Two Great Experiences. One Great Resort. Tucked in Historic Old Town on Key West’s serene Atlantic Coast lies an oasis in the middle of the party.
Choose between two distinct options for your stay:
Southernmost Beach Resort or The Guesthouses at Southernmost Beach Resort.
Both options are just a short walk from Duval Street’s eclectic shops, famed nightlife, and signature architecture.
Accommodation
Old Town setting. New island experience. Modern design meets romantic setting in each one of Southernmost’s stunning accommodations. From palm-fringed pool views in the middle of the action to intimate seaside retreats with premier guest services, you’ll find casual luxury and a warm island welcome wherever you decide to stay with us.The Guesthouses at Southernmost Beach Resort - RECENTLY RESTOREDKnown as Avalon and Duval Gardens. All guests of The Guesthouses at Southernmost Beach Resort may access the Southernmost Beach Resort’s amenities such as the two private beaches, three resort pools (as well as the homes’ private pools that are only open to Guesthouse guests), daily resort activities, and more.
Dining
Fresh flavors from the boat to your table. Southernmost serves up island cuisine with a unique twist. Just 90 miles from Cuba, you can indulge in dishes equally inspired by our Caribbean neighbors, as well as classic Americana. Listen to live-music poolside with a cocktail in hand while diving into a savory lobster roll. Grab a burger and settle in for a game of corn hole. Share an intimate, beachside bistro dining experience on America’s Southernmost Point. Whichever you choose, you’ll be met with locally sourced ingredients, friendly staff, and a great view.
Southernmost Beach Café
Just 90 miles from Cuba with the beach as its backdoor, the Southernmost Beach Café serves up local flavor and boat-to-table freshness with a l…
Pineapple Bar
Experience true Southern hospitality from the beautiful poolside Pineapple Bar. Relax and unwind with an extensive list of beers and wines, or our sig…
Shores Bar
Southernmost’s hottest spot. The perfect place to take in stunning views of the Atlantic and South Beach while sipping our signature Key Lime Co…
The Parlour at Avalon Guesthouse
This holiday season, celebrate at The Parlour at Avalon, the official Christmas headquarters located at 1317 Duval Street in Key West!Join us Tuesday…
The Coffee Shop
Good morning! The Coffee Shop, located adjacent to the Southernmost Beach Cafe, is open daily 7:30-1pm, serving coffees, smoothies, juices, fruits, an…
True Blue
We believe in taking care of the very thing that sustains our wonderful menu and stunning views. Not only are we next to the ocean, we’re dedica…
Southernmost Beach Café
Just 90 miles from Cuba with the beach as its backdoor, the Southernmost Beach Café serves up local flavor and boat-to-table freshness with a little twist. Treat yourself to the Café’s uniquely Southernmost menu, a blend of Caribbean and classic Americana cuisine.
View on mapPineapple Bar
Experience true Southern hospitality from the beautiful poolside Pineapple Bar. Relax and unwind with an extensive list of beers and wines, or our signature cocktail—the Key Lime Margarita. Cheer on your favorite team from the bar TVs or enjoy our house-made herb focaccia Beach Bread while you listen to live music.
View on mapShores Bar
Southernmost’s hottest spot. The perfect place to take in stunning views of the Atlantic and South Beach while sipping our signature Key Lime Colada cocktail. Enjoy the same Caribbean-Americana favorites available at the Southernmost Beach Café, with some added light bites and American classics on our Shores Bar menu.
View on mapThe Parlour at Avalon Guesthouse
This holiday season, celebrate at The Parlour at Avalon, the official Christmas headquarters located at 1317 Duval Street in Key West!Join us Tuesday through Saturday from 3pm to 9pm for a jolly time filled with festive activities including ornament making, Christmas trivia, candy cane shots, ugly Christmas sweater specials, and more. Don’t miss our special Christmas activities like the Holiday Market, Sandman Building Competition, and Cookie Swap at The Parlour at Avalon. Also join us for our Queen of Christmas pageant on 12/21… Who will be crowned?
View on mapThe Coffee Shop
Good morning! The Coffee Shop, located adjacent to the Southernmost Beach Cafe, is open daily 7:30-1pm, serving coffees, smoothies, juices, fruits, and various muffins and pastries. Enjoy your delights sitting on our lovely patio, while you stare at the Atlantic Ocean and take in the sights.
View on mapTrue Blue
We believe in taking care of the very thing that sustains our wonderful menu and stunning views. Not only are we next to the ocean, we’re dedicated to protecting it as well. That’s why we’re making strides to go as green as possible, by using paper straws coated in beeswax and recyclable bamboo fibre containers instead of plastic to help lighten our impact on the environment.
