All Nightly Rentals

Key West Hideaways offers nightly vacation rentals throughout the Key West area. Many of our properties are in close proximity to the downtown area while others offer a short walk to the beach or are right on the open water with a spectacular view. We have rentals to accommodate any budget and any size group. If you need more assistance with choosing a rental please call us at 305-296-9090.

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  • 8 Guests
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Code: Absolutely Paradise
View Rental
Starting at (USD)

$198.00

Bonaire Suite
  • 6 Guests
  • 1 Bedrooms
  • 1.5 Bathrooms
  • Code: Bonaire
View Rental
Starting at (USD)

$495.00

Casa Loca
  • 8 Guests
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Code: Casa Loca
  • Pets Allowed
View Rental
Starting at (USD)

$495.00

Casa Margarita
  • 8 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Casa Margarita
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  • 10 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Conch Republic Cottage Suites
View Rental
Starting at (USD)

$258.00

Cuban Club Suite
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Cuban Club Suite
View Rental
Starting at (USD)

$258.00

Cuban Paradise
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Cuban Paradise
  • Pets Allowed
View Rental
Starting at (USD)

$268.00

Family House Cigar Maker`s Cottage
Center Street
  • 6 Guests
  • 2 Bedrooms
  • 1.5 Bathrooms
  • Code: Family House
  • Pets Allowed
View Rental
Starting at (USD)

$258.00

Fleming-O
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Fleming-O
View Rental
Starting at (USD)

$208.00

Harrison`s Hideaway
Center Street
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Harrison`s Hideaway
  • Pets Allowed
View Rental
Starting at (USD)

$189.00

Hidden Oasis
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Hidden Oasis
  • Pets Allowed
View Rental
Starting at (USD)

$298.00

Hidden Treasure
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Hidden Treasure
  • Pets Allowed
View Rental
Starting at (USD)

$208.00

Honeymoon Hideaway
Center Street
  • 2 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Honeymoon Hideaway
  • Pets Allowed
View Rental
Starting at (USD)

$365.00

Island Breeze
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Island Breeze
View Rental
Starting at (USD)

$219.00

Island Pearl
  • 3 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Island Pearl
  • Pets Allowed
View Rental
Starting at (USD)

$189.00

Island Style
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Island Style
  • Pets Allowed
View Rental
Starting at (USD)

$628.00

Key West Hideaway
Center Street
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: Key West Hideaway
  • Pets Allowed
View Rental
Starting at (USD)

$198.00

La Casa Cubana
  • 6 Guests
  • 1 Bedrooms
  • 1.5 Bathrooms
  • Code: La Casa Cubana
  • Pets Allowed
View Rental
Starting at (USD)

$258.00

La Casa De Luces
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: La Casa de Luces L1
  • Pets Allowed
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Starting at (USD)

$169.00

La Casa de Luna (L3)
Key West FL
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: La Casa de Luna L3
  • Pets Allowed
View Rental
Starting at (USD)

$188.00

La Dolce Vita
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: La Dolce Vita
  • Pets Allowed
View Rental
Starting at (USD)

$298.00

Lennon`s Lodge
Center Street
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Lennon`s Lodge
  • Pets Allowed
View Rental
Starting at (USD)

$268.00

Mango Cottage
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Mango Cottage
View Rental
Starting at (USD)

$218.00

McCartney`s Manor
Center Street
  • 2 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: McCartney`s Manor
  • Pets Allowed
View Rental
Starting at (USD)

$745.00

Mermaid Cove
Key West FL
  • 12 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: Mermaid Cove
  • Pets Allowed
View Rental