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.

Map All Results

Good Vibrations $687.50 - $3,333.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 4Bedrooms:
    • 4.5Baths:
    • 10Sleeps:
    25 people are interested in this property!
  • Description:
    2-Story Private Home with Heated Pool, 4 Bedrooms, 4.5 Baths (Sleeps 8-10) Available Nightly, Weekly, Monthly....Read More

Spoonbills' Escape $110.00 - $286.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Key West Golf Club
    Stay Type: Monthly
    • 2Bedrooms:
    • 3Baths:
    • 6Sleeps:
    10 people are interested in this property!
  • Description:
    Two Story Private Home near the Pool at the Key West Golf Club, 2 Bedrooms, 3 Bathrooms. Screened-in patio with serene ...Read More

La Provence Tropicale $122.10 - $330.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Key West Golf Club
    Stay Type: Monthly
    • 2Bedrooms:
    • 3Baths:
    • 6Sleeps:
    13 people are interested in this property!
  • Description:
    2-Story 2BR/3BA Private Home w/ Private Spa at Key West Golf Club on Stock Island. (Sleeps 4-6) Available Monthly....Read More

Southernmost Bliss $370.70 - $828.30 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: No
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 3Baths:
    • 8Sleeps:
    16 people are interested in this property!
  • Description:
    1-Story 3BR/3BA Private Home + Loft & Private Pool in Old Town. Sleeps 6-8. Available Monthly....Read More

Casa Oliviana $354.20 - $742.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 6Bedrooms:
    • 6Baths:
    • 12Sleeps:
    22 people are interested in this property!
  • Description:
    3-Story Large Private 6BR/6BA Home w/ Private Resort-Style Pool in Old Town. Sleeps 12. Available Monthly. Also Availa...Read More

Sweet Home Angelita $440.00 - $3,327.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 5Bedrooms:
    • 4Baths:
    • 13Sleeps:
    17 people are interested in this property!
  • Description:
    Spacious and Modern 5 Bedroom, 4 Bathroom Home just off Duval Street...Read More

Swept Away $137.50 - $397.10 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 4Sleeps:
  • Description:
    One-Story Private Home in Old Town, 2 Bedrooms, 2 Bathrooms (Sleeps 4.) Available Monthly....Read More

The Admiral's Estate $535.70 - $1,375.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Monthly
    • 5Bedrooms:
    • 5.5Baths:
    • 8Sleeps:
    11 people are interested in this property!
  • Description:
    Historic Truman Annex Home + Guest House & Private Pool, 5 Bedrooms, 5.5 Bathrooms. Available Monthly....Read More

Keys Kokomo $192.50 - $540.10 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 3Bedrooms:
    • 2Baths:
    • 6Sleeps:
  • Description:
    1-Story Private Home + Pool & Tiki Hut, 3 Bedrooms, 2 Bathrooms (Sleeps 6-8) Available Monthly....Read More

Heart of the Harbor $236.50 - $468.60 Nightly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 3.5Baths:
    • 8Sleeps:
    15 people are interested in this property!
  • Description:
    Brand New Modern Townhome + Community Pool, 3 Bedrooms, 3.5 Bathrooms (Sleeps 8) Available Monthly....Read More