Are there any 5-star all-inclusive resorts in Cow Key?

Use our handy filters to find a luxury escape in Cow Key where most of what you need is included in the price. From there, narrow your results for resorts that have a 5-star rating and are categorized as "All inclusive." The most important thing to look forward to at these stays? Relaxation and indulgence.

What are the top 5-star spa hotels in Cow Key?

For a blissful stay in Cow Key, it's hard to beat Casa Marina Key West, Curio Collection by Hilton . Book a room at this 5-star spa property and spend your days sampling its well-being programs and therapies.

Are there any 5-star vacation rentals in Cow Key?

Our site doesn't have any 5-star vacation rentals in Cow Key. However, you will still find some top-rated properties where the only item on your itinerary will be to relax and have fun. Discover what's available by checking out our vacation rentals in Cow Key .

Find 5 Star Hotels in Cow Key, FL from $193

Upfront pricing

Our total price for your stay includes taxes and fees

Treat yourself

Save 10% or more on over 100,000 hotels worldwide with Member Prices

Learn about One Key

Be picky

Search almost a million properties worldwide

Check availability on Cow Key 5 Star Hotels

Tonight

Tomorrow

Next weekend

In two weeks

Compare Cow Key 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Cow Key.

Southernmost Beach Resort and Guesthouses

1319 Duval Street, Key West, FL

$244 nightly

$275 total

Aug 25 - Aug 26

Total includes taxes and fees

8.6/10 Excellent! (2,641 reviews)

Still don't see what you're looking for?

See all properties in Cow Key.

You can also use these popular filters to refine your search.

Pool Spa Hot tub Breakfast included Waterpark

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.

Learn more about Cow Key

Escape to romantic Cow Key! Enjoy its food and beaches.

See all hotels in Cow Key

Top Cow Key Hotel Reviews

Find out more about Cow Key

Indulge your every whim on your next sabbatical. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Cow Key so popular in the last year. There's no reason to delay a getaway to Cow Key any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Cow Key and get ready to be pampered like never before. Don't wait any longer!

5-Star Hotels in Cow Key

You'll have a wonderful time at one of these 5-star hotels. Top-notch service, delicious meals, and attentive guest service are all ready for you. You're sure to find exactly the accommodation you need. You'll also enjoy a high standard of care and meticulous guest relations, so get ready for a wonderful adventure. How do you want to relax? A full-body massage to help your cares fall away? A concierge to help you make reservations at that outstanding restaurant? Fluffy down pillows, delectable chocolate desserts, and even spectacular views...these hotels are one-of-a-kind. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

Yearning for experiences outside your hotel room? Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Cow Key are waiting for you to rest up after an exciting day.

Your Getaway Starts Today

The results are in, and Cow Key 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. It's time to indulge yourself -- Expedia can help you land a great deal on accommodation. Opt for one of our Cow Key 5-star hotels today and soothe yourself in total tranquility at your convenience.

Explore a world of travel with Expedia

Stock Island Vacation Rentals

Things to do in Stock Island

Frequently asked questions

What are the best 5-star hotels in Cow Key?

Step into a world of luxury at Casa Marina Key West, Curio Collection by Hilton. This is among the best 5-star hotels in Cow Key based on Expedia guest reviews. From its prime location to its amenities and guest services, you can rely on an exceptional guest experience.

How much does it cost to stay in a 5-star hotel in Cow Key?

There are various pricing options for a 5-star hotel in Cow Key on Expedia. The amount you pay will depend on your vacation dates, trip length and other factors. Compare all of the available accommodations for your desired dates and use our pricing and other filters to land the perfect luxury stay.

Search for the lowest price per night from $193

What makes a hotel 5 stars in Cow Key?

From fine dining venues and 24-hour gyms to swimming pools and the finest bedding, the 5-star experience in Cow Key is all about luxury and comfort. But it takes more than just top-notch amenities to receive a 5-star rating. Stays must also deliver extraordinary guest services like in-room massages, on-site dry cleaning and laundry and 24-hour concierge services.

Unlock instant savings with Member Prices