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

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  6.  Key West Art and Historical Society

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604 Best Family Vacation Rentals in Key West Art and Historical Society (Starting from $144)

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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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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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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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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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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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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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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Waterfront Key West Home with Pool-Hot Tub on Riveria canal! 28 NIGHT MIN STAY.
Waterfront Key West Home with Pool-Hot Tub on Riveria canal! 28 NIGHT MIN STAY.
House
Key West, FL, 33040, United States
1.4k from Key West Art and Historical Society center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

4 Bedrooms10 Guests
9.4

Superb

9 reviews

$524
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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BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO 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, Hot Tub, Internet, Kitchen, Laundry

9 Bedrooms20 Guests
9.8

Exceptional

18 reviews

$3176
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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Waterfront Property - Marina Access - Spacious - Excellent Key West Condo
Waterfront Property - Marina Access - Spacious - Excellent Key West Condo
Condo
Key West, FL, 33040, United States
1.7k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
9.2

Superb

12 reviews

$576
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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Rare for KW, Beautiful 3-bedroom house on Swimmable Water + Pool
Rare for KW, Beautiful 3-bedroom house on Swimmable Water + Pool
House
Stock Island, FL, 33040, United States
1.8k from Key West Art and Historical Society center

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

3 Bedrooms8 Guests
New to Booking
$534
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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Remodeled cozy retreat  - Key West
Remodeled cozy retreat - Key West
Cottage
Key West, FL, 33040, United States
1.8k from Key West Art and Historical Society center

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

1 Bedroom2 Guests
New to Booking
$144
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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 4-bedroom New Construction house with private pool in Key West
4-bedroom New Construction house with private pool in Key West
House
Key West, FL, 33040, United States
2.1k from Key West Art and Historical Society center

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

4 Bedrooms8 Guests
New to Booking
$778
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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Key West Beachfront Luxury 2/2 Condo A212
Key West Beachfront Luxury 2/2 Condo A212
Condo
Key West, FL, 33040, United States
2.1k from Key West Art and Historical Society center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking

2 Bedrooms6 Guests
10.0

Exceptional

166 reviews

$638
Average price / night
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Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise
Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise
Condo
Key West, FL, 33040, United States
2.2k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
9.2

Superb

21 reviews

$528
Average price / night
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Beautiful 1 bedroom apartment in Beachside Resort.\nLIMITED AVAILABILITY
Beautiful 1 bedroom apartment in Beachside Resort.\nLIMITED AVAILABILITY
Apartment
Key West, FL, 33040, United States
2.2k from Key West Art and Historical Society center

AC, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$695
Average price / night
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Penthouse Beach Ocean Views-  Live the Dream
Penthouse Beach Ocean Views- Live the Dream
Condo
Key West, FL, 33040, United States
2.2k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
9.8

Exceptional

257 reviews

$731
Average price / night
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Beach Penthouse: Ocean Views from every room  Tropical Excellence
Beach Penthouse: Ocean Views from every room Tropical Excellence
Condo
Key West, FL, 33040, United States
2.2k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
9.8

Exceptional

227 reviews

$718
Average price / night
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Panoramic Ocean: Beach from every window
Panoramic Ocean: Beach from every window
Condo
Key West, FL, 33040, United States
2.2k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
9.8

Exceptional

333 reviews

$751
Average price / night
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🏝️3 Bdrm - Ocean View Every Room-Secluded -Quiet-OCEAN FRONT- 90 FT BALCONY
🏝️3 Bdrm - Ocean View Every Room-Secluded -Quiet-OCEAN FRONT- 90 FT BALCONY
Condo
Key West, FL, 33040, United States
2.2k from Key West Art and Historical Society center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

3 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$546
Average price / night
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2-Bedroom Villa at Hyatt Beach House! Quiet Beachfront Location! Sleeps 6
2-Bedroom Villa at Hyatt Beach House! Quiet Beachfront Location! Sleeps 6
Condo
Key West, FL, 33040, United States
2.2k from Key West Art and Historical Society center

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

2 Bedrooms6 Guests
9.8

Exceptional

9 reviews

$616
Average price / night
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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 Family Vacation Rentals in Key West Art and Historical Society.

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Key West Art and Historical Society Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 604 verified family-friendly vacation rentals in Key West Art and Historical Society. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Key West Art and Historical Society vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $144 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Key West Art and Historical Society offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Key West Art and Historical Society are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Key West Art and Historical Society often include amenities such as Child Friendly, Pool, and Wellness Facilities. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.