View on map
Recreation
Near all the action of Duval Street, but surrounded by the tranquility of the Southernmost Point. Relax resort-side on two beaches or at one of three heated pools. Set out on a Key West adventure along America’s only living reef system. Discover the heart of this unique island paradise from Historic Old Town. From Southernmost’s curated activities and entertainment to concierge booked tours and private excursions, there’s plenty of things to do here and miles to explore. Pack your sense of adventure, we’ll provide everything else. Excursions by water or land. Ways to wind up or down. Unique experiences on resort and off. A warm island greeting and an in-depth introduction to the Keys. With three pools, two beaches, one fitness center, and a calendar full of numerous events around Key West, you’ll discover our paradise in your own way, on your own time.
Pricing
Select a date on the calendar to view details about the itinerary. If a price is not displayed on any date, click CHECK RATES for the day your want to depart to load prices for your required dates
At Inspiration Holidays, we take pride in being able to negotiate the best holiday deals at The Guesthouses at Southernmost Beach Resort. Our calendar search tool allows you to view holiday prices at The Guesthouses at Southernmost Beach Resort for different days within each month so that you can find the cheapest price at The Guesthouses at Southernmost Beach Resort for your requirements. Our calendar search displays The Guesthouses at Southernmost Beach Resort holiday prices upto 11 months in advance. If you want to book The Guesthouses at Southernmost Beach Resort further in advance, we can book Key West, FL holidays at The Guesthouses at Southernmost Beach Resort in 2025 and 2026. For all Key West, FL 2025 holidays and Key West, FL 2026 holidays you will have to call us for pricing.
At Inspiration Holidays, we take pride in being able to negotiate the best holiday deals at The Guesthouses at Southernmost Beach Resort. Use the search form below to find holiday prices at The Guesthouses at Southernmost Beach Resort. Our The Guesthouses at Southernmost Beach Resort holiday search will provide prices up to 11 months in advance of departure. We can book Key West, FL holidays at The Guesthouses at Southernmost Beach Resort in 2025 and 2026. For all The Guesthouses at Southernmost Beach Resort 2025 holidays and The Guesthouses at Southernmost Beach Resort 2026 holidays you will have to call us for pricing.
Location
The Guesthouses at Southernmost Beach Resort are a collection of charming, restored Victorian homes located in the heart of Key West, Florida. Situated just steps from the iconic Southernmost Point of the Continental US, these guesthouses offer a unique blend of historic charm and modern luxury.
Array
(
[TripAdvisorCache] => Array
(
[id] => 62855
[hotel_id] => 660778
[tripadvisor_id] => 265493
[total_reviews] => 2452
[reviews_rating] => 5
[latitude] => 24.548864
[longitude] => -81.793540
[created] => 2024-09-09 23:15:52
[updated] => 2024-12-20 16:44:57
[subratings] => [{"rating_image_url":"https:\/\/static.tacdn.com\/img2\/ratings\/traveler\/ss4.5.svg","name":"rate_location","value":"4.5","localized_name":"Location"},{"rating_image_url":"https:\/\/static.tacdn.com\/img2\/ratings\/traveler\/ss4.5.svg","name":"rate_sleep","value":"4.5","localized_name":"Sleep Quality"},{"rating_image_url":"https:\/\/static.tacdn.com\/img2\/ratings\/traveler\/ss4.5.svg","name":"rate_room","value":"4.5","localized_name":"Rooms"},{"rating_image_url":"https:\/\/static.tacdn.com\/img2\/ratings\/traveler\/ss4.5.svg","name":"rate_service","value":"4.5","localized_name":"Service"},{"rating_image_url":"https:\/\/static.tacdn.com\/img2\/ratings\/traveler\/ss4.5.svg","name":"rate_value","value":"4.5","localized_name":"Value"},{"rating_image_url":"https:\/\/static.tacdn.com\/img2\/ratings\/traveler\/ss5.0.svg","name":"rate_cleanliness","value":"5.0","localized_name":"Cleanliness"}]
