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Key West Romantic hotels

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Key West Romantic Hotels

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Featured Key West Romantic Hotels

From $159

1 Chelsea House

3 stars
3.8 / 5 131 reviews

709 Truman Ave Map

Historic Key West hotel offers elegant rooms at the heart of Old TownThe historic Chelsea House Pool and Gardens sits at the heart of Old Town Key West. Offering rooms in grand Victorian mansions, which date from 1888 and 1906, Chelsea House Pool and Gardens has classic accommodations with modern... More

great location and great services
staff was helpful, was the kid's honeymoon and they had a great time and the rooms were very clean and nostalgic......they want to go back.
May 3, 2009
Great Place to Stay
This Hotel was perfectly located within the heart of Key West a nice stroll to and back made for a get entrance and exit to everything. The Hotel was extremely quant and lovely for a romantic and...
Nov 16, 2008
From $151

2 La Mer Hotel and Dewey House

3 stars
4.8 / 5 11 reviews

506 South St. Map

La Mer Hotel and Dewey House, Key Wests award-winning oceanfront bed and breakfast, complement our collection of dynamic hotels in historic old town. These intimate bed and breakfasts have a unique, turn-of-the-century feel, 19 spacious rooms and are connected by lush tropical gardens, towering... More

Awesome
I highly recommend La Mer, the view was incredible, the room was clean and beautiful, and the bathroom was very clean. It is located on the more peaceful side of Duval street... a few blocks away...
May 6, 2011

3 An Island Oasis

1 star
4.2 / 5 5 reviews

630 South Street Map

An Island Oasis Tropical Inn, Charming, friendly tropical bed and breakfast with only 6 rooms in great Old Town location just 1.5 blocks to the beach and 1.5 block to Duval Street. Surrounded by lush, tropical gardens, this intimate Bed and Breakfast is an original 1939 stately mansion built to... More

HONEYMOON IN PARADISE
WE CAME TO KEY WEST FOR OUR HONEYMOON AND STAYED AT ISLAND OASIS. THIS BED AND BREAKFAST WAS GREAT. IT WASNT FAR FROM DUVAL ST AND CLOSE TO ALL MAJOR THINGS. WAS VERY QUIET AND RELAXING. WOULD STAY...
Aug 7, 2009

4 Duval House

3 stars
3.9 / 5 42 reviews

815 Duval Street Map

Historic guest rooms, lush courtyard gardens at the heart of Old TownThe Duval House provides a romantic, quiet getaway for honeymooners and couples (no children 16 or younger allowed). Located on Duval Street just a short walk from both the southern beaches and Mallory Square, the Duval House... More

Nice but not exactly what is advertised
I was only there for one night. It was nice but could have been better. Throw in some free parking and wireless internet that works in every room and it would be the cute romantic getaway that...
Jul 22, 2009
great location
The great location makes this B&B an excellent choice.
Mar 2, 2014
From $169

5 Silver Palms Inn

3 stars
4.0 / 5 64 reviews

830 Truman Avenue Map

Save $20 USD per night

Affordable elegance for a luxury vacation or weekend getawayThe Silver Palms Inn Key West is located in Historic Old Town. This Florida hotel offers guests a contemporary appearance, with aquamarine accents set against a background of earth-tone accents. Regardless if guests are here on business,... More

room equipped of all stuff
Room was clean and equipped of everything needed. Air conditioning, hair dryer, iron. Plenty of towels and toiletteries. Big TV screen and swimming pool is next to rooms. Duval street with all...
Oct 15, 2014
Nice Hotel
Great experience. Friendly staff. Chocolates, water and lemonade at reception. Will give you a bottle of water at check-in. Got a room upgrade on the back side with a pool view and nice balcony....
Sep 21, 2014
From $214

6 Casa Marina Resort - Waldorf Astoria Collection

5 stars
4.2 / 5 214 reviews

1500 Reynolds Street Map

Best of Waldorf - Includes hotel credit

Historic beachfront luxury resort on the south side of Key WestBuilt in 1920, the Casa Marina Resort holds a spot on the National Register of Historic Places. The iconic hotel offers an ideal mix of laid-back elegance, old-Key West ambiance and modern luxury. Nestled on the island's southern... More

