Vacation Rentals in Key West Art and Historical Society, FL: Compare 10+ Sites & Save

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  3.  USA

  4.  Florida
  5.  Key West
  6.  Key West Art and Historical Society

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1737 Best Vacation Rentals in Key West Art and Historical Society (Starting from $208)

Sunrise Suites - Martinique Suite 108
Sunrise Suites - Martinique Suite 108
Apartment
Key West, FL, USA
0.9k from Key West Art and Historical Society center

Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Hot tubs, Places to stay

2 Bedrooms6 Guests
7.0

Good

4 reviews

$471
Average price / night
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Hyatt Windward Pointe 2 Bedroom
Hyatt Windward Pointe 2 Bedroom
Apartment
Key West, FL, 33040, United States
0.5k from Key West Art and Historical Society center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$637
Average price / night
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Sunrise Suites - Saint Kitts 412
Sunrise Suites - Saint Kitts 412
Apartment
Key West, FL, USA
0.9k from Key West Art and Historical Society center

Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Hot tubs, Places to stay, Accessible hotels

2 Bedrooms4 Guests
8.0

Good

6 reviews

$342
Average price / night
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Oceanfront Property - 2BR/2BA - Near Smather's Beach - Poolside Bar and Grill
Oceanfront Property - 2BR/2BA - Near Smather's Beach - Poolside Bar and Grill
Villa
Key West, FL, 33040, United States
0.5k from Key West Art and Historical Society center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
9.8

Exceptional

18 reviews

$552
Average price / night
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New Butterfly Nest - Newly Decorated
New Butterfly Nest - Newly Decorated
House
FL, USA
0.9k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
9.0

Fabulous

3 reviews

$719
Average price / night
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The Ospreys Nest by Last Key Realty
The Ospreys Nest by Last Key Realty
House
Key West, FL, USA
0.9k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
New to Booking
$411
Average price / night
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The Larks Landing by Last Key Realty
The Larks Landing by Last Key Realty
Apartment
Key West, FL, USA
0.9k from Key West Art and Historical Society center

Apartments, Accommodations, Parking, Lodgings, Jacuzzis, Places to stay

2 Bedrooms6 Guests
8.0

Good

1 reviews

$443
Average price / night
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Hyatt Windward Pointe 2 bdrm 2 ba full kitch view\n
Hyatt Windward Pointe 2 bdrm 2 ba full kitch view\n
Apartment
Key West, FL, 33040, United States
0.7k from Key West Art and Historical Society center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

2 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$1012
Average price / night
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The Salt Cay - Sunrise Suites
The Salt Cay - Sunrise Suites
Apartment
Key West, FL, USA
0.9k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
8.0

Good

2 reviews

$643
Average price / night
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Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony
Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony
Apartment
Key West, FL, 33040, United States
0.9k from Key West Art and Historical Society center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Internet

2 Bedrooms6 Guests
9.2

Superb

52 reviews

$318
Average price / night
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The Cat Island Suite - Sunrise Suites
The Cat Island Suite - Sunrise Suites
Apartment
Key West, FL, USA
0.9k from Key West Art and Historical Society center

Apartments, Accommodations, Pools, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$734
Average price / night
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Charming Key West Town Home Beach/Pool
Charming Key West Town Home Beach/Pool
House
Key West, FL, 33040, United States
1.0k from Key West Art and Historical Society center

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

2 Bedrooms5 Guests
7.2

Good

5 reviews

$469
Average price / night
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Butterfly Nest - Sunrise Suites
Butterfly Nest - Sunrise Suites
Apartment
Key West, FL, USA
0.9k from Key West Art and Historical Society center

Apartments, Accommodations, Pools, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$654
Average price / night
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Beautiful Key West Townhome
Beautiful Key West Townhome
House
Key West, FL, 33040, United States
1.1k from Key West Art and Historical Society center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Hot Tub

2 Bedrooms6 Guests
10.0

Exceptional

15 reviews

$401
Average price / night
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The Andros - Sunrise Suites
The Andros - Sunrise Suites
Apartment
Key West, FL, USA
0.9k from Key West Art and Historical Society center

