Key West Vacation Houses

Spend your Key West vacation living like a true local, while enjoying all of the luxuries of a Last Key vacation rental home. Invest in a vacation home rental with Last Key to enjoy more space and privacy for your entire group to enjoy. Our homes come fully stocked with all of the appliances, linens, and comforts you can expect in a luxury vacation home. Our unrivaled guest services give you the peace of mind that should an issue arise during your stay, as often do in private homes, it will be taken care of quickly and personably, so you can focus on enjoying your well deserved vacation.

Our vacation homes are available for Nightly, Weekly, and Monthly rental, in various locations throughout Key West, including Historic Old Town, Truman Annex, Key West Golf Club, Casa Marina and Casa East. Each of our rental homes have been designed and furnished with that unique “Conch Republic” flavor, but also with the idea that our guests should feel right at home. Let us give you a Key West address!

Key West's Most Exclusive Vacation Home Rentals

More Than A House

Last Key Vacation home rentals offer a thoughtfully designed experience providing the certainty of a five-star accommodation in the comfort of a private home.

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La Casa Roja $4,537.50 - $12,600.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: No
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 4Sleeps:
    27 people are interested in this property!
  • Description:
    One Story Private Home + Private Pool, 2 Bedrooms, 2 Bathrooms (Sleeps 4). Available Monthly....Read More

Southernmost Vistas $11,000.00 - $18,903.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 4Bedrooms:
    • 3.5Baths:
    • 10Sleeps:
    31 people are interested in this property!
  • Description:
    New Two-Story Private Home + Pool & Rooftop Sun Deck in Old Town, 4 Bedrooms, 3.5 Bathrooms (Sleeps 8). Available Monthl...Read More

Cool Breeze $2,887.50 - $6,352.50 Weekly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
    31 people are interested in this property!
  • Description:
    2-Story 2BR/2.5BA Townhome in Truman Annex w/ Community Pool Access. Sleeps 4-6. Available Weekly & Monthly....Read More

The Royal Compound $14,998.50 - $31,971.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 5Bedrooms:
    • 6Baths:
    • 14Sleeps:
    16 people are interested in this property!
  • Description:
    Two Story Private Estate w/ 2 Guest Houses + Large Private Pool in Old Town Near Historic Seaport, 5 Bedrooms, 5 Bathroo...Read More

The Coral Frog $4,994.00 - $14,052.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    32 people are interested in this property!
  • Description:
    One-Story Private Home with Private Pool in Casa Marina Neighborhood, 2 Bedrooms, 2 Bathrooms, Sleeps 4-6, Available Mon...Read More

Southernmost Comfort $5,940.00 - $21,246.50 Weekly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 4Bedrooms:
    • 4Baths:
    • 8Sleeps:
    46 people are interested in this property!
  • Description:
    3-Story 4BR/4BA Private Home w/ Private Pool & Fully Fenced Yard in Truman Annex. Sleeps 10. Available Weekly & Monthl...Read More

Plantation Tropicale $13,321.00 - $27,720.00 Weekly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 5Bedrooms:
    • 4Baths:
    • 8Sleeps:
    43 people are interested in this property!
  • Description:
    Two Story Private Home + Two Guest Houses & Large Private Pool, 5 Bedrooms, 4 Bathrooms, Available Weekly & Monthly....Read More

The Polynesian House $12,001.00 - $27,500.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 4Bedrooms:
    • 4.5Baths:
    • 10Sleeps:
    49 people are interested in this property!
  • Description:
    Immaculate Island Estate + Private Pool & Jacuzzi, 4 Bedrooms + Yoga Studio, 4.5 Bathrooms. Available Monthly....Read More

Southernmost Hospitality V $1,941.50 - $3,751.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 5Bedrooms:
    • 5.5Baths:
    • 12Sleeps:
    26 people are interested in this property!
  • Description:
    2-Story 5BR/5.5BA Private Home w/ Private Pool & Fully Fenced Yard on Duval Street. Sleeps 10-12 Available Nightly, We...Read More

Casa, Suite Casa $10,395.00 - $19,954.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 4Bedrooms:
    • 5Baths:
    • 10Sleeps:
    29 people are interested in this property!
  • Description:
    3-Story Large 4BR/5BA Private Home w/ Private Pool in Casa Marina Neighborhood. Sleeps 8-9. Available Monthly....Read More