Title: Beach Vacations in Raccoon Key 2026 | Expedia.ca

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# Raccoon Key Beach Vacations

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## Flight and Beach hotel deals in Raccoon Key

Price found within the past 48 hours. Click for updated prices.

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Oceans Edge Key West Resort, Hotel & Marina

CA $2,163

per person

Feb 25 - Mar 4

found 12 hours ago

Roundtrip flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

The staff that cleaned our room were great! Kept everything fresh and clean for our entire stay!

Reviewed on Jan 12, 2026

![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Perry Hotel & Marina Key West

CA $2,200

per person

Feb 25 - Mar 4

found 12 hours ago

Roundtrip flight included

Detroit (DTW) to Key West (EYW)

9.4/10 Exceptional! (1,151 reviews)

All staff were wonderful, especially the concierge. I also loved the ease of using the shuttle to get to the Old town. Everything was clean and comfortable. The room was actually spacious as well.

Reviewed on Jan 13, 2026

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $3,762

per person

Feb 14 - Feb 20

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

Room smelled musty all the time we were there and we ran the ac all the time. Also, breakfast was not served at guesthouse so we had to walk to main building every day. Not a big deal but it was not what we were told when we booked our stay. Otherwise, it was a very pleasant stay, all in all

Reviewed on Jan 12, 2026

![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Winslow's Bungalows - Key West Historic Inns

Old Town Key West

CA $2,790

per person

Feb 14 - Feb 20

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.2/10 Wonderful! (1,044 reviews)

The place and staff were amazing!!!!

Reviewed on Jan 13, 2026

![Southernmost House](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/9dea706f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Southernmost House

Old Town Key West

CA $4,294

per person

Feb 25 - Mar 4

found 12 hours ago

Roundtrip flight included

Detroit (DTW) to Key West (EYW)

9.4/10 Exceptional! (1,001 reviews)

What a gorgeous property, the mansion is gorgeous and the views were awesome. It was so nice to walk out of the property and enjoy all that Duvall street has to offer without ever needing our car.

Reviewed on Dec 29, 2025

Don't see what you're looking for?

See all available trips from Columbus to Raccoon Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-13/2026-02-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Beach holidays in Raccoon Key

Price found within the past 48 hours. Click for updated prices.

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pier House Resort & Spa

Key West Historic District

CA $2,485

per person

Mar 20 - Mar 23

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

I booked balcony view and we got the view of the back end of the cafe/bar . Listened to their hvac system while outside and the obnoxiously loud fountain that at night would gush water. Then on top of this was the ants in the room. They were all over the coffee area . Getting in our food . Had to throw away food. Also in the bathroom had ants fall down into my underwear. They said they were sending house keeping but if they came this needed more intervention. Hate to say this our room was nice. The air conditioner comes on every 15 minutes right above your head so another bad point. At $950 a night for the weekend. It makes me ill.

Reviewed on Jan 11, 2026

![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Centric Key West Resort and Spa

Key West Historic District

CA $3,588

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Key West (EYW)

9/10 Wonderful! (1,002 reviews)

Great location! Nice pool area. No beach access and no recycling available, except for aluminum. Easy walk into town.

Reviewed on Jan 6, 2026

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Oceans Edge Key West Resort, Hotel & Marina

CA $4,117

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

The staff that cleaned our room were great! Kept everything fresh and clean for our entire stay!

Reviewed on Jan 12, 2026

Don't see what you're looking for?

See all available trips from Columbus to Raccoon Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-13/2026-02-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Beach holidays in Raccoon Key

Price found within the past 48 hours. Click for updated prices.

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Windward Pointe, Key West

CA $1,620

per person

Mar 23 - Mar 27

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.6/10 Exceptional! (1,002 reviews)

Great staff, beautiful rooms, very clean, great property

Reviewed on Jan 12, 2026

![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Key West Hotel

Key West Historic District

CA $2,055

per person

Mar 23 - Mar 27

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.2/10 Wonderful! (505 reviews)

Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable.

Reviewed on Dec 12, 2025

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Oceans Edge Key West Resort, Hotel & Marina

CA $1,799

per person

Mar 23 - Mar 27

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

The staff that cleaned our room were great! Kept everything fresh and clean for our entire stay!

Reviewed on Jan 12, 2026

Don't see what you're looking for?

