232+ Vacation Rentals Near Duval Street |
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Unplugged Weekend - Vacation Rentals in Duval Street

Beach House- Ocean & Beach View-Upgraded-Over 146 Five Star Reviews From US $344
         

9.8 (163 Reviews)
Condo
Beach House- Ocean & Beach View-Upgraded-Over 146 Five Star Reviews
  • Air Conditioner
  • Parking
  • Pool

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Suzys Parrot Perch by Last Key Realty From US $617
         

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10.0 (2 Reviews)
Apartment
Suzys Parrot Perch by Last Key Realty
  • Parking
  • Pool
  • Security/Safety

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Opal Key Resort & Marina, Key West From US $629
         

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9.2 (1075 Reviews)
Hotel
Opal Key Resort & Marina, Key West
  • Air Conditioner
  • Parking
  • Pool

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*FOLLOW THE SUN @ THE BEACH* Ocean Condo/Pool & Tennis + LAST KEY SERVICES. From US $555
         

10.0 (159 Reviews)
Condo
*FOLLOW THE SUN @ THE BEACH* Ocean Condo/Pool & Tennis + LAST KEY SERVICES.
  • Air Conditioner
  • Parking
  • Pool

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Duke of Catherine by Last Key Realty From US $1,747
         

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10.0 (1 Review)
House
Duke of Catherine by Last Key Realty
  • Parking
  • Pet Friendly
  • Pool

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Southernmost Beach Resort and Guesthouses From US $647
         

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8.8 (3137 Reviews)
Hotel
Southernmost Beach Resort and Guesthouses
  • Air Conditioner
  • Parking
  • Pool

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*ATLANTIC REFLECTIONS @ THE BEACH* Ocean Penthouse/Pool + LAST KEY SERVICES. From US $685
         

10.0 (124 Reviews)
Condo
*ATLANTIC REFLECTIONS @ THE BEACH* Ocean Penthouse/Pool + LAST KEY SERVICES.
  • Air Conditioner
  • Parking
  • Pool

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Villa Angelita by Last Key Realty From US $1,547
         

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10.0 (1 Review)
House
Villa Angelita by Last Key Realty
  • Parking
  • Pet Friendly
  • Pool

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The Reach Key West, Curio Collection by Hilton From US $712
         

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8.6 (1006 Reviews)
Resort
The Reach Key West, Curio Collection by Hilton
  • Air Conditioner
  • Parking
  • Pool

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*CONCH IN THE TREETOPS @ 1800 ATLANTIC* Beach Condo/Pool + LAST KEY SERVICES From US $544
         

9.8 (178 Reviews)
Condo
*CONCH IN THE TREETOPS @ 1800 ATLANTIC* Beach Condo/Pool + LAST KEY SERVICES
  • Air Conditioner
  • Parking
  • Pool

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*NATURES EDGE @ THE BEACH* Ocean Condo/Pool & Tennis + LAST KEY SERVICES. From US $537
         

9.8 (160 Reviews)
Condo
*NATURES EDGE @ THE BEACH* Ocean Condo/Pool & Tennis + LAST KEY SERVICES.
  • Air Conditioner
  • Parking
  • Pool

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*NEPTUNE'S PENTHOUSE @ THE BEACH* Oceanfront Condo/Pool + LAST KEY SERVICE. From US $730
         

9.8 (118 Reviews)
Condo
*NEPTUNE'S PENTHOUSE @ THE BEACH* Oceanfront Condo/Pool + LAST KEY SERVICE.
  • Air Conditioner
  • Parking
  • Pool

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Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean From US $612
         

9.6 (147 Reviews)
Condo
Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean
  • Air Conditioner
  • Parking
  • Pool

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Top floor Ocean Views, Spacious 2 Bedroom Condo, Views from every room From US $569
         

9.2 (124 Reviews)
Condo
Top floor Ocean Views, Spacious 2 Bedroom Condo, Views from every room
  • Air Conditioner
  • Parking
  • Pool

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Panoramic Ocean: Beach from every window From US $714
         

9.8 (331 Reviews)
Condo
Panoramic Ocean: Beach from every window
  • Air Conditioner
  • Parking
  • Pool

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Mar Y Sol –Luxurious oceanfront Key West Breathtaking Atlantic Sunrise Views From US $873
         

9.2 (160 Reviews)
Condo
Mar Y Sol –Luxurious oceanfront Key West Breathtaking Atlantic Sunrise Views
  • Air Conditioner
  • Parking
  • Pool

