Title: Romantic 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 Romantic Vacations

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## Flight and Romantic 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 $1,848

per person

Apr 29 - May 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

check in was not the greatest from previous stays

Reviewed on Feb 26, 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 $3,552

per person

Apr 29 - May 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

Bed need to be updated very bad

Reviewed on Feb 26, 2026

![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Marker Key West Harbor Resort

Key West Historic District

CA $2,905

per person

Apr 29 - May 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.2/10 Wonderful! (1,000 reviews)

We loved this hotel! Beautiful, spacious and clean rooms, great location, gorgeous grounds and pools, helpful staff. We would stay there again!

Reviewed on Feb 24, 2026

![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Reach Key West, Curio Collection by Hilton

Old Town Key West

CA $2,055

per person

Apr 29 - May 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

8.4/10 Very Good! (1,001 reviews)

Clean room great staff

Reviewed on Feb 24, 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 $2,066

per person

Apr 29 - May 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

Just as we were expecting per the site!! Awesome staff.

Reviewed on Feb 26, 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/2026-03-26/2026-04-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Romantic holidays in Key West

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

![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Gardens Hotel

Old Town Key West

CA $2,058

per person

May 1 - May 4

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

Sweet place. Helpful staff. World class pianist. Parking on site.

Reviewed on Feb 25, 2026

![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Marker Key West Harbor Resort

Key West Historic District

CA $2,380

per person

May 1 - May 4

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.2/10 Wonderful! (1,000 reviews)

We loved this hotel! Beautiful, spacious and clean rooms, great location, gorgeous grounds and pools, helpful staff. We would stay there again!

Reviewed on Feb 24, 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 $2,424

per person

May 1 - May 4

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

Bed need to be updated very bad

Reviewed on Feb 26, 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/2026-03-26/2026-04-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Romantic holidays in Key West

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

![Lighthouse Hotel - Key West Historic Inns](https://images.trvl-media.com/lodging/2000000/1180000/1171100/1171079/2155599f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Lighthouse Hotel - Key West Historic Inns

Old Town Key West

CA $1,537

per person

Mar 29 - Apr 2

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

9/10 Wonderful! (831 reviews)

AC was extremely noisy. Paid for early checkin and never received the text. Even showed the staff my phone unpon checking in. Yet they still charged me.

Reviewed on Feb 24, 2026

![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Gardens Hotel

Old Town Key West

CA $1,588

per person

Apr 19 - Apr 23

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTT) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

Sweet place. Helpful staff. World class pianist. Parking on site.

Reviewed on Feb 25, 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 $3,552

per person

Apr 29 - May 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

Bed need to be updated very bad

Reviewed on Feb 26, 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/2026-03-26/2026-04-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan unforgettable romantic Key West vacations

####  What are some of the benefits of booking a romantic Key West vacation? 

When booking a romantic Key West vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Florida. 
  
####  How can I find the best vacation packages for couples? 

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Key West destination, and you'll be met with an array of options for you and your partner to enjoy. 

####  Can I find cheap romantic vacations for 2 in Key West? 

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $1,537 and can enjoy savings of up to 21 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first. 

####  What do I need to consider when booking a romantic getaway in Key West? 

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Key West certainly come in handy here. 

####  What amenities should I look for in a luxury romantic vacation? 

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Key West.

####  Can I book a romantic Key West vacation with a hot tub? 

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

####  How can I find romantic vacation getaways that are all-inclusive? 

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Key West search. 

####  Can I book a romantic trip to Key West that is fully refundable? 

Several romantic Key West vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

####  Why should I book a romantic vacation with Expedia? 

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.

## Romantic Hotels in Key West

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

- 11 min walk from Duval Street

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

8.8/10 Excellent! (3,111 reviews)

Just as we were expecting per the site!! Awesome staff.

Reviewed on Feb 26, 2026

[](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Parrot Key Hotel & Villas

2801 N Roosevelt Blvd Key West FL

- 5 min drive from Duval Street

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...

9/10 Wonderful! (1,305 reviews)

Everything was exceptional

Reviewed on Feb 25, 2026

[](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Pier House Resort & Spa

1 Duval St Key West FL

- 11 min walk from Duval Street

Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...

9/10 Wonderful! (1,039 reviews)

Bed need to be updated very bad

Reviewed on Feb 26, 2026

[](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

[See all 2,698 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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