This place is paradise!
Casa Marina in Key west is about as close to perfection as you can get. It is expensive but it is worth it. I want here on my honeymoon and had such an incredible time. Everything is great from...
Oct 13, 2013
Close to the beach and to the party street
Quite hotel, great service, nice beach and a romantic place , (dramatic sunsets) and walking distance from Duvalnstreet thta allows to walk directly to the crowded and party place but far away...
Oct 22, 2012
From $189

7 The Reach Resort - Waldorf Astoria Collection

4 stars
4.0 / 5 219 reviews

1435 Simonton Street Map

Best of Waldorf - Includes hotel credit

Luxury resort, on-site water sports along Key West's only natural beachThe Reach Resort underwent a major renovation and now features sumptuous accommodations and abundant amenities on the island's only natural beach. Located at the end of Simonton Street just east of the Southernmost Point... More

husband and wife birthday and anniversary
very convenient, private beach, extremely clean, love the champagne hour, the search about, although i think if im paying this amount for my room parking should be included. that would be my only...
Jul 28, 2013
A romantic Getaway
The Reach Resort was fabulas. The consierge was so hospitable, and friendly and helped out with everything. The pool concierge was fun, and hopped like a flea to get us chairs and towels on the...
Dec 8, 2008
From $251

8 Southernmost on the Beach

5 stars
4.5 / 5 120 reviews

508 South Street Map

Stay and Save Up To 10%

Newly expanded hotel with beach and oceanfront guestroomsThe newly expanded, updated Southernmost on the Beach hotel stretches along a secluded section of Key West coastline, far enough to provide respite from downtown craziness, but close enough to hit the scene any time. Guests can catch some... More

Outstanding Honeymoon!
We went to Southernmost on the beach for our Honeymoon. The location of this hotel is unbeatable. It is tucked away at the end of Duvall street and placed right on the ocean. So there is plenty of...
Aug 13, 2012
Best Place We've Ever Stayed!
We stayed at southernmost for our honeymoon. We had originally been placed in a room in one of the back buildings, but when we checked in, we decided that you only do this once, so we asked if...
Jun 13, 2010
From $95

9 Southernmost Hotel

5 stars
4.3 / 5 173 reviews

1319 Duval Street Map

Stay and Save Up To 10%

Quiet, beachfront hotel offers abundant amenities on Key WestThe Southernmost Hotel sits at the south end of Duval Street near Key West's famous Southernmost Point of the United States. And while Southernmost Hotel is slightly removed from the hustle of the main tourist strip, it is still close... More

Awesome
All I can say is it was amazing! the staff was so wonderful and treated us so well. The atmosphere was so relaxing and laid back. Best hotel we've ever been to. Perfect way to spend our honeymoon!
Jan 9, 2013
Great Hotel & Wonderful Staff
Went in Oct for our honeymoon. Exceptional room, was given the upgrade at no additional cost from a room with two queens to a room w/ king size bed. View of the pool. Champagne and personalized...
Oct 15, 2012
From $259

10 Pier House Resort and Caribbean Spa

5 stars
4.4 / 5 118 reviews

1 Duval St. Map

Waterfront luxury just steps from Duval Street and Mallory SquareLocated at the northern end of Duval Street, the Pier House Resort and Caribbean Spa treats guests to Gulf of Mexico views and a location in the island's lively tourist district near Mallory Square. A waterfront fixture for nearly... More

Perfect Honeymoon!
We had a wonderful stay at the Pier House for our Honeymoon. My husband said I couldn't have picked a better hotel/location! We definitley plan on going back. We stayed in a Harbour View room and...
Aug 4, 2010
Awesome Honeymoon
It was the first time for the both of us to the Keys and the resort made our honeymoon a memorable experience. We would like to personally thank the beach staff-Elvis again for the awesome service....
Jul 14, 2010
From $228

