Romantic Vacations in Lower Florida Keys 2026

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Flight and Romantic hotel deals in Lower Florida Keys

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

Eden House

Key West Historic District

CA $2,158

per person

Nov 2 - Nov 6

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9/10 Wonderful! (1,002 reviews)

The Gardens Hotel

Old Town Key West

Save 100% on your flight

CA $4,409

per person

Dec 20 - Dec 27

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

It is a GREAT property in Key West, right in the center of the action.

Reviewed on Sep 28, 2026

Southernmost House - Adult Exclusive

Old Town Key West

CA $2,711

per person

Dec 19 - Dec 24

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Key West (EYW)

9.4/10 Exceptional! (1,004 reviews)

The Marker Key West Harbor Resort

Key West Historic District

CA $2,667

per person

Dec 19 - Dec 24

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Key West (EYW)

9.2/10 Wonderful! (1,016 reviews)

Friendly staff, nice grounds, Great location

Reviewed on Sep 28, 2026

Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $2,458

per person

Dec 19 - Dec 24

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Key West (EYW)

8.6/10 Excellent! (3,560 reviews)

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3 Night Romantic holidays in Lower Florida Keys

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

Blue Flamingo Resort Key West

New Town

CA $1,693

per person

Nov 7 - Nov 10

found 2 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Key West (EYW)

8.6/10 Excellent! (2,652 reviews)

The grounds are beautiful. One morning I watched them pressure wash around the pool area and they cleaned everything. There was so much to take in and since the grounds are beautiful so many places for photos. The room we stayed in was clean and even though we faced the busy street the noice was not bad at all. Didnt need earplugs. The shuttle to Duval was really nice, just go to the desk first and tell them when you want to leave. We used the bigger pool and it was nice and lots of seating. The staff was really helpful and on our last night we were outside taking pictures for our anniversary when I saw Jose who works at the hotel. He didn't know we were there celebrating our anniversary and he took pictures for us and also had a very nice surprise in our room when we got back. Seriously though we were thrilled he walked by and could take pictures for us. We have stayed at several hotels in key West including one of the sister hotels. Any hotel will fit what you want to experience while you are in Key West but keep this on the top of your list. I read reviews before I booked and I will say they are honest. This is a very good place to stay. One thing not about the hotel but about the beaches. Take a Lyft to smathers beach or Ft. Zachary Taylor. There is a smaller beach people may steal you too. Don't fall for it. Blue Flamingo yes we will like book this hotel again!

Reviewed on Sep 28, 2026

Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $2,447

per person

Nov 7 - Nov 10

found 2 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Key West (EYW)

8.6/10 Excellent! (3,560 reviews)

Southernmost House - Adult Exclusive

Old Town Key West

CA $2,283

per person

Nov 7 - Nov 10

found 2 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Key West (EYW)

9.4/10 Exceptional! (1,004 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Lower Florida Keys

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4 Night Romantic holidays in Lower Florida Keys

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

Ibis Bay Beach Resort

Northside Resort

CA $1,689

per person

Nov 2 - Nov 6

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

8.2/10 Very good! (2,365 reviews)

Good location and spacious room but the shower was tiny.

Reviewed on Sep 28, 2026

Southernmost House - Adult Exclusive

Old Town Key West

Save 100% on your flight

CA $1,948

per person

Nov 2 - Nov 6

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.4/10 Exceptional! (1,004 reviews)

The Key West Hotel

Key West Historic District

Save 100% on your flight

CA $2,571

per person

Nov 2 - Nov 6

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.2/10 Wonderful! (562 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Lower Florida Keys

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What are some of the benefits of booking a romantic Lower Florida Keys vacation?

When booking a romantic Lower Florida Keys 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 Lower Florida Keys 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 Lower Florida Keys?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $1,689 and can enjoy savings of up to 17 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 Lower Florida Keys?

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 Lower Florida Keys 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 Lower Florida Keys.

Can I book a romantic Lower Florida Keys 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 Lower Florida Keys search.

Can I book a romantic trip to Lower Florida Keys that is fully refundable?

Several romantic Lower Florida Keys 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.