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Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise From US $579
         

9.2 (144 Reviews)
Condo
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
  • Air Conditioner
  • Parking
  • Pool

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Atlantic Paradise Found modern luxury Best pool in Key West fine finishes From US $622
         

9.4 (136 Reviews)
Condo
Atlantic Paradise Found modern luxury Best pool in Key West fine finishes
  • Air Conditioner
  • Parking
  • Pool

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Key Wes't Best- Upgraded condo 5 mins to Smathers Beach Fantastic value From US $585
         

9.4 (142 Reviews)
Condo
Key Wes't Best- Upgraded condo 5 mins to Smathers Beach Fantastic value
  • Air Conditioner
  • Parking
  • Pool

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Botanical Island Delight Key West fantastic discounts for Summer & Fall From US $452
         

9.0 (142 Reviews)
Condo
Botanical Island Delight Key West fantastic discounts for Summer & Fall
  • Air Conditioner
  • Parking
  • Pool

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Premier Ocean views, expansive balcony, renovated kitchen & bath 2024 From US $547
         

8.8 (92 Reviews)
Condo
Premier Ocean views, expansive balcony, renovated kitchen & bath 2024
  • Air Conditioner
  • Parking
  • Pool

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Key West On My Mind, Ocean Views, Renovated Kitchen, Last minute deals From US $539
         

9.2 (66 Reviews)
Condo
Key West On My Mind, Ocean Views, Renovated Kitchen, Last minute deals
  • Air Conditioner
  • Parking
  • Pool

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Carolina to Keys Ocean view dream Monthly pricing Best pool on the Island From US $1,166
         

9.8 (15 Reviews)
Condo
Carolina to Keys Ocean view dream Monthly pricing Best pool on the Island
  • Air Conditioner
  • Parking
  • Pool

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2 Bdrm Ocean Breezes Tropical Island Key West Sunrises Resort amenities From US $185
         

9.6 (9 Reviews)
Condo
2 Bdrm Ocean Breezes Tropical Island Key West Sunrises Resort amenities
  • Air Conditioner
  • Parking
  • Pool

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★ Pro Tip: Unpluggedweekend makes it easy to compare the best listings on Unpluggedweekend homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Unpluggedweekend homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Duval Street.

Weather in Duval Street

View the weather forecast for Duval Street before booking your Duval Street Vacation Rentals to confirm your best time to go.

December - February
High 81°F       Low 67°F
March - May
High 87°F       Low 70°F
June - August
High 91°F       Low 80°F
September - November
High 90°F       Low 73°F

Top Attractions Around Duval Street, FL

Unpluggedweekend offers a large selection of top attractions around Duval Street. Research things to do on your vacation before you visit Duval Street.


South Beach Ernest Hemingway Home and Museum Key West Butterfly and Nature Conservatory Key West Lighthouse and Keeper's Quarters Museum Ripley's Believe It or Not Audubon House and Tropical Gardens San Carlos Institute - Casa Cuba Mallory Dock Jackson Square Donkey Milk House The Oldest House - Key West Curry Mansion Museum Waterfront Playhouse Key West Film Society Red Barn Theater Heritage House Museum Tennessee Williams Key West Exhibit Oldest House Museum and Garden Red Barn Theatre St. Paul's Episcopal Church

Other Places to Stay Near Duval Street, FL


South Beach 4,067 Properties Key West Butterfly and Nature Conservatory 4,014 Properties Tennessee Williams Key West Exhibit 4,005 Properties Donkey Milk House 3,941 Properties City Zoo Gallery 3,912 Properties Reworx 3,810 Properties Key West Lighthouse and Keeper's Quarters Museum 3,791 Properties Ernest Hemingway Home and Museum 3,771 Properties Key West 3,093 Properties Old Town 2,371 Properties Downtown 992 Properties Uptown - Upper Duval 761 Properties

Complexes around Duval Street, FL


Key West 84 Properties Southernmost West 14 Properties Duval Street 5 Properties Hyatt Windward Pointe 4 Properties Atlantic Paradise 3 Properties Courtyard 3 Properties Kimpton Lighthouse Hotel Ihg 3 Properties Parrot Hotel Villas 3 Properties Duval West 2 Properties Town Introductory Rates 1 Properties

Duval Street Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Duval Street?

There are a lot of options in Duval Street. If you plan on staying in the Duval Street area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Duval Street:

How many vacation rentals are available in Duval Street?

Currently, the total number of properties listed in 2026 is over 232 in the Duval Street area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Duval Street.