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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Heavenly Zen $440.00 - $924.00 Nightly

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

Iguana Getaway $157.30 - $392.70 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Key West Golf Club
    Stay Type: Monthly
    • 4Bedrooms:
    • 3Baths:
    • 10Sleeps:
    14 people are interested in this property!
  • Description:
    Serene Two-Story Private Home in the Key West Golf Club Gated Community, 4 Bedrooms, 3 Bathrooms, Sleeps 8-10. Available...Read More

Toba's Treehouse $128.70 - $357.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 4Sleeps:
    10 people are interested in this property!
  • Description:
    1-Story Stilted 2BR/2BA Private Home w/ Private Pool in Old Town. Sleeps 4. Available Monthly....Read More

Southernmost Vistas $236.50 - $674.30 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 4Bedrooms:
    • 3.5Baths:
    • 8Sleeps:
    10 people are interested in this property!
  • Description:
    New Two-Story Private Home + Pool & Rooftop Sun Deck in Old Town, 4 Bedrooms, 3.5 Bathrooms (Sleeps 8). Available Monthl...Read More

Villa Angelita $286.00 - $1,815.00 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 3Bedrooms:
    • 2Baths:
    • 7Sleeps:
    15 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

Plantation Tropicale $1,100.00 - $4,636.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 5Bedrooms:
    • 4Baths:
    • 8Sleeps:
    21 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

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:
    29 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

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

Rhapsody In Paradise $313.50 - $674.30 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 4Bedrooms:
    • 4.5Baths:
    • 8Sleeps:
    16 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

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:
    12 people are interested in this property!
  • Description:
    1-Story Private Home + Pool & Tiki Hut, 3 Bedrooms, 2 Bathrooms (Sleeps 6-8) Available Monthly....Read More