11 Hyatt Key West Resort and Spa

5 stars
4.3 / 5 108 reviews

601 Front St Map

Receive every 4th consecutive night free

Downtown luxury hotel with spa, water sports and event spaceThe Hyatt Key West Resort and Spa underwent a $10-million-dollar renovation, which included updates to all 118 guestrooms. The resort reflects old-world flair combined with modern amenities, along with impeccable service and a premier... More

Awesome Hotel
Our stay at the Hyatt Resort and Spa was awesome. They really make you feel special while you are there. We were there on our honeymoon and spent most of our time at the hotel. There is a ton to do...
Jul 29, 2012
Great time!
My husband and I went to Key West for our honeymoon and thought the Hyatt was the perfect place to spend it! It was quiet, romantic, and provided plenty of things to do from jet skiing to swimming...
Jun 3, 2010
From $169

12 Key Lime Inn

3 stars
3.9 / 5 161 reviews

725 Truman Avenue Map

Historic Key West hotel offers elegant rooms two blocks from Duval St. As a historic Key West hotel, the Key Lime Inn holds a place on the National Historic Register. Constructed in 1854, the hotel underwent an award-winning restoration in 1999, and today, the Key Lime Inn offers classic... More

Little Gem in Paradise
My boyfriend and I went to Key West for the first time celebrating our first year together and were very excited to be staying so close to Duval street (only two blocks away, quick and simple walk)...
Jul 25, 2014
Horrible beds
My husband and I went on our honeymoon to key west and was not impressed with this hotel. The beds were horribly uncomfortable, the tv was so small that we had to move it to see it better. The...
Aug 2, 2011
From $179

13 Doubletree' Grand Key Resort

3 stars
4.0 / 5 126 reviews

3990 S. Roosevelt Blvd Map

Includes breakfast for two adults & two children

Welcome to DoubleTree by Hilton Hotel Grand Key Resort – Key West, where a friendly staff member is waiting to welcome you with a freshly baked chocolate chip cookie. Everything you need is available in the hotel, from a 24-hour business center to three meals a day served in the full-service Palm... More

Incredible hotel and staff!
We came on our honeymoon and LOVED the hotel! The rooms are beautiful, the pool and hot tub were great, and we loved the breakfast buffet each morning. We had considered a Bed-n-Breakfast, but...
Apr 23, 2010
What a joke
This place is a joke, don't let the tag of "resort" fool you. This is a glorified motel six. The pool is the only thing that is nice about this place. We booked through orbitz and asked for a...
Aug 4, 2009
From $219

14 Ocean Key Resort

4 stars
4.5 / 5 163 reviews

Zero Duval Street Map

Experience Key West style with an ocean front pool and treatment spa Located on Duval Street close to Mallory Square, Old Town and Key West Harbor, the Ocean Key Resort and Spa – A Noble House Hotel - is the ideal place to soak up the Key West style and breathtaking sunsets. Rooms and suites... More

Best vacation in a long time!
My husband and I came to Key West for the first time 15 years ago, for our honeymoon. We stayed at a different hotel. We have visited a few times since, and decided for our 15 year anniversary to...
Jun 7, 2011
Great Escape getaway!
Ocean Key was awesome, from check in to the morning & evening dips in the pool to the ever so accomodating and friendly staff. It was a nice, peaceful getaway for a romantic time!
Jun 30, 2009
From $159

15 Lighthouse Court Hotel

3 stars
3.9 / 5 115 reviews

902 Whitehead Street Map

Downtown Key West Inn offers guestrooms overlooking the lighthouse The historic Lighthouse Court Hotel sits at the heart of downtown Key West, next door to the Key West Lighthouse Museum and across the street from the Ernest Hemingway Home and Museum.  Located just one block from Duval... More

Fantastic Stay
We thoroughly enjoyed our stay. The property was well-maintained and the staff was very courteous. One front desk attendant in particular, Robbi, was very pleasant, helpful and knowledgeable of the...
Jun 30, 2014
Haven by Hemingway
This hotel was perfect for a romantic getaway or a family reunion or group of people - since there are so many rooms, with the pool at the center. Hemingway House across the street and a...
May 4, 2010