Vacation Rentals in Roy John-Karl Gallery, FL: Compare 10+ Sites & Save

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1736 Best Vacation Rentals in Roy John-Karl Gallery (Starting from $159)

Darling of Duval by Last Key Realty
Darling of Duval by Last Key Realty
House
Key West, FL, USA
0.1k from Roy John-Karl Gallery center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

2 Bedrooms4 Guests
New to Booking
$929
Average price / night
Check Availability
Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval!
Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval!
Apartment
Key West, FL, 33040, United States
0.1k from Roy John-Karl Gallery center

AC, Internet, Kitchen, Microwave, No Smoking, Pool, TV

2 Bedrooms6 Guests
9.6

Exceptional

31 reviews

$726
Average price / night
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Last Minute
Last Minute
House
Key West, FL, USA
0.1k from Roy John-Karl Gallery center

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

3 Bedrooms6 Guests
8.0

Good

2 reviews

$1115
Average price / night
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Spacious home with pool & balcony - 1 block from Duval Street
Spacious home with pool & balcony - 1 block from Duval Street
House
Key West, FL, 33040, United States
0.1k from Roy John-Karl Gallery center

3 Bedrooms6 Guests
New to Booking
$913
Average price / night
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Great Old Town Location, Steps from Mallory Square
Great Old Town Location, Steps from Mallory Square
Apartment
Roy John-Karl Gallery, Key West, Florida, USA
0.1k from Roy John-Karl Gallery center

Air Conditioner, Internet

1 Bedroom2 Guests
New to Booking
$159
Average price / night
Check Availability
Banyan Court downtown condo- 2 bedroom, 2 bath, walkable, parking, pool
Banyan Court downtown condo- 2 bedroom, 2 bath, walkable, parking, pool
House
Key West, FL, 33040, United States
0.1k from Roy John-Karl Gallery center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.0

Fabulous

34 reviews

$230
Average price / night
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Luxury 4BDR/4BA Penthouse
Luxury 4BDR/4BA Penthouse
House
Key West, FL, USA
0.2k from Roy John-Karl Gallery center

Laundry, Security/Safety, Child Friendly

4 Bedrooms8 Guests
New to Booking
$977
Average price / night
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**THE ADMIRAL'S ESTATE** Grand Home & Pool + LAST KEY SERVICES...
**THE ADMIRAL'S ESTATE** Grand Home & Pool + LAST KEY SERVICES...
House
Key West, FL, 33040, United States
0.1k from Roy John-Karl Gallery center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$730
Average price / night
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New The Cottage at James House
New The Cottage at James House
House
Key West, FL, USA
0.2k from Roy John-Karl Gallery center

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

1 Bedroom3 Guests
8.8

Fabulous

6 reviews

$358
Average price / night
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**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
Cottage
Key West, FL, 33040, United States
0.1k from Roy John-Karl Gallery center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

152 reviews

$966
Average price / night
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Trumans Trove by Last Key realty
Trumans Trove by Last Key realty
House
Key West, FL, USA
0.2k from Roy John-Karl Gallery center

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

2 Bedrooms6 Guests
New to Booking
$946
Average price / night
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Conch House at the Truman Annex in Key West
Conch House at the Truman Annex in Key West
House
Key West, FL, 33040, United States
0.1k from Roy John-Karl Gallery center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$623
Average price / night
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Underwater Cabana at Custom House Inn
Underwater Cabana at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Roy John-Karl Gallery center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$481
Average price / night
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Shared Pool & Parking - The Cottage at James House
Shared Pool & Parking - The Cottage at James House
House
Key West, FL, 33040, United States
0.2k from Roy John-Karl Gallery center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom3 Guests
8.8

Fabulous

9 reviews

$555
Average price / night
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Chicken Run at Custom House Inn
Chicken Run at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Roy John-Karl Gallery center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

1 Bedroom4 Guests
9.0

Fabulous

2 reviews

$514
Average price / night
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Pilar Cottage | Spectacular Studio w/ Shared Pool
Pilar Cottage | Spectacular Studio w/ Shared Pool
Apartment
Key West, FL, 33040, United States
0.2k from Roy John-Karl Gallery center

AC, Internet, Living Area, Microwave, No Smoking, Pool, TV

1 Bedroom4 Guests
9.0

Fabulous

14 reviews

$460
Average price / night
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Citrus Queen at Custom House Inn
Citrus Queen at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Roy John-Karl Gallery center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$544
Average price / night
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Sailfish Suite on Duval
Sailfish Suite on Duval
Apartment
Key West, FL, 33040, United States
0.2k from Roy John-Karl Gallery center

AC, Balcony, Internet, Kitchen, Microwave, No Smoking, TV

2 Bedrooms4 Guests
8.8

Fabulous

10 reviews

$1506
Average price / night
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Birds of a Feather at Custom House Inn
Birds of a Feather at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Roy John-Karl Gallery center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$549
Average price / night
Check Availability
Harbor Luxe Celebration Suites
Harbor Luxe Celebration Suites
Apartment
Key West, FL, 33040, United States
0.2k from Roy John-Karl Gallery center

AC, Balcony, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

8 Bedrooms20 Guests
New to Booking
$3808
Average price / night
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Chicken Water Cabana at Custom House Inn
Chicken Water Cabana at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Roy John-Karl Gallery center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms8 Guests
New to Booking
$837
Average price / night
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The Penthouse at Custom House Inn | New!
The Penthouse at Custom House Inn | New!
Apartment
Key West, FL, 33040, United States
0.2k from Roy John-Karl Gallery center

AC, Internet, Kitchen, Living Area, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

23 reviews

$1174
Average price / night
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Feather Queen at Custom House Inn
Feather Queen at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Roy John-Karl Gallery center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms8 Guests
New to Booking
$867
Average price / night
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Cabana on Duval  |  Monthly studio w/ shared pool
Cabana on Duval | Monthly studio w/ shared pool
Apartment
Key West, FL, 33040, United States
0.2k from Roy John-Karl Gallery center

AC, Balcony, Dryer, Internet, Microwave, No Smoking, TV, Washer

New to Booking
$324
Average price / night
Check Availability
Sunshine State at Custom House Inn
Sunshine State at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Roy John-Karl Gallery center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom3 Guests
New to Booking
$541
Average price / night
Check Availability
Orchid Suite on Duval
Orchid Suite on Duval
Apartment
Key West, FL, 33040, United States
0.2k from Roy John-Karl Gallery center

AC, Balcony, Internet, Kitchen, Microwave, No Smoking, TV

New to Booking
$327
Average price / night
Check Availability
Custom House Inn All
Custom House Inn All
Apartment
Key West, FL, USA
0.2k from Roy John-Karl Gallery center

Apartments, Accommodations, Lodgings, Places to stay

8 Bedrooms25 Guests
New to Booking
$5685
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 Roy John-Karl Gallery.

Where to stay in Roy John-Karl Gallery? Best neighborhoods & areas

Roy John-Karl Gallery Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1736 verified vacation rentals in Roy John-Karl Gallery. 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 Roy John-Karl Gallery vary depending on the season, property size, and location. Rates typically start from around $159 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 Roy John-Karl Gallery 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 Roy John-Karl Gallery welcome pets. Currently, 44 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 Roy John-Karl Gallery often include amenities such as Security/Safety, Child Friendly, and Kitchen. 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.