Apartments, Accommodations, Pools, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$440
Average price / night
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Double Lot Private Villa and Pool with Direct Boat Entry to Atlantic and Gulf.
Double Lot Private Villa and Pool with Direct Boat Entry to Atlantic and Gulf.
House
Key West, FL, 33040, United States
1.2k from Key West Art and Historical Society center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Laundry, Pool, TV

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$578
Average price / night
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The Samana Cay - Sunrise Suites
The Samana Cay - Sunrise Suites
Apartment
Key West, FL, USA
0.9k from Key West Art and Historical Society center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$477
Average price / night
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RISE AND SHINE ~ Canal Front 3 BR/3Ba Home w/ Heated Pool!
RISE AND SHINE ~ Canal Front 3 BR/3Ba Home w/ Heated Pool!
House
key west, FL, 33040, United States
1.2k from Key West Art and Historical Society center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$412
Average price / night
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Sunrise Condo At Seaside - Key West!
Sunrise Condo At Seaside - Key West!
Apartment
Key West, FL, USA
0.9k from Key West Art and Historical Society center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Hot tubs, Places to stay, Accessible hotels

2 Bedrooms6 Guests
New to Booking
$362
Average price / night
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Renovated 2BR/2BA Condo • Pool • Spa • Tennis • Walk to Smathers Beach!
Renovated 2BR/2BA Condo • Pool • Spa • Tennis • Walk to Smathers Beach!
Apartment
Key West, FL, 33040, United States
1.2k from Key West Art and Historical Society center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
9.4

Superb

3 reviews

$209
Average price / night
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CASA DE CANAL ~ Beautiful Renovated 3 BR, 2 Bath Canal Front Home w/Dockage!
CASA DE CANAL ~ Beautiful Renovated 3 BR, 2 Bath Canal Front Home w/Dockage!
House
Key West, FL, 33040, United States
1.2k from Key West Art and Historical Society center

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

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$208
Average price / night
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Charming private one bedroom in Key West
Charming private one bedroom in Key West
House
Key West, FL, 33040, United States
1.3k from Key West Art and Historical Society center

AC, Dryer, Kitchen, Laundry, Microwave, No Smoking, Washer

1 Bedroom2 Guests
New to Booking
$345
Average price / night
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SERENITY ON SUNRISE ~  5 BR/5.5 Bath New Town Home w/ Pool & Dockage!
SERENITY ON SUNRISE ~ 5 BR/5.5 Bath New Town Home w/ Pool & Dockage!
House
Key West, FL, 33040, United States
1.3k from Key West Art and Historical Society center

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

5 Bedrooms12 Guests
New to Booking
$654
Average price / night
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Monthly rental-1 level, 4-bed, 3 bath, quiet home, private sunny pool, parking
Monthly rental-1 level, 4-bed, 3 bath, quiet home, private sunny pool, parking
House
Key West, FL, 33040, United States
1.3k from Key West Art and Historical Society center

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

4 Bedrooms8 Guests
New to Booking
$334
Average price / night
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Last Stop in Paradise
Last Stop in Paradise
House
Key West, FL, 33040, United States
1.3k from Key West Art and Historical Society center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$360
Average price / night
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Cool Change
Cool Change
House
Key West, FL, 33040, United States
1.4k from Key West Art and Historical Society center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, No Smoking, Outdoor Space, TV

3 Bedrooms6 Guests
New to Booking
$323
Average price / night
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Luxury Private Home w/ Heated Pool in Key West
Luxury Private Home w/ Heated Pool in Key West
House
Key West, FL, 33040, United States
1.4k from Key West Art and Historical Society center

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

10.0

Exceptional

2 reviews

$952
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 Key West Art and Historical Society.

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Frequently Asked Questions

You can explore 1737 verified vacation rentals in Key West Art and Historical Society. 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 Key West Art and Historical Society vary depending on the season, property size, and location. Rates typically start from around $208 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 Key West Art and Historical Society 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 Key West Art and Historical Society welcome pets. Currently, 45 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 Key West Art and Historical Society often include amenities such as Pool, Wellness Facilities, and Laundry. 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.