Key West Vacation Homes

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 in the whole Key West area. 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

The Artists' Muse $464.20 - $825.00 Nightly

Historic Florida Keys Foundation Award Winner
  • Property Highlights
    Type: House
    Pets Allowed: No
    Neighborhood: Old Town
    Stay Type: Monthly
    • 4Bedrooms:
    • 4Baths:
    • 8Sleeps:
    14 people are interested in this property!
  • Description:
    1-Story Immaculate Estate in Old Town + Private Pool, 4 Bedrooms, 4 Bathrooms (Sleeps 8). Available Monthly....Read More

La Grande Reunion $392.70 - $897.60 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 5Bedrooms:
    • 5.5Baths:
    • 10Sleeps:
    20 people are interested in this property!
  • Description:
    3-Story Private Home with Private Pool in Old Town, 5 Bedrooms, 5.5 Bathrooms, Sleeps 10. Available Monthly....Read More

Maison Tropicale $206.80 - $688.60 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 3Baths:
    • 8Sleeps:
  • Description:
    2-Story 3BR/3BA Private Home w/ Private Pool in Old Town. Sleeps 8. Available Monthly....Read More

The Polynesian House $427.90 - $1,017.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: No
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 4Bedrooms:
    • 4.5Baths:
    • 10Sleeps:
    12 people are interested in this property!
  • Description:
    Immaculate Island Estate + Private Pool & Jacuzzi, 4 Bedrooms + Yoga Studio, 4.5 Bathrooms. Available Monthly....Read More

Cayo Calypso $195.80 - $581.90 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 3Bedrooms:
    • 3Baths:
    • 8Sleeps:
    12 people are interested in this property!
  • Description:
    2-Story Private Home + Private Pool, 3 Bedrooms, 3 Baths (Sleeps 6-7) Available Monthly....Read More

Endless Summer $550.00 - $3,300.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 5Bedrooms:
    • 5Baths:
    • 12Sleeps:
    19 people are interested in this property!
  • Description:
    Private Home with Private Pool Half Block from Duval Street, 5 Bedrooms, 5 Bathrooms, Sleeps 10-12. Pets Considered....Read More

The Zesty Lime $550.00 - $2,552.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 3Bedrooms:
    • 3.5Baths:
    • 8Sleeps:
    23 people are interested in this property!
  • Description:
    Rare 2-Story 3BR/3.5BA Private Home + Pool in Old Town. Sleeps 6-8. Available Nightly, Weekly, Monthly....Read More

Conch Casita $106.70 - $280.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 1Bedrooms:
    • 1Baths:
    • 4Sleeps:
    10 people are interested in this property!
  • Description:
    1-Story Private 1BR/1BA Cottage + Fully Fenced Yard & Spa, Sleeps 2-4. 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

Perfect Harmony $217.80 - $540.10 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 3Bedrooms:
    • 3Baths:
    • 6Sleeps:
    11 people are interested in this property!
  • Description:
    Heavenly 3BR/3BA Private Home + Pool (Sleeps 6) Available Monthly...Read More