Vacation Rentals in Sunset Key, FL: Compare 10+ Sites & Save

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  5.  Key West
  6.  Sunset Key

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1736 Best Vacation Rentals in Sunset Key (Starting from $159)

Luxury 4BDR/4BA Penthouse
Luxury 4BDR/4BA Penthouse
House
Key West, FL, USA
0.8k from Sunset Key center

Laundry, Security/Safety, Child Friendly

4 Bedrooms8 Guests
New to Booking
$977
Average price / night
Check Availability
~The Escape ~ Your own tropical escape on private island!
~The Escape ~ Your own tropical escape on private island!