Monthly Vacation Rentals
Our monthly Key West vacation Rentals are perfect if youre looking for a home away from home during your stay here in the beautiful Keys. Choose from one bedroom cottages to our larger, more spacious four-bedroom rentals, perfect for groups or large families.
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A Bit of Heaven
Key West, FL
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- Code: A Bit of Heaven (Monthly)
All in South (Monthly)
Key West, FL
- 5 Guests
- 3 Bedrooms
- 3 Bathrooms
- Code: All In South (Monthly)
Almost Southernmost
Key West, FL
- 8 Guests
- 4 Bedrooms
- 2 Bathrooms
- Code: Almost Southernmost (Monthly)
Aloha- Monthly Rental
Key West, FL
- 10 Guests
- 4 Bedrooms
- 4 Bathrooms
- Code: Aloha (Monthly)
Anna Maria Haven
Key West, FL
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- Code: Anna Maria Haven (Monthly)
Backyard Oasis (Monthly)
Key West, FL
- 8 Guests
- 4 Bedrooms
- 3 Bathrooms
- Code: Backyard Oasis (Monthly)
Bahama Breeze
Key West, FL
- 6 Guests
- 3 Bedrooms
- 4 Bathrooms
- Code: Bahama Breeze (Monthly)
Caribbean Cottage
Key West, FL
- 6 Guests
- 2 Bedrooms
- 2 Bathrooms
- Code: Caribbean Cottage (Monthly)
- Pets Allowed
Casa Cayo Hueso
Key West, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Code: Casa Cayo Hueso (Monthly)
Casa de Saldo
Naval Air Station Key West, FL
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- Code: Casa de Saldo (Monthly)
Casa Dulce
Key West, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Code: Casa Dulce (Monthly)
- Pets Allowed
Conch Cigar Home
Key West, FL
- 6 Guests
- 2 Bedrooms
- 2 Bathrooms
- Code: Conch Cigar Home (monthly)
Conch Easy Livin' Monthly Vacation Home March Special
Key West, FL
- 6 Guests
- 2 Bedrooms
- 3 Bathrooms
- Code: Conch Easy Livin` (Monthly)
Esperanza Suite
Key West, FL
- 4 Guests
- 1 Bedrooms
- 2 Bathrooms
- Code: Esperanza Suite (Monthly)
- Pets Allowed
Haven House (Monthly)
Key West, FL
- 2 Guests
- 1 Bedrooms
- 2 Bathrooms
- Code: Haven House (monthly)
Higgs Beach Hideaway
Key West, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Code: Higgs Beach Hideaway (Monthly)
- Pets Allowed
Key Lime Cottage (Monthly)
Key West, FL
- 4 Guests
- 2 Bedrooms
- 3 Bathrooms
- Code: Key Lime Cottage (Monthly)
Key West Conch
Key West, FL
- 6 Guests
- 3 Bedrooms
- 2.5 Bathrooms
- Code: Key West Conch (Monthly)
- Pets Allowed
Knot A Worry Monthly Vacation Home
Key West, FL
- 6 Guests
- 2 Bedrooms
- 3 Bathrooms
- Code: Knot A Worry (Monthly)
Living the Dream (Monthly Rental)
Key West, FL
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- Code: Living the Dream (Monthly)
Modern Hideaway (Monthly)
Key West, FL
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- Code: Modern Hideaway (Monthly)