Vacation Rentals in Duval Street, FL: Compare 10+ Sites & Save

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  4.  Florida
  5.  Key West
  6.  Duval Street

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1736 Best Vacation Rentals in Duval Street (Starting from $305)

Mayas Secret Treasure by Last Key Realty
Mayas Secret Treasure by Last Key Realty
Apartment
Key West, FL, USA
0.0k from Duval Street center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$1236
Average price / night
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**ALL TOGETHER NOW @ OLD TOWN** Three Homes & Pools + LAST KEY SERVICES…
**ALL TOGETHER NOW @ OLD TOWN** Three Homes & Pools + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.0k from Duval Street center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

16 Bedrooms32 Guests
10.0

Exceptional

5 reviews

$4416
Average price / night
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Endless Summer by Last Key Realty
Endless Summer by Last Key Realty
House
Key West, FL, USA
0.0k from Duval Street center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

5 Bedrooms12 Guests
New to Booking
$1602
Average price / night
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Two Bedroom Two Bath Balcony Villa Steps from Duval!
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Villa
Key West, FL, 33040, United States
0.0k from Duval Street center

AC, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

43 reviews

$758
Average price / night
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All Together Now by Last Key Realty
All Together Now by Last Key Realty
House
Key West, FL, USA
0.0k from Duval Street center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

13 Bedrooms32 Guests
New to Booking
$3887
Average price / night
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Two Bedroom Two Bath Poolside Villa Steps from Duval!
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Villa
Key West, FL, 33040, United States
0.0k from Duval Street center

AC, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

55 reviews

$949
Average price / night
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Key West Villas
Key West Villas
Villa
Key West, FL, USA
0.0k from Duval Street center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis

9 Bedrooms28 Guests
9.7

Exceptional

379 reviews

$345
Average price / night
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Duval Inn
Duval Inn
House
511 Angela Street, Key West, FL, 33040, United States
0.0k from Duval Street center

AC, Breakfast Included, Internet, No Smoking, Outdoor Space, Pool, TV

8.6

Fabulous

761 reviews

$324
Average price / night
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Rooftop Penthouse
Rooftop Penthouse
House
Key West, FL, USA
0.1k from Duval Street center

Internet, Laundry, Security/Safety, Child Friendly

2 Bedrooms6 Guests
9.5

Superb

2 reviews

$661
Average price / night
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Poolside Studio Villa Steps from Duval!
Poolside Studio Villa Steps from Duval!
Villa
Key West, FL, 33040, United States
0.0k from Duval Street center

AC, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

24 reviews

$505
Average price / night
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The Perch on Duval
The Perch on Duval
Apartment
Key West, FL, USA
0.1k from Duval Street center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

2 Bedrooms5 Guests
10.0

Exceptional

3 reviews

$575
Average price / night
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Loft Villa Steps from Duval!
Loft Villa Steps from Duval!
Villa
Key West, FL, 33040, United States
0.0k from Duval Street center

AC, Breakfast Included, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

18 reviews

$632
Average price / night
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Peak Of Duval
Peak Of Duval
House
Key West, FL, USA
0.1k from Duval Street center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$421
Average price / night
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One Bedroom Deck Villa Steps from Duval!
One Bedroom Deck Villa Steps from Duval!
Villa
Key West, FL, 33040, United States
0.0k from Duval Street center

AC, Breakfast Included, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

10 reviews

$632
Average price / night
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Americana Tropicale by Last Key Realty
Americana Tropicale by Last Key Realty
House
Key West, FL, USA
0.1k from Duval Street center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$2020
Average price / night
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Poolside Queen Room Steps from Duval!
Poolside Queen Room Steps from Duval!
Villa
Key West, FL, 33040, United States
0.0k from Duval Street center

AC, Breakfast Included, Dryer, Free Parking, Hot Tub, Internet, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$399
Average price / night
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Conch Cove
Conch Cove
House
Key West, FL, USA
0.1k from Duval Street center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$1428
Average price / night
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Poolside King Room Steps from Duval!
Poolside King Room Steps from Duval!
Villa
Key West, FL, 33040, United States
0.0k from Duval Street center

AC, Breakfast Included, Dryer, Free Parking, Hot Tub, Internet, Laundry, Microwave, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$569
Average price / night
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Villa Angelita by Last Key Realty
Villa Angelita by Last Key Realty
House
Key West, FL, USA
0.1k from Duval Street center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$1547
Average price / night
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The Perch on Duval- Hip & Modern Duval Suite
The Perch on Duval- Hip & Modern Duval Suite
Apartment
Key West, FL, 33040, United States
0.1k from Duval Street center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms5 Guests
9.8

Exceptional

15 reviews

$772
Average price / night
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Good Vibrations by Last Key Realty
Good Vibrations by Last Key Realty
House
Key West, FL, USA
0.1k from Duval Street center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$3011
Average price / night
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Lofted 1 bedroom suite right off Duval St
Lofted 1 bedroom suite right off Duval St
Apartment
Key West, FL, 33040, United States
0.1k from Duval Street center

AC, Kitchen, Microwave, No Smoking, Patio

1 Bedroom4 Guests
9.6

Exceptional

68 reviews

$336
Average price / night
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Casa Loca - so close to Duval 3bd/2ba private home
Casa Loca - so close to Duval 3bd/2ba private home
House
Key West, FL, 33040, United States
0.1k from Duval Street center

AC, Barbecue, Dryer, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms8 Guests
9.8

Exceptional

149 reviews

$1191
Average price / night
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Deckside Suite - Efficiency at its finest!
Deckside Suite - Efficiency at its finest!
Apartment
Key West, FL, 33040, United States
0.1k from Duval Street center

AC, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
9.0

Fabulous

78 reviews

$305
Average price / night
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No secrets at Pilar's Secret - Just a great location!
No secrets at Pilar's Secret - Just a great location!
House
Key West, FL, 33040, United States
0.1k from Duval Street center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
9.8

Exceptional

116 reviews

$1487
Average price / night
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Rent at PORCHSIDE PARADISE - Steps to Duval
Rent at PORCHSIDE PARADISE - Steps to Duval
Apartment
Key West, FL, 33040, United States
0.1k from Duval Street center

AC, Dryer, Kitchen, Laundry, Living Area, Microwave, No Smoking, Patio, TV

1 Bedroom4 Guests
9.0

Fabulous

77 reviews

$401
Average price / night
Check Availability
Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
Villa
Key West, FL, 33040, United States
0.1k from Duval Street center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
New to Booking
$1047
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Duval Street.

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Duval Street Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1736 verified vacation rentals in Duval Street. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Duval Street vary depending on the season, property size, and location. Rates typically start from around $305 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Duval Street include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Duval Street welcome pets. Currently, 43 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Duval Street often include amenities such as Pool, Internet, and Wellness Facilities. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.