Key West 27: 2-Bed Villa with Private Pool & Communal Pool

277 Southard St, Key West, FL 33040

Excellent from 3 reviews
5.0/5
100% of guests recommend

No. Bed

2

No. Bathroom

1

Location

Florida Keys

Description

Nestled in the heart of historic Key West, this charming two-bedroom villa offers the perfect blend of relaxation and convenience. Step into an open-concept living space that flows effortlessly onto a private patio with a grill, ideal for alfresco dining. French doors open to a sun-drenched deck, inviting you to explore the vibrant nightlife, shops, and restaurants just moments away. With a communal pool steps from your door, you can cool off after a day of adventure or simply soak up the serene atmosphere of Truman Annex.

Upstairs, two thoughtfully designed bedrooms provide a restful sanctuary: one with a queen-sized bed and the other with twin beds, plus a full bathroom. A sleeper sofa in the living room offers additional sleeping space for up to five guests. Modern amenities such as air conditioning, Wi-Fi, and cable TV ensure a comfortable stay, while central heating, complimentary tea and coffee, and a selection of cookware add a home-away-from-home feel. Parking, a washer and dryer, and provided bedding and towels complete the conveniences. Please note that this home is available for stays of 7+ days only, and starting January 1, 2026, it will be available for stays of 28+ days only.

Key Features

  • 2 bedrooms
  • 1 bathroom
  • Sleeps 5
  • Private patio
  • Alfresco dining
  • Communal pool

Sleeping Arrangements

  • Bedroom 1 - Queen-size bed
  • Bedroom 2 - Twin bed
  • Additional bed available: Sleeper sofa

House Rules

  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • No smoking, No unauthorized events

Amenities

Air Conditioning
Kitchen
Parking
Pool
Wi-Fi Internet
Iron
Fully Furnished
Hair dryer
Terrace
TV - Satellite
BBQ
Garden

Villa Type

Private Pool Villa

Location

Reviews

5.0/5
Excellent
Based on 3 reviews
Excellent
3
Very Good
0
Average
0
Poor
0
Terrible
0
Ava Clark

Ava Clark

10/01/2026 06:54

Pure luxury

Honestly, I wasnt expecting the villa to be this spacious. Water pressure in the showers was awesome, small detail but really matters!
Victoria Perez

Victoria Perez

08/22/2026 15:10

Great stay

Waking up to that view every single morning was priceless. Don't think twice, book it!
Emma Wilson

Emma Wilson

09/10/2026 17:13

Best vacation ever

Location is spot on—close enough to restaurants, yet totally secluded.. evrything was spotless clean when we arrived, huge kudos to the cleaning team. Best decision of our trip.
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3 Reviews