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.
Sort by:
Absolutely Paradise in Old Town Key West
Key West, FL
- 8 Guests
- 3 Bedrooms
- 2.5 Bathrooms
- Code: Absolutely Paradise
Casa Margarita
Key West, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Code: Casa Margarita
- Pets Allowed
Conch Republic Cottage Suites
Key West, FL
- 10 Guests
- 3 Bedrooms
- 3 Bathrooms
- Code: Conch Republic Cottage Suites
- Pets Allowed
Cuban Club Suite
Key West, FL
- 8 Guests
- 2 Bedrooms
- 2 Bathrooms
- Code: Cuban Club Suite
- Pets Allowed
Cuban Paradise
Key West, FL
- 6 Guests
- 2 Bedrooms
- 2 Bathrooms
- Code: Cuban Paradise
- Pets Allowed
Deckside Suite | Conch Republic Cottages
Key West, FL
- 2 Guests
- 1 Bedrooms
- 1 Bathrooms
- Code: Deckside Suite
- Pets Allowed
Eyebrow House
Key West, FL
- 11 Guests
- 4 Bedrooms
- 3.5 Bathrooms
- Code: Eyebrow House
- Pets Allowed
Eyebrow Suite in the Eyebrow House off Duval street in Old Town Key West
Key West, FL
- 6 Guests
- 2 Bedrooms
- 1.5 Bathrooms
- Code: Eyebrow Suite
- Pets Allowed
FAMILY HOUSE - CENTER COURT HISTORIC BOUTIQUE OLD TOWN LODGING,
Key West, FL
- 6 Guests
- 2 Bedrooms
- 1.5 Bathrooms
- Code: Family House
HARRISON'S HIDEAWAY - CENTER COURT HISTORIC BOUTIQUE OLD TOWN LODGING
Key West, FL
- 4 Guests
- 1 Bedrooms
- 1 Bathrooms
- Code: Harrison`s Hideaway
The Hollinsed House | Harvey's Haven
Key West, FL
- 2 Guests
- 1 Bedrooms
- 1 Bathrooms
- Code: Harvey`s Haven
Hidden Oasis
Key West, FL
- 4 Guests
- 1 Bedrooms
- 1 Bathrooms
- Code: Hidden Oasis
- Pets Allowed
Hidden Treasure
Key West, FL
- 6 Guests
- 2 Bedrooms
- 2 Bathrooms
- Code: Hidden Treasure
- Pets Allowed
HONEYMOON HIDEAWAY - CENTER COURT HISTORIC BOUTIQUE OLD TOWN LODGING
Key West, FL
- 2 Guests
- 1 Bedrooms
- 1 Bathrooms
- Code: Honeymoon Hideaway
- Pets Allowed
Island Style
Key West, FL
- 4 Guests
- 1 Bedrooms
- 1 Bathrooms
- Code: Island Style
- Pets Allowed
KEY WEST HIDEAWAY - CENTER COURT HISTORIC BOUTIQUE OLD TOWN LODGING
Key West, FL
- 10 Guests
- 4 Bedrooms
- 4 Bathrooms
- Code: Key West Hideaway
La Casa Cubana
Key West, FL
- 6 Guests
- 1 Bedrooms
- 1.5 Bathrooms
- Code: La Casa Cubana
- Pets Allowed
La Casa De Luces
Key West, FL
- 6 Guests
- 2 Bedrooms
- 2 Bathrooms
- Code: La Casa de Luces L1
- Pets Allowed
La Casa de Luna
Key West, FL
- 4 Guests
- 1 Bedrooms
- 1 Bathrooms
- Code: La Casa de Luna L3
- Pets Allowed
La Dolce Vita
Key West, FL
- 4 Guests
- 1 Bedrooms
- 1 Bathrooms
- Code: La Dolce Vita
- Pets Allowed
Leeward Isle Key West Retreat (Weekly)
Key West, FL
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- Code: Leeward Isle Key West Retreat
LENNON'S LODGE - CENTER COURT HISTORIC BOUTIQUE OLD TOWN LODGING
Key West, FL
- 6 Guests
- 2 Bedrooms
- 1 Bathrooms
- Code: Lennon`s Lodge