Title: Luxury Vacations in Key West 2026 | Expedia.ca

![](https://images.trvl-media.com/place/1187/a7c3fad3-5f12-4d91-8996-ed0e1b61b0a3.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Key West Luxury Vacations

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## Flight and Luxury hotel deals in Key West

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 $1,207

per person

Jun 1 - Jun 4

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (1,825 reviews)

The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly

Reviewed on Mar 31, 2026

![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/a4035487_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Gardens Hotel

Old Town Key West

CA $2,587

per person

May 14 - May 18

found 4 hours ago

Roundtrip non-stop flight included

Nashville (BNA) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

A little slice of heaven nestled amongst quaint downtown location. Quiet and relaxing atmosphere perfect Key West getaway.

Reviewed on Mar 21, 2026

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

CA $1,455

per person

Jun 1 - Jun 4

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

8.4/10 Very Good! (572 reviews)

Waterfront property in a quiet part of Key West

Reviewed on Mar 29, 2026

![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/821176b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Marker Key West Harbor Resort

Key West Historic District

CA $4,369

per person

May 1 - May 8

found 1 day ago

Roundtrip flight included

St. John's (YYT) to Key West (EYW)

9.2/10 Wonderful! (1,011 reviews)

Loved the location! Has parking available and is walking distance to everything!!! Great pools and extremely friendly staff as well! We had a great all around experience!

Reviewed on Mar 27, 2026

Don't see what you're looking for?

See all available trips from Columbus to Key West

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Luxury holidays in Key West

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 $1,207

per person

Jun 1 - Jun 4

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (1,825 reviews)

The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly

Reviewed on Mar 31, 2026

![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/821176b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Marker Key West Harbor Resort

Key West Historic District

CA $1,339

per person

May 9 - May 12

found 21 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Key West (EYW)

9.2/10 Wonderful! (1,011 reviews)

Loved the location! Has parking available and is walking distance to everything!!! Great pools and extremely friendly staff as well! We had a great all around experience!

Reviewed on Mar 27, 2026

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

CA $1,455

per person

Jun 1 - Jun 4

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

8.4/10 Very Good! (572 reviews)

Waterfront property in a quiet part of Key West

Reviewed on Mar 29, 2026

Don't see what you're looking for?

See all available trips from Columbus to Key West

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Luxury holidays in Key West

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 $1,362

per person

Jun 22 - Jun 26

found 18 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Key West (EYW)

9/10 Wonderful! (1,825 reviews)

The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly

Reviewed on Mar 31, 2026

![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/821176b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Marker Key West Harbor Resort

Key West Historic District

CA $1,716

per person

May 8 - May 12

found 21 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Key West (EYW)

9.2/10 Wonderful! (1,011 reviews)

Loved the location! Has parking available and is walking distance to everything!!! Great pools and extremely friendly staff as well! We had a great all around experience!

Reviewed on Mar 27, 2026

Don't see what you're looking for?

See all available trips from Columbus to Key West

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan the perfect luxury Key West vacation with Expedia

####  What are some benefits when booking luxury Key West vacations? 

When you book a luxury Key West vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. 
  
####  How can I find all-inclusive luxury vacations in Key West? 

If you're looking for something luxurious in Key West, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. 

####  Can I book a cheap luxury vacation? 

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $1,207, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 21\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. 

####  Are there luxury spa vacations? 

Yes, luxury spa vacations are available and quite popular in Key West. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. 

####  What should I look for in a luxury family vacation in Key West? 

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Key West.

####  Can I book last-minute luxury vacations? 

Yes, last-minute bookings are often available in Key West. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

####  What can help me find the best luxury vacation deals in Key West? 

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Key West or travelling to more obscure destinations altogether can often lead to lower prices.

####  Can I book a luxury vacation that is fully refundable? 

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Key West. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. 

####  Why should I book my luxury vacation with Expedia? 

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

## Luxury Hotels in Key West

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue Key West FL

- 10 min drive from Duval Street

Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...

9/10 Wonderful! (1,842 reviews)

The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly

Reviewed on Mar 31, 2026

[](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/821176b1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Marker Key West Harbor Resort

200 William Street Key West FL

- 10 min walk from Duval Street

Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful ...

9.2/10 Wonderful! (1,003 reviews)

Loved the location! Has parking available and is walking distance to everything!!! Great pools and extremely friendly staff as well! We had a great all around experience!

Reviewed on Mar 27, 2026

[](https://expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

- 16 min walk from Duval Street

Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...

8.4/10 Very Good! (595 reviews)

Excellent

Reviewed on Mar 31, 2026

[](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

[See all 2,597 properties in Key West](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=1187)

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 Key West

](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[

Key West Hotels

](https://expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels)[

Key West Vacation Rentals

](https://expedia.ca/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)[

Key West Car Rentals

](https://expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)[

Key West Vacations

](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides)[

Things to do in Key West

](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)

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