
Florida Keys Romantic Holidays
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Top flight + Romantic hotel deals in Florida Keys
Price found within the past 48 hours. Click for updated prices.

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was ₹173,012, price is now ₹132,126 per person
₹132,126
per person
11 Jun - 16 Jun
found 1 day ago
Return direct flight included
Dallas (DFW) to Key West (EYW)
8.8/10 Excellent! (3,227 reviews)
We enjoyed our stay at Southernmost Duval guesthouse. The guesthouse was beautiful and very private and clean. We were slightly disappointed that we were so far from the resort and all the amenities. Next time we will know how to book a room at the actual resort. Thank you for your wonderful hospitality.
Reviewed on 5 May 2026

Southernmost House - Adult Exclusive
Old Town Key West
Save 100% on your flight
Price was ₹260,707, price is now ₹154,574 per person
₹154,574
per person
11 Jun - 16 Jun
found 1 day ago
Return direct flight included
Dallas (DFW) to Key West (EYW)
9.4/10 Exceptional! (1,006 reviews)
The accommodation was very nice! Great property location and extremely clean. For a 100 year old mansion, it was in great shape!
It’s right next door to the southern most point buoy! Walkable to Mallory square. The parking lot is only for guests and although there was a charge, it was cheaper than parking in Mallory square!
Reviewed on 27 Apr 2026

The Gardens Hotel
Old Town Key West
Price was ₹203,912, price is now ₹149,299 per person
₹149,299
per person
11 Jun - 16 Jun
found 1 day ago
Return direct flight included
Dallas (DFW) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
This was one of the nicest places we have ever stayed. It felt like a tropical oasis but was only a block over from Duval. Wine tasting room was great and the hotel cat, Lucy, was the sweetest! Breakfast each morning was amazing! We would definitely stay here again when we come back to visit!
Reviewed on 26 Apr 2026

Pier House Resort & Spa
Key West Historic District
Price was ₹173,066, price is now ₹148,149 per person
₹148,149
per person
11 Jun - 16 Jun
found 1 day ago
Return direct flight included
Dallas (DFW) to Key West (EYW)
9/10 Wonderful! (1,087 reviews)
Love this hotel! Friendly and helpful staff, rooms are nice and the balcony with ocean view was spectacular. Although the property is older, the cleanliness and friendly staff more than make up for the age. The restaurant on property is excellent, and the location can’t be beat. We will be back!
Reviewed on 4 May 2026

Hyatt Centric Key West Resort and Spa
Key West Historic District
Price was ₹156,568, price is now ₹141,387 per person
₹141,387
per person
11 Jun - 16 Jun
found 1 day ago
Return direct flight included
Dallas (DFW) to Key West (EYW)
9/10 Wonderful! (1,003 reviews)
Great Breakfast at the restaurant. Wonderful view.
Reviewed on 5 May 2026
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View all tripsTop Romantic Florida Keys Hotels

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (3,279 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, on the beach
Travellers say...
We enjoyed our stay at Southernmost Duval guesthouse. The guesthouse was beautiful and very private and clean. We were slightly disappointed that we were so far from the resort and all the amenities. Next time we will know how to book a room at the actual resort. Thank you for your wonderful ...
Reviewed on 5 May 2026

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 4 outdoor pools and breakfast (surcharge). Our guests praise the pool and the bar in their reviews. Popular ...
9/10 Wonderful! (1,384 reviews)
The room was clean and fine enough. The outdoor area was common and offered no privacy. For some reason, there were 4 pools - but they were all very small and right next to each other, so I didn't understand the purpose. Would have preferred just one larger pool. During my stay there were a large ...
Reviewed on 5 May 2026

Pier House Resort & Spa
1 Duval St Key West FL
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 in their ...
9/10 Wonderful! (1,104 reviews)
Couples like: full-service spa, beachfront dining, hot tub, on the beach
Travellers say...
Very nice
Reviewed on 5 May 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
