Key West Romantic Holidays

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Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
  • 11 min walk from Duval Street
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,508 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining, on the beach

Travellers say...
"Not our first time at this resort. Disappointed in some little noticeable differences – they discontinued the morning happy hour at the beach restaurant and no longer have cable. I know we weren’t there to watch television but it’s nice to have it on when you are back in the room winding down – only ..."

Reviewed on 10 Jun, 2025

Southernmost Beach Resort and Guesthouses
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4 out of 5
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! (1,001 reviews)
"Clean, quiet accommodations.. all staff is friendly & helpful...we had a great time !"

Reviewed on 11 Jun, 2025

Parrot Key Hotel & Villas
Pier House Resort & Spa
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
  • 11 min walk from Duval Street
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,004 reviews)

Couples like: full-service spa, beachfront dining, hot tub, on the beach

Travellers say...
"👍"

Reviewed on 11 Jun, 2025

Pier House Resort & Spa
See all 2,754 properties in Key West
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.