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

$198.00

Bonaire Suite
Key West, FL
  • 6 Guests
  • 1 Bedrooms
  • 1.5 Bathrooms
  • Code: Bonaire
  • Pets Allowed
View Rental
Starting at (USD)

$495.00

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

$495.00

Casa Margarita
Key West, FL
  • 8 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Casa Margarita
View Rental
Starting at (USD)

$688.00

Conch Republic Cottage Suites
Key West, FL
  • 10 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Conch Republic Cottage Suites
  • Pets Allowed
View Rental
Starting at (USD)

$289.00

Cuban Club Suite
Key West, FL
  • 8 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Cuban Club Suite
  • Pets Allowed
View Rental
Starting at (USD)

$289.00

Cuban Paradise
Key West, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Cuban Paradise
  • Pets Allowed
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Key West, FL
  • 2 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Deckside Suite
  • Pets Allowed
View Rental
Starting at (USD)

$308.00

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

$278.00

Fleming-O
Key West, FL
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Fleming-O
  • Pets Allowed
View Rental
Starting at (USD)

$248.00

Harrison`s Hideaway
Key West, FL
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Harrison`s Hideaway
  • Pets Allowed
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Key West, FL
  • 2 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Harvey`s Haven
View Rental
Starting at (USD)

$189.00

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

$298.00

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

$228.00

Honeymoon Hideaway
Key West, FL
  • 2 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Honeymoon Hideaway
  • Pets Allowed
View Rental
Starting at (USD)

$365.00

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

$188.00

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

$189.00

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

$808.00

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

$198.00

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

$258.00

La Casa De Luces
Key West, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: La Casa de Luces L1
  • Pets Allowed
View Rental
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)

$168.00

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

$318.00

Lennon`s Lodge
Key West, FL
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Lennon`s Lodge
  • Pets Allowed
View Rental
Starting at (USD)

$338.00

Mango Cottage
Key West, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Mango Cottage
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