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Residence kitchen and living room.

Boutique Guesthouses

Take in the magical atmosphere of Key West from our charming Guest Houses, where historic character, island comfort, and a complimentary daily breakfast create a memorable stay.


All our rooms and suites come equipped with the following amenities to make your stay special.

  • Lavazza Coffee Machine
  • Mini Fridge
  • Two Water Bottles
  • Robes

All Rooms

King bedroom.

La Mer Dewey Ocean View King

  • dimensions ~250-400 sq ft
  • number of guests 2
  • bed type King

Blending history with contemporary coastal décor, take in the magical atmosphere of Southernmost from the guest room of an elegantly restored, turn-of-the-century Victorian home featuring a king bed and vintage-inspired bathroom.

View Details (La Mer Dewey Ocean View King details)

King bed.

La Mer Dewey Island View

  • dimensions ~250-370 sq ft
  • number of guests 2
  • bed type King or Queen

Relaxing, romantic accommodations offering colorful island views, king or queen bed, and a spacious bathroom—all tucked behind a charming white picket fence.

View Details (La Mer Dewey Island View details)

King bed.

La Mer Dewey Partial Ocean View Mini Suite

  • dimensions ~400 sq ft
  • number of guests 2
  • bed type King

This romantic partial ocean view suite awaits you at the historic La Mer House & Dewey House, a private oasis within the Southernmost Beach Resort. Guestroom is located on the second floor and it offers a king bed, partial ocean views, private balcony, and private bathroom.

View Details (La Mer Dewey Partial Ocean View Mini Suite details)

QUeen bed.

Avalon Queen - Adults Only

  • number of guests 2
  • bed type Queen

Decorated with elegant style, the Avalon Queen rooms are perfect for couples looking to get away from it all. Located on the ground and second floor. Includes a mini refrigerator.

View Details (Avalon Queen - Adults Only details)

King bedroom.

Avalon King - Adults Only

  • number of guests 2
  • bed type King

Located on the ground & second floor of our main building these elegant rooms feature a plush king size bed, flat screen TVs and bathrobes for use during your stay. Perfect for a romantic getaway or anniversary celebration. Add a rose petal and wine Romance Package to your stay to make it truly memorable.

View Details (Avalon King - Adults Only details)

Two queen beds.

Avalon Two Queens - Adults Only

  • number of guests 4
  • bed type Two Queens

Located in the main house, the Avalon Two Queens is perfect for two couples. They boast high colonial style ceilings and ceiling fans. The rate for this room type is for up to four people.

View Details (Avalon Two Queens - Adults Only details)

Avalon Guesthouse

QUeen bed.

Avalon Queen - Adults Only

  • dimensions ~
  • number of guests 2
  • bed type Queen

Decorated with elegant style, the Avalon Queen rooms are perfect for couples looking to get away from it all. Located on the ground and second floor. Includes a mini refrigerator.

View Details

King bedroom.

Avalon King - Adults Only

  • dimensions ~
  • number of guests 2
  • bed type King

Located on the ground & second floor of our main building these elegant rooms feature a plush king size bed, flat screen TVs and bathrobes for use during your stay. Perfect for a romantic getaway or anniversary celebration. Add a rose petal and wine Romance Package to your stay to make it truly memorable.

View Details

Two queen beds.

Avalon Two Queens - Adults Only

  • dimensions ~
  • number of guests 4
  • bed type Two Queens

Located in the main house, the Avalon Two Queens is perfect for two couples. They boast high colonial style ceilings and ceiling fans. The rate for this room type is for up to four people.

View Details

La Mer and Dewey

King bedroom.

La Mer Dewey Ocean View King

  • dimensions ~250-400 sq ft
  • number of guests 2
  • bed type King

Blending history with contemporary coastal décor, take in the magical atmosphere of Southernmost from the guest room of an elegantly restored, turn-of-the-century Victorian home featuring a king bed and vintage-inspired bathroom.

View Details

King bed.

La Mer Dewey Island View

  • dimensions ~250-370 sq ft
  • number of guests 2
  • bed type King or Queen

Relaxing, romantic accommodations offering colorful island views, king or queen bed, and a spacious bathroom—all tucked behind a charming white picket fence.

View Details

King bed.

La Mer Dewey Partial Ocean View Mini Suite

  • dimensions ~400 sq ft
  • number of guests 2
  • bed type King

This romantic partial ocean view suite awaits you at the historic La Mer House & Dewey House, a private oasis within the Southernmost Beach Resort. Guestroom is located on the second floor and it offers a king bed, partial ocean views, private balcony, and private bathroom.

View Details

Offers

A couple lounging in the pool cabana

Book Direct and Save

Special savings of up to 25% - only available when reserving directly on our website.

View Details (Book Direct and Save details)

The Pineapple Pool

Save When You Book in Advance

Save the most when you book and pay in advance!

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A couple on a hammock

Florida/Georgia Residents Offer

Florida and Georgia Residents save on your Key West escape.

View Details (Florida/Georgia Residents Offer details)

A guest room bedroom

Stay More, Save More

The longer you stay, the more you save! Enjoy savings of up to 25% with this special offer.

View Details (Stay More, Save More details)

A view of the hotel exterior

Government and First Responder Rates

The land of the free, because of the brave.

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A view of the pool

AAA/AARP Park & Play

AAA/AARP members can take advantage of nightly parking included in their stay.

View Details (AAA/AARP Park & Play details)