Sell Off Cruises - Vacation Rentals in Key West Historic District

Ocean views! Luxury suites From US $638
         

10.0 (26 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • TV
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown From US $221
         

Aqua Lodges at Hurricane Hole Marina From US $324
         

8.8 (172 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • TV
Southern Bell is a Beautiful Houseboat cozy and relaxing. From US $951
         

10.0 (7 Reviews)
Boat Rental
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER! From US $843
         

10.0 (6 Reviews)
Boat Rental
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Sentient Waters: 63' Boat With Full Amenities & Sun Deck From US $494
         

10.0 (4 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • Pool
Amazing 4 Bdrm, 4 Bath Catamaran - Purpusn From US $1,090
         

10.0 (3 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Key West Historic District

Over 3622+ Luxury Places to Stay in or Near Key West Historic District
Lighthouse Suites Collection
New
From US $7,190
         

New
House
  • Air Conditioner
  • Parking
  • Pool
6 Bedroom 6 Bath Guesthouse on Duval Street From US $6,002
         

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9.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Sweet Americana by Last Key Realty From US $5,694
         

Custom House Inn All From US $5,686
         

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New
Apartment
  • Security/Safety
  • Child Friendly
Bananas Foster by Brightwild Epic Guesthouse From US $5,606
         

New
House
  • Parking
  • Balcony/Terrace
  • Barbecue/Outdoor Cooking

Top-Rated Vacation Rentals with a Pool in Key West Historic District

Over 2548+ Top-Rated Vacation Rentals with a Pool in or Near Key West Historic District
Almond Tree Inn Hotel - Adults Only From US $489
         

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10.0 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Key West Historic District

Over 1197+ Pet-Friendly Vacation Rentals in or Near Key West Historic District
PET FRIENDLY! Completely REMODELED! 3 Bedroom 3 bathroom home. Sleeps 8 From US $697
         

Amsterdam's Curry Mansion Inn From US $563
         

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8.8 (139 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Capmar House by Brightwild Huge Home Pool From US $1,680
         

10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace

Large Vacation Homes & Villas in Key West Historic District

Over 383+ Large Vacation Homes & Villas in or Near Key West Historic District
The Crestwood House - Private Heated Pool & Parking From US $2,969
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Key West Historic District

Over 797+ Wheelchair Accessible Vacation Homes in or Near Key West Historic District
Point Break Suites From US $225
         

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7.3 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Amsterdam's Curry Mansion Inn From US $418
         

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8.4 (1005 Reviews)
House
  • Air Conditioner
  • Pool
  • TV

Key West Historic District Varoom and Airbnb Places to Stay Under $200

Over 189+ Key West Historic District Varoom and Airbnb Places to Stay Under $200
Suite Dreams Inn by the Beach From US $189
         

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8.4 (54 Reviews)
Bed & Breakfast
  • Parking
  • Pool
  • Balcony/Terrace
@ KEY WEST DOWNTOWN STUDIO APT AMAZING PRICES FOR WINTER OF 2025 From US $122
         

Home away from home! From US $174
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Key West Historic District

Over 2229+ Instantly Bookable Vacation Homes in or Near Key West Historic District
Parking, Heated Pool, Pet Friendly - Seagate House From US $1,797
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Key West Historic District Vacation Rentals

With more than 124 Key West Historic District vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Selloffcruises and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Key West Historic District.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Selloffcruises Key West Historic District, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Key West Historic District. Places to stay near Key West Historic District are 185.25 ft² on average, with prices averaging $685 a night.

Selloffcruises makes it easy and safe to find and compare vacation rentals in Key West Historic District with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Key West Historic District

Type Count

Use these Quick Filters to Find a Vacation Rental in Key West Historic District

Pro Tip: Selloffcruises makes it easy to compare the best listings on Selloffcruises homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Selloffcruises 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 Key West Historic District.

Weather in Key West Historic District

View the weather forecast for Key West Historic District before booking your Key West Historic District Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F