[reviews] => [{"id":"981523519","lang":"en","location_id":"265493","published_date":"2024-11-22T11:07:26-0500","rating":5,"helpful_votes":"0","rating_image_url":"https:\/\/www.tripadvisor.com\/img\/cdsi\/img2\/ratings\/traveler\/s5.0-24002-5.svg","url":"https:\/\/www.tripadvisor.com\/ShowUserReviews-g34345-d265493-r981523519-The_Guesthouses_At_Southernmost_Beach_Resort-Key_West_Florida_Keys_Florida.html?m=24002#review981523519","trip_type":null,"travel_date":"2024-11","text":"My granddaughter planned for a family wedding gathering at Southernmost Beach Resort in Key West FLA, and we all stayed at Southernmost. We all had an excellent stay at Southernmost with very...","user":{"username":"Barry T","user_location":{"name":null,"id":null}},"title":"An Excellent Family Wedding Venue","is_machine_translated":false},{"id":"978390421","lang":"en","location_id":"265493","published_date":"2024-11-02T08:40:09-0400","rating":5,"helpful_votes":"0","rating_image_url":"https:\/\/www.tripadvisor.com\/img\/cdsi\/img2\/ratings\/traveler\/s5.0-24002-5.svg","url":"https:\/\/www.tripadvisor.com\/ShowUserReviews-g34345-d265493-r978390421-The_Guesthouses_At_Southernmost_Beach_Resort-Key_West_Florida_Keys_Florida.html?m=24002#review978390421","trip_type":"Couples","travel_date":"2024-01","text":"We were lucky enough to be upgraded to their newly remodeled B&B, Duval Gardens. Beautiful furnishings (small room but we barely were in it) and amazing service provided by MARILYN each morning at...","user":{"username":"Go49920944106","user_location":{"name":"Marietta, Georgia","id":"35091"}},"title":"MARILYN was amazing!","is_machine_translated":false},{"id":"957354226","lang":"en","location_id":"265493","published_date":"2024-06-30T04:24:01-0400","rating":5,"helpful_votes":"0","rating_image_url":"https:\/\/www.tripadvisor.com\/img\/cdsi\/img2\/ratings\/traveler\/s5.0-24002-5.svg","url":"https:\/\/www.tripadvisor.com\/ShowUserReviews-g34345-d265493-r957354226-The_Guesthouses_At_Southernmost_Beach_Resort-Key_West_Florida_Keys_Florida.html?m=24002#review957354226","trip_type":null,"travel_date":"2024-06","text":"We found the resort very clean and accommodating. Marilyn was the hostess at the Guesthouses and was so kind and welcoming! There is a pool on the property right on Duval Street and breakfast...","user":{"username":"Kelsey D","user_location":{"name":null,"id":null}},"title":"Wonderful Service","is_machine_translated":false}]
[write_review] => https://www.tripadvisor.com/UserReview-g34345-d265493-The_Guesthouses_At_Southernmost_Beach_Resort-Key_West_Florida_Keys_Florida.html?m=24002
[url] => https://www.tripadvisor.com/Hotel_Review-g34345-d265493-Reviews-The_Guesthouses_At_Southernmost_Beach_Resort-Key_West_Florida_Keys_Florida.html?m=24002
)
[rating] => 5
[num_reviews] => 2452
[write_review] => https://www.tripadvisor.com/UserReview-g34345-d265493-The_Guesthouses_At_Southernmost_Beach_Resort-Key_West_Florida_Keys_Florida.html?m=24002
[url] => https://www.tripadvisor.com/Hotel_Review-g34345-d265493-Reviews-The_Guesthouses_At_Southernmost_Beach_Resort-Key_West_Florida_Keys_Florida.html?m=24002
[reviews] => Array
(
[0] => Array
(
[id] => 981523519
[lang] => en
[location_id] => 265493
[published_date] => 2024-11-22T11:07:26-0500
[rating] => 5
[helpful_votes] => 0
[rating_image_url] => https://www.tripadvisor.com/img/cdsi/img2/ratings/traveler/s5.0-24002-5.svg
[url] => https://www.tripadvisor.com/ShowUserReviews-g34345-d265493-r981523519-The_Guesthouses_At_Southernmost_Beach_Resort-Key_West_Florida_Keys_Florida.html?m=24002#review981523519
[trip_type] =>
[travel_date] => 2024-11
[text] => My granddaughter planned for a family wedding gathering at Southernmost Beach Resort in Key West FLA, and we all stayed at Southernmost. We all had an excellent stay at Southernmost with very...