See all available trips from Columbus to Raccoon Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-13/2026-02-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Find the best beach vacations in Raccoon Key

####  What are some benefits when booking beach vacations in Raccoon Key? 

When you travel to the beach in Raccoon Key, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip. 
  
####  How can I book the best beach vacations in Raccoon Key? 

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Raccoon Key trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit. 

####  Can I book cheap beach vacations in Raccoon Key? 

There are quite a few things you can do to get cheap beach vacations in Raccoon Key. Prices range from CA $1,620, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out. 

####  Can I book beach packages? 

Yes, and you'll find quite a few beach packages available in Raccoon Key. These package deals let you save by booking your accommodation and your flight together with savings of up to 42\. 

####  Why should I book family beach vacations? 

When you're travelling with the family to Raccoon Key, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room. 

####  How can I find a beachfront vacation in Raccoon Key? 

It's easy to find a beachfront vacation accommodation in Raccoon Key using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

####  How can I book last-minute beach vacations? 

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Raccoon Key as your destination and see what's available. 

####  Can I find all-inclusive beach vacations ? 

Yes, all you have to do to find all-inclusive beach vacations in Raccoon Key is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance. 

####  Can I book a beach trip that's fully refundable? 

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Key West. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

####  Why should I book beach vacations with Expedia? 

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

## Beach Hotels in Raccoon Key

![Floralee House in Key West](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115479/9b8ab1bf_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Floralee House in Key West

 Key West FL

- 11 min drive from Duval Street

Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.

[](https://expedia.ca/Key-West-Hotels-Floralee-House-In-Key-West.h109115479.Hotel-Information)

![Lifetime memories/Private pool/WiFi/Dog OK/Self check-in-out/High Cleanliness!](https://images.trvl-media.com/lodging/32000000/31200000/31197700/31197665/55d7851c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Lifetime memories/Private pool/WiFi/Dog OK/Self check-in-out/High Cleanliness!

 Key West FL

- 11 min drive from Duval Street

Stay at this vacation home in Key West. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Duval Street and Smathers Beach are located ...

9.8/10 Exceptional! (15 reviews)

Disappointment 

We loved our stay we love the owners. I did try to book the same dates for next year and had a lot of trouble. I called VRBO at least three times to help me. Got the ok and pricing from the owner and I could never get it to work. Then the unimaginable happened. Someone else booked it. All you guys ...

Reviewed on Mar 18, 2025

[](https://expedia.ca/Key-West-Hotels-Lifetime-MemoriesPrivate-PoolWiFiDog-OKSelf-Check-In-OutHigh-Cleanliness.h31197665.Hotel-Information)

![Key West Home on Deep Water Canal with Pool on Key Haven Road, Fisherman's Dream](https://images.trvl-media.com/lodging/97000000/96100000/96091600/96091600/5d9b0433_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Key West Home on Deep Water Canal with Pool on Key Haven Road, Fisherman's Dream

 Key West FL

- 11 min drive from Duval Street

Stay at this vacation home in Key West. Enjoy private pools, laundry facilities, and patios. Popular attractions Duval Street and Smathers Beach are located ...

10/10 Exceptional! (4 reviews)

Wonderful stay

Stayed for the month of March and it was wonderful. The house was as listed and the owner was great to deal with. We totally enjoyed the pool, the kayaks, and the flat top grill for cooking outside. On the first day of spring, we saw a mama and baby manatee in the canal. Another day, we saw a nurse ...

Reviewed on Apr 4, 2025

[](https://expedia.ca/Key-West-Hotels-Key-West-Home-On-Deep-Water-Canal-With-Pool-At-Mile-Marker-5.h96091600.Hotel-Information)

[See all 3,243 properties in Raccoon Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=180164)

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.

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## More Vacations Ideas

[Flights to Raccoon Key

](https://expedia.ca/Cheap-Flights-To-Raccoon-Key.d180164.Travel-Guide-Flights)[

Raccoon Key Hotels

](https://expedia.ca/Raccoon-Key-Hotels.d180164.Travel-Guide-Hotels)[

Raccoon Key Vacation Rentals

](https://expedia.ca/Raccoon-Key-Vacation-Rentals.d180164.Travel-Guide-VacationRentals)[

Raccoon Key Car Rentals

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Raccoon Key Vacations

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Things to do in Raccoon Key

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\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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