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

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

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1054 Best Oceanfront Rentals in Key West Art and Historical Society (Starting from $196)

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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The Cat Island Suite | Charmingly Renovated w/ Pool
The Cat Island Suite | Charmingly Renovated w/ Pool
Condo
Key West, FL, 33040, United States
0.5k from Key West Art and Historical Society center

AC, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

43 reviews

$565
Average price / night
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DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
Resort
Key West, FL, USA
1.1k from Key West Art and Historical Society center

Accommodations, Pools, Resorts, Parking, Pet-friendly, 4-star, Lodgings, Places to stay, Family

216 Bedrooms38 Guests
7.3

Good

652 reviews

$196
Average price / night
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Quintessential Key West Resort! Hyatt Windward Pointe two bedroom. Book now!
Quintessential Key West Resort! Hyatt Windward Pointe two bedroom. Book now!
Condo
Key West, FL, 33040, United States
0.5k from Key West Art and Historical Society center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
7.4

Good

3 reviews

$815
Average price / night
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Dune Wind South by AvantStay Communal Pool Hot Tub Gated Community Close to Smathers Beach Month Long Stays Only
Dune Wind South by AvantStay Communal Pool Hot Tub Gated Community Close to Smathers Beach Month Long Stays Only
House
Key West, FL, USA
2.0k from Key West Art and Historical Society center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

2 Bedrooms4 Guests
New to Booking
$270
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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Riviera Americana by Last Key Realty
Riviera Americana by Last Key Realty
House
Key West, FL, USA
2.1k from Key West Art and Historical Society center

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

3 Bedrooms8 Guests
New to Booking
$1257
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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Beachside Resort & Residences
Beachside Resort & Residences
Resort
Key West, FL, USA
2.1k from Key West Art and Historical Society center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Beach, Hot tubs

185 Bedrooms60 Guests
8.0

Good

1075 reviews

$224
Average price / night
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NEW Atlantic Escape - Beach & Pool
NEW Atlantic Escape - Beach & Pool
Apartment
Key West, FL, USA
2.2k from Key West Art and Historical Society center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay

2 Bedrooms4 Guests
New to Booking
$205
Average price / night
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Suite Sanctuary by Last Key Realty
Suite Sanctuary by Last Key Realty
Apartment
Key West, FL, USA
2.2k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1003
Average price / night
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Beautiful Key West Resort! Hyatt Windward Pointe two bedroom. Book now!
Beautiful Key West Resort! Hyatt Windward Pointe two bedroom. Book now!
Condo
Key West, FL, 33040, United States
0.5k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$815
Average price / night
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Windswept Palms by Last Key Realty
Windswept Palms by Last Key Realty
Apartment
Key West, FL, USA
2.2k from Key West Art and Historical Society center

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

3 Bedrooms6 Guests
New to Booking
$585
Average price / night
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The Saint Martin Suite | Delightfully Updated Beach Vibes!
The Saint Martin Suite | Delightfully Updated Beach Vibes!
Condo
Key West, FL, 33040, United States
0.6k from Key West Art and Historical Society center

AC, Dryer, Internet, Kitchen, Living Area, Microwave, No Smoking, Washer

2 Bedrooms6 Guests
9.8

Exceptional

12 reviews

$579
Average price / night
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Atlantic Reflections by Last Key Realty
Atlantic Reflections by Last Key Realty
Apartment
Key West, FL, USA
2.2k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
New to Booking
$1286
Average price / night
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The Saint Kitts Suite | Breathtaking View, Heated Pool
The Saint Kitts Suite | Breathtaking View, Heated Pool
Condo
Key West, FL, 33040, United States
0.8k from Key West Art and Historical Society center

AC, Dryer, Free Parking, Internet, Kitchen, Microwave, No Smoking, Pool, Washer

2 Bedrooms6 Guests
9.4

Superb

3 reviews

$576
Average price / night
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Walking on Sunshine by Last Key Realty
Walking on Sunshine by Last Key Realty
Apartment
Key West, FL, USA
2.2k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
New to Booking
$882
Average price / night
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Sunrise 308-2BR/2BA condo near beaches with pool, parking, balcony
Sunrise 308-2BR/2BA condo near beaches with pool, parking, balcony
Condo
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, Heater

2 Bedrooms6 Guests
8.4

Very Good

12 reviews

$342
Average price / night
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Follow The Sun by Last Key Realty
Follow The Sun by Last Key Realty
Apartment
Key West, FL, USA
2.2k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
6.0

Review score

1 reviews

$1021
Average price / night
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Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony
Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony
Condo
Key West, FL, 33040, United States
0.9k from Key West Art and Historical Society center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

2 Bedrooms6 Guests
9.8

Exceptional

23 reviews

$361
Average price / night
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Stay at SUNRISE SUITES 203!
Stay at SUNRISE SUITES 203!
Condo
Key West, FL, 33040, United States
0.9k from Key West Art and Historical Society center

AC, Balcony, Dryer, Elevator, Fitness Equipment, Free Parking, Hot Tub, Kitchen, Laundry

2 Bedrooms6 Guests
9.2

Superb

122 reviews

$753
Average price / night
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Retreat to RUM CAY @ Sunrise Suites
Retreat to RUM CAY @ Sunrise Suites
Condo
Key West, FL, 33040, United States
0.9k from Key West Art and Historical Society center

AC, Balcony, Dryer, Elevator, Free Parking, Hot Tub, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
9.6

Exceptional

18 reviews

$749
Average price / night
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Key Lime Paradise! 2bdr 2bath Sleeps 6 Heated Pool • Hot Tub • Near Beach
Key Lime Paradise! 2bdr 2bath Sleeps 6 Heated Pool • Hot Tub • Near Beach
Condo
KEY WEST, FL, 33040-5225, United States
0.9k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$818
Average price / night
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Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St. \n
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St. \n
Condo
Key West, FL, 33040, United States
0.9k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
9.4

Superb

108 reviews

$637
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 Tortuga at Sunrise Suites - Balcony & Pool
The Tortuga at Sunrise Suites - Balcony & Pool
Condo
Key West, FL, 33040, United States
0.9k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
8.8

Fabulous

28 reviews

$672
Average price / night
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The Trinidad at Sunrise Suites - Shared Pool
The Trinidad at Sunrise Suites - Shared Pool
Condo
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, Heater

2 Bedrooms6 Guests
9.0

Fabulous

41 reviews

$701
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 Oceanfront Rentals in Key West Art and Historical Society.

Where to stay in Key West Art and Historical Society? Best neighborhoods & areas

Key West Art and Historical Society Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 1054 verified oceanfront rentals in Key West Art and Historical Society. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Key West Art and Historical Society vary depending on the property size, exact beachfront location, and season. Rates typically start from around $196 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Key West Art and Historical Society offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Key West Art and Historical Society welcome pets. Currently, 29 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Key West Art and Historical Society often include features designed for a comfortable coastal stay, such as Ocean View, Oceanfront, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.