[user] => Array
(
[username] => Barry T
[user_location] => Array
(
[name] =>
[id] =>
)
)
[title] => An Excellent Family Wedding Venue
[is_machine_translated] =>
)
[1] => Array
(
[id] => 978390421
[lang] => en
[location_id] => 265493
[published_date] => 2024-11-02T08:40:09-0400
[rating] => 5
[helpful_votes] => 0
[rating_image_url] => https://www.tripadvisor.com/img/cdsi/img2/ratings/traveler/s5.0-24002-5.svg
[url] => https://www.tripadvisor.com/ShowUserReviews-g34345-d265493-r978390421-The_Guesthouses_At_Southernmost_Beach_Resort-Key_West_Florida_Keys_Florida.html?m=24002#review978390421
[trip_type] => Couples
[travel_date] => 2024-01
[text] => We were lucky enough to be upgraded to their newly remodeled B&B, Duval Gardens. Beautiful furnishings (small room but we barely were in it) and amazing service provided by MARILYN each morning at...
[user] => Array
(
[username] => Go49920944106
[user_location] => Array
(
[name] => Marietta, Georgia
[id] => 35091
)
)
[title] => MARILYN was amazing!
[is_machine_translated] =>
)
[2] => Array
(
[id] => 957354226
[lang] => en
[location_id] => 265493
[published_date] => 2024-06-30T04:24:01-0400
[rating] => 5
[helpful_votes] => 0
[rating_image_url] => https://www.tripadvisor.com/img/cdsi/img2/ratings/traveler/s5.0-24002-5.svg
[url] => https://www.tripadvisor.com/ShowUserReviews-g34345-d265493-r957354226-The_Guesthouses_At_Southernmost_Beach_Resort-Key_West_Florida_Keys_Florida.html?m=24002#review957354226
[trip_type] =>
[travel_date] => 2024-06
[text] => We found the resort very clean and accommodating. Marilyn was the hostess at the Guesthouses and was so kind and welcoming! There is a pool on the property right on Duval Street and breakfast...
[user] => Array
(
[username] => Kelsey D
[user_location] => Array
(
[name] =>
[id] =>
)
)
[title] => Wonderful Service
[is_machine_translated] =>
)
)
[subratings] => Array
(
[0] => Array
(
[rating_image_url] => https://static.tacdn.com/img2/ratings/traveler/ss4.5.svg
[name] => rate_location
[value] => 4.5
[localized_name] => Location
)
[1] => Array
(
[rating_image_url] => https://static.tacdn.com/img2/ratings/traveler/ss4.5.svg
[name] => rate_sleep
[value] => 4.5
[localized_name] => Sleep Quality
)
[2] => Array
(
[rating_image_url] => https://static.tacdn.com/img2/ratings/traveler/ss4.5.svg
[name] => rate_room
[value] => 4.5
[localized_name] => Rooms
)
[3] => Array
(
[rating_image_url] => https://static.tacdn.com/img2/ratings/traveler/ss4.5.svg
[name] => rate_service
[value] => 4.5
[localized_name] => Service
)
[4] => Array
(
[rating_image_url] => https://static.tacdn.com/img2/ratings/traveler/ss4.5.svg
[name] => rate_value
[value] => 4.5
[localized_name] => Value
)
[5] => Array
(
[rating_image_url] => https://static.tacdn.com/img2/ratings/traveler/ss5.0.svg
[name] => rate_cleanliness
[value] => 5.0
[localized_name] => Cleanliness
)
)
)
Reviews
If you are planning a Key West, FL holiday at The Guesthouses at Southernmost Beach Resort why not check reviews from other travellers who have recently returned from their holiday in Key West, FL. Find hints and tips from real travellers who have experienced a The Guesthouses at Southernmost Beach Resort holiday to ensure that your holiday in The Guesthouses at Southernmost Beach Resort, Key West, FL is as fulfilling as you want it to be. Many of the staff at Inspiration Holidays have visited Key West, FL and will be able to give first hand information about The Guesthouses at Southernmost Beach Resort. Call us now and get ideas and recommendations from our team of Key West, FL experts.
Rating
2452 Reviews
Average ratings
TripAdvisor Traveller reviews
Barry T
An Excellent Family Wedding Venue
My granddaughter planned for a family wedding gathering at Southernmost Beach Resort in Key West FLA, and we all stayed at Southernmost. We all had an excellent stay at Southernmost with very...
Go49920944106
MARILYN was amazing!
We were lucky enough to be upgraded to their newly remodeled B&B, Duval Gardens. Beautiful furnishings (small room but we barely were in it) and amazing service provided by MARILYN each morning at...
Kelsey D
Wonderful Service
We found the resort very clean and accommodating. Marilyn was the hostess at the Guesthouses and was so kind and welcoming! There is a pool on the property right on Duval Street and breakfast...
