Florida Keys Vacations 2025/2026

Top Florida Keys hotels deals

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

Free cancellation

Reserve now, pay when you stay

CA $196

CA $300 total

Nov 30 - Dec 1

includes taxes & fees

Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby.

On private beach

Pool

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Free cancellation

Reserve now, pay when you stay

CA $314

CA $449 total

Dec 1 - Dec 2

includes taxes & fees

Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Florida Keys Brewing Co. and MoradaWay Arts & Cultural District are located nearby.

On private beach

Pool

Waterside Suites & Marina

201 Ocean Drive Key Largo FL

Free cancellation

Reserve now, pay when you stay

CA $155

CA $215 total

Nov 25 - Nov 26

includes taxes & fees

Stay at this hotel in Key Largo. Enjoy free WiFi, a marina, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Jacob's Aquatic Center are located nearby.

Pool

Pet-friendly

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard Marathon FL

CA $341

CA $470 total

Nov 30 - Dec 1

includes taxes & fees

Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sombrero Beach and Vaca Key are located nearby.

Pool

Spa

Lime Tree Bay Resort

68500 Overseas Hwy Long Key FL

Free cancellation

Reserve now, pay when you stay

Get rates

Book a stay at this beach resort in Long Key. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Long Key State Park and Fiesta Key are located nearby.

On private beach

Pool

Reefhouse Resort & Marina

103800 Overseas Hwy Key Largo FL

Free cancellation

Reserve now, pay when you stay

CA $281

CA $372 total

Dec 1 - Dec 2

includes taxes & fees

Book a stay at this beach hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Caribbean Club Bar are located nearby.

On private beach

Pool

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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.

Popular places to visit

Duval Street

With a visit to Duval Street, a favorite shopping spot in Key West, you can search for that perfect souvenir. Wander the seaside or discover the area's beautiful sunsets.

Mallory Square

You can find out about the history of Key West with a stop at Mallory Square. Stroll along the area's beautiful beaches or experience its lively festivals.

Southernmost Point

You can find out about the history of Key West with a stop at Southernmost Point. Discover the area's lively bars and its lively festivals.

Frequently asked questions

How much are vacation packages to Florida Keys?

You'll find a fantastic flight + hotel bundle for an affordable . With one of our Travelocity vacation packages, a getaway to Florida Keys has never looked so good! Save your time and money and then start packing that suitcase.

Where can I get the best vacation package deals for Florida Keys?

With as many as 400 airline partners and 1,000,000 hotels around the world, it's hard to beat Travelocity. Browse our impressive range and pick up the best Florida Keys vacation package. Don't you love it when trip planning is that easy?

Why should I book my Florida Keys vacation package via Travelocity?

Travel should be about making cherished memories and leaving all your troubles behind — which is why we have a team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our impressive range of destinations. So what are you waiting for? There's no time like the present to secure the vacation you've always dreamed of.

Will I save money on my Florida Keys car rental if I combine it with a hotel or flight?

You sure can with our Florida Keys vacation packages. With one of these, there are loads of ways to make your hard-earned cash go further. Bundle any two or more car, flight, hotel and tour bookings and watch your savings start to pile up. With a rental car, all the landmarks in and around Florida Keys are just a road trip away.

What is there to do in Florida Keys?

Florida Keys boasts hidden surprises around every turn, however make sure you plan a trip to Sombrero Beach and John Pennekamp Coral Reef State Park while you're in town. These landmarks should be on your to-do list.