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.

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Blue Flamingo Resort Key West

New Town

CA $1,340

per person

Apr 24 - May 1

found 24 hours ago

Roundtrip flight included

Detroit (DTW) to Key West (EYW)

8/10 Very Good! (1,693 reviews)

Room was clean. Coffee maker in room did not work properly but once we notified them they replaced the one that was in there. Staff was courteous. Elevator did not work very well. Especially if you were not on the first floor. Long waiting time from floors above first floor. A few times had to walk down to first floor to get on and take up to upper floor to load elevator to bring it back down.

Reviewed on Feb 1, 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 $2,166

per person

Apr 24 - May 1

found 24 hours ago

Roundtrip flight included

Detroit (DTW) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

So much fun. Close to everything. The pool and the activities at the pool were so fun. Bartenders were really nice and the front desk staff were very nice and helpful! I loved the espresso machine in the room lol. The garden and flowers outside were beautiful. The pier outside was great for watching the sunset. I really enjoyed the breakfast at the age.

Reviewed on Feb 1, 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 $1,634

per person

Apr 24 - May 1

found 24 hours ago

Roundtrip flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

Good location and service

Reviewed on Feb 1, 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 $1,628

per person

Apr 24 - May 1

found 24 hours ago

Roundtrip flight included

Detroit (DTW) to Key West (EYW)

9.4/10 Exceptional! (1,151 reviews)

The Perry Hotel was a great experience. Traveled with a friend and stayed in a Mangrove room. Rooms were clean and well cared for. Pool and outside area is clean too. Although outside of downtown, there is a free shuttle that takes you downtown. If you are planning a specific time to go into town, you should ask if the shuttle is typically busy or not. It is first come first serve. Restaurants are great for breakfast or lunch when you arrive. It was a great quiet place to stay with the benefit of being on the water and being able to walk around the docks. Some excursions go out from the marinas as well.

Reviewed on Feb 1, 2026

![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 $4,864

per person

Apr 24 - May 1

found 24 hours ago

Roundtrip flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

First time staying at Pier House. We really liked it. We felt that it was more chill than some of the other resorts we’ve stayed at. We stayed in the spa building which was quiet. Nice big room and bathroom. Food was really good at the beach bar. Had a lot of fun hanging out in The Chart Room every night. Didn’t get to take advantage of the pool or beach due to the weather. Looking forward to coming back again. Thanks for the early check in and late check out!!

Reviewed on Feb 1, 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/2026-03-02/2026-03-09/?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.

![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 $1,531

per person

Mar 6 - Mar 9

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

Good location and service

Reviewed on Feb 1, 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 $1,714

per person

Apr 10 - Apr 13

found 10 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

So much fun. Close to everything. The pool and the activities at the pool were so fun. Bartenders were really nice and the front desk staff were very nice and helpful! I loved the espresso machine in the room lol. The garden and flowers outside were beautiful. The pier outside was great for watching the sunset. I really enjoyed the breakfast at the age.

Reviewed on Feb 1, 2026

![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 $2,187

per person

Mar 6 - Mar 9

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

First time staying at Pier House. We really liked it. We felt that it was more chill than some of the other resorts we’ve stayed at. We stayed in the spa building which was quiet. Nice big room and bathroom. Food was really good at the beach bar. Had a lot of fun hanging out in The Chart Room every night. Didn’t get to take advantage of the pool or beach due to the weather. Looking forward to coming back again. Thanks for the early check in and late check out!!

Reviewed on Feb 1, 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/2026-03-02/2026-03-09/?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.

![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 $1,743

per person

Apr 15 - Apr 19

found 4 hours ago

Roundtrip flight included

Montreal (YUL) to Key West (EYW)

9.4/10 Exceptional! (1,151 reviews)

The Perry Hotel was a great experience. Traveled with a friend and stayed in a Mangrove room. Rooms were clean and well cared for. Pool and outside area is clean too. Although outside of downtown, there is a free shuttle that takes you downtown. If you are planning a specific time to go into town, you should ask if the shuttle is typically busy or not. It is first come first serve. Restaurants are great for breakfast or lunch when you arrive. It was a great quiet place to stay with the benefit of being on the water and being able to walk around the docks. Some excursions go out from the marinas as well.

Reviewed on Feb 1, 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 $2,811

per person

Apr 17 - Apr 21

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.2/10 Wonderful! (505 reviews)

Everything was great. I couldn’t complain about anything if I wanted to. Thanks for a great stay!

Reviewed on Jan 28, 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 $1,746

per person

Apr 15 - Apr 19

found 4 hours ago

Roundtrip flight included

Montreal (YUL) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

So much fun. Close to everything. The pool and the activities at the pool were so fun. Bartenders were really nice and the front desk staff were very nice and helpful! I loved the espresso machine in the room lol. The garden and flowers outside were beautiful. The pier outside was great for watching the sunset. I really enjoyed the breakfast at the age.

Reviewed on Feb 1, 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/2026-03-02/2026-03-09/?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 $1,340, 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 32\. 

####  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)

![Private & Haven-ly pool home on boating canal](https://images.trvl-media.com/lodging/113000000/112300000/112293300/112293225/620c6b96_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Private & Haven-ly pool home on boating canal

 Key Haven FL

- 11 min drive from Duval Street

Stay at this vacation home in Key West. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Duval Street and ...

[](https://expedia.ca/Key-West-Hotels-Private-Haven-Ly-Pool-Home-On-Boating-Canal.h112293225.Hotel-Information)

[See all 3,236 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

](https://expedia.ca/Car-Rentals-In-Raccoon-Key.d180164.Car-Rental-Guide)[

Raccoon Key Vacations

](https://expedia.ca/Raccoon-Key.d180164.Destination-Travel-Guides)[

Things to do in Raccoon Key

](https://expedia.ca/Things-To-Do-In-Raccoon-Key.d180164.Travel-Guide-Activities)

\* 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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