Pet Friendly Key West House Rentals

Pets like vacations too! Key West is the perfect place to bring your fur friends. From pet-friendly restaurants to the Casa Marina dog beach, there are so many places in Key West that your pets can enjoy with you, including some of our rental properties. If you decide to bring a pet along, just know that there is an additional fee, and depending on the length of your stay, you may be subject to a mid-stay clean.

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Splish Splash $95.70 - $221.10 Nightly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: Yes
    Neighborhood: Key West Golf Club
    Stay Type: Monthly
    • 2Bedrooms:
    • 1.5Baths:
    • 6Sleeps:
  • Description:
    2-Story Private Town Home at the Key West Golf Club, 2 Bedrooms, 1.5 Bathrooms + Outdoor Shower, Sleeps 4-6. Available ...Read More

La Casita En Cima $167.20 - $397.10 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    12 people are interested in this property!
  • Description:
    1-Story Private Cottage in Old Town with Private Pool, 2 Bedrooms, 2 Bathrooms, (Sleeps 2-4) Available Monthly....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:
    19 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

Casita Angelita $220.00 - $1,574.10 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    18 people are interested in this property!
  • Description:
    Fully Renovated 1st Floor 2 Bedroom, 2 Bathroom Condo just off Duval Street...Read More

Sunset Dreams $194.70 - $355.30 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood: Sunset Marina
    Stay Type: Monthly
    • 3Bedrooms:
    • 2Baths:
    • 8Sleeps:
  • Description:
    3rd Floor 3BR/2BA Waterfront Condominium in Gated Community w/ Pool. Sleeps 6. Available 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:
    11 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

Southernmost Hospitality V $928.40 - $7,000.40 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 5Bedrooms:
    • 5.5Baths:
    • 12Sleeps:
  • 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

Bird of Paradise $161.70 - $449.90 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    21 people are interested in this property!
  • Description:
    One Story Private 2BR/2BA Home + Large Pool located steps from the Beach. Available Monthly...Read More

Avalynn House $863.50 - $3,300.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 5Bedrooms:
    • 3.5Baths:
    • 8Sleeps:
    16 people are interested in this property!
  • Description:
    3-Story 5BR/3.5BA Private Home w/ Private Pool in Truman Annex, Sleeps 10, Available Weekly & Monthly....Read More

Heavenly Zen $440.00 - $924.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 4Bedrooms:
    • 3Baths:
    • 8Sleeps:
    19 people are interested in this property!
  • Description:
    2-Story 4BR/3BA Private Home w/ Private Pool in Old Town, Sleeps 8, Available Monthly....Read More