Lower Florida Keys Romantic Vacations
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Top Romantic vacation packages in Lower Florida Keys
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,710 reviews)
The front desk help were excellent. Told me about the amenities, they texted me to see if we needed anything. We had a bit of rain and I received another text letting me know about things to do In the rain at the resort and in town . So thoughtful. I would recommend this resort highly . I definitely will go stay any.
Reviewed on Aug 17, 2025
The Perry Hotel & Marina Key West
Save 100% on your flight
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,055 reviews)
The bed was pretty good, but definitely not the best I’ve stayed in for the price. The view of the room was great. The internet was good, but would drop every 2-3 hours or so. The first night I stayed there, the room was equipped with only 2 towels when the reservation was made for 2 adults and 2 kids. I had to ask for more. After that, the general room service was good. Parking was pretty far and the cost of self parking, (which is the only option,) was pretty high. The noise level at night coming from the hallway was pretty loud and crazy. The parking fees and hotels fees definitely don’t match and are quite off from what’s on Expedia as opposed to what’s charged at the hotel. In summary, I would stay again at The Perry if I go back to Key West in the future, but for the cost, there are better options out there.
Reviewed on Aug 14, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,007 reviews)
Bed and pillows - super confortable!
Hotel, gardens, trees, pools, bars, five stars!
Service and love like home!!
Reviewed on Aug 17, 2025
Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (2,662 reviews)
Food and drinks are expensive but good. Not much in terms of entertainment at the resort but there are multiple pools to explore.
Reviewed on Aug 17, 2025
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View all trips3 Night Romantic vacations in Lower Florida Keys
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,710 reviews)
The front desk help were excellent. Told me about the amenities, they texted me to see if we needed anything. We had a bit of rain and I received another text letting me know about things to do In the rain at the resort and in town . So thoughtful. I would recommend this resort highly . I definitely will go stay any.
Reviewed on Aug 17, 2025
The Perry Hotel & Marina Key West
Save 100% on your flight
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,055 reviews)
The bed was pretty good, but definitely not the best I’ve stayed in for the price. The view of the room was great. The internet was good, but would drop every 2-3 hours or so. The first night I stayed there, the room was equipped with only 2 towels when the reservation was made for 2 adults and 2 kids. I had to ask for more. After that, the general room service was good. Parking was pretty far and the cost of self parking, (which is the only option,) was pretty high. The noise level at night coming from the hallway was pretty loud and crazy. The parking fees and hotels fees definitely don’t match and are quite off from what’s on Expedia as opposed to what’s charged at the hotel. In summary, I would stay again at The Perry if I go back to Key West in the future, but for the cost, there are better options out there.
Reviewed on Aug 14, 2025
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,014 reviews)
We live Pier House. Have stayed before. Unfortunately we were stuck in a "Junior Spa Suite" in rear spa building this time. Our "patio" was in the rear parking lot. Literally. Loud at night and in am with cars, workers. Patio walls rusted .
Room small amd cramped. Will say it was very clean . Mattress a bit hard .
Fees upon fees upon fees added plus ridiculous drink prices .
Was not worth what I paid ...should have had an oceanfront suite for what I paid instead had ghetto suite
Reviewed on Aug 17, 2025
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See all available trips from Columbus to Lower Florida Keys
View all trips4 Night Romantic vacations in Lower Florida Keys
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
Save 100% on your flight
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,055 reviews)
The bed was pretty good, but definitely not the best I’ve stayed in for the price. The view of the room was great. The internet was good, but would drop every 2-3 hours or so. The first night I stayed there, the room was equipped with only 2 towels when the reservation was made for 2 adults and 2 kids. I had to ask for more. After that, the general room service was good. Parking was pretty far and the cost of self parking, (which is the only option,) was pretty high. The noise level at night coming from the hallway was pretty loud and crazy. The parking fees and hotels fees definitely don’t match and are quite off from what’s on Expedia as opposed to what’s charged at the hotel. In summary, I would stay again at The Perry if I go back to Key West in the future, but for the cost, there are better options out there.
Reviewed on Aug 14, 2025
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
9.2/10 Wonderful! (1,004 reviews)
The place was nice, quite clean and very spacious.
But I tink there are some things that need remodeling like kitchen cabinets .They’re a bit bare, meaning they need paint. I think it’s a bit outdated. The parking was a bit uncomfortable.The pool was super clean, and the atmosphere was peaceful for relaxing .
Reviewed on Aug 16, 2025
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (768 reviews)
Room was tight but more importantly dirty. The floor in the bathroom was grimy and the shower moldy.
Reviewed on Aug 13, 2025
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See all available trips from Columbus to Lower Florida Keys
View all tripsHow to find a romantic Lower Florida Keys vacation
How can I find the best Lower Florida Keys vacation packages for couples?
To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.
How can I find cheap Lower Florida Keys romantic packages for two?
For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.
How can I plan a great romantic trip to Lower Florida Keys?
Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.
How much is a trip for two to Lower Florida Keys?
Put a price on love with stunning deals for duos starting at just $325. Prices and availability are subject to change. Additional terms may apply.
Can I book Lower Florida Keys spa packages for couples?
Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.
How can I book romantic weekend getaway packages in Lower Florida Keys?
To book a loved-up break in Lower Florida Keys, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).
Can I book a romantic trip to Lower Florida Keys with free cancellation and/or flexible dates?
The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.
Why should I book my Lower Florida Keys romantic holiday with Expedia?
If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?
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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.