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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Cielo Tropicale $440.00 - $1,082.40 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 5Bedrooms:
    • 5.5Baths:
    • 10Sleeps:
    20 people are interested in this property!
  • Description:
    2-Story Private 5BR/5BA Private Home w/ Expansive Private Pool Area in Casa Marina Neighborhood of Old Town. Sleeps 10....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

Pilar's Secret $825.00 - $3,597.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 3Bedrooms:
    • 2Baths:
    • 8Sleeps:
    40 people are interested in this property!
  • Description:
    2-Story Private Home with Private Pool off Duval St, 3 Bedrooms, 2 Baths (Sleeps 6-8) Available Nightly, Weekly, Monthly...Read More

Sunset Reverie $178.20 - $374.00 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood: Sunset Marina
    Stay Type: Monthly
    • 3Bedrooms:
    • 2Baths:
    • 6Sleeps:
  • Description:
    Third Floor Waterfront Condominium in Marina Community with Pool, 3 Bedrooms, 2 Bathrooms, Sleeps 6. Available Monthly....Read More

That's Amore! $249.70 - $660.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 3.5Baths:
    • 8Sleeps:
    15 people are interested in this property!
  • Description:
    Stunning 3BR/3.5BA Private Old Town Home & Pool (Sleeps 6-8) Available Monthly....Read More

Viva Margarita! $258.50 - $636.90 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 4.5Baths:
    • 8Sleeps:
    14 people are interested in this property!
  • Description:
    Three-Story Private Home in Old Town, 3 Bedrooms, 4.5 Bathrooms (Sleeps 8). Available Monthly....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:
    13 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

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

Americana Tropicale $550.00 - $3,300.00 Nightly

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

Conch Casa Grande $726.00 - $3,041.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 5Bedrooms:
    • 5.5Baths:
    • 8Sleeps:
    24 people are interested in this property!
  • Description:
    Large Private 5BR/5.5BA Home in Truman Annex w/ Private Pool. Sleeps 8. Available Weekly & Monthly....Read More