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.

Map All Results

La Vie En Rose $8,552.50 - $14,701.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 4Bedrooms:
    • 4Baths:
    • 10Sleeps:
    23 people are interested in this property!
  • Description:
    Two Story Private Home Near Beaches + Private Pool, 4 Bedrooms, 4 Bathrooms (Sleeps 10) Available Monthly....Read More

Viva Margarita! $7,260.00 - $17,847.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 4.5Baths:
    • 8Sleeps:
    22 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

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

Villa Angelita $572.00 - $1,903.00 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 3Bedrooms:
    • 2Baths:
    • 7Sleeps:
    29 people are interested in this property!
  • Description:
    Fully Renovated 2nd Floor 3 Bedroom, 2 Bathroom Condo just off Duval Street, Available Nightly, Weekly, Monthly....Read More

Bird of Paradise $4,537.50 - $12,600.50 Monthly

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

Sunset Dreams 2 $3,498.00 - $8,030.00 Monthly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood: Sunset Marina
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 4Sleeps:
    28 people are interested in this property!
  • Description:
    3rd Floor 2BR/2BA Waterfront Condominium in Gated Community w/ Pool. Sleeps 4-6. Available Monthly....Read More

Casita Angelita $500.50 - $1,589.50 Nightly

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

Rhapsody In Paradise $8,800.00 - $18,903.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 4Bedrooms:
    • 4.5Baths:
    • 8Sleeps:
    30 people are interested in this property!
  • Description:
    2-Story Private Home w/ Private Pool, Guest House & Widows Walk Near Beaches, Sleeps 8, Avail Monthly....Read More

Sweet Home Angelita $1,116.50 - $3,492.50 Nightly

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

Sunset Reverie $4,994.00 - $10,499.50 Monthly

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