort and Spa
Paradise Inn Key West - Adults Only
Kimpton Ridley House, an IHG Hotel
Casa Marina Key West, Curio Collection by Hilton
24 North Hotel Key West
Kimpton Ella's Cottages, an IHG Hotel

5-night Florida vacations

Southernmost Beach Resort
Almond Tree Inn Hotel - Adults Only
The Marker Key West Harbor Resort
Paradise Inn Key West - Adults Only
Margaritaville Beach House Key West
Orchid Key Inn - Adults Only
The Southernmost Inn - Adults Only
The Guesthouses at Southernmost Beach Resort - Adults only
Ocean Key Resort - A Noble House Resort
Casa Marina Key West, Curio Collection by Hilton
NYAH Key West - Adults Only
Hyatt Centric Key West Resort and Spa

6-7 night Florida vacations

Southernmost Beach Resort
Almond Tree Inn Hotel - Adults Only
The Marker Key West Harbor Resort
Paradise Inn Key West - Adults Only
Orchid Key Inn - Adults Only
The Southernmost Inn - Adults Only
Ocean Key Resort - A Noble House Resort
The Guesthouses at Southernmost Beach Resort - Adults only
Casa Marina Key West, Curio Collection by Hilton
Sugar Sands By The Sea
Beach Tower By The Sea
NYAH Key West - Adults Only

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 and save up to $287.

When is peak season in Florida?

are very popular times to visit Florida.

When is the best time to visit Florida?

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

When is the worst time time to visit Florida?

Prices for Florida vacations can peak during .

When is low season in Florida?

We have found 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

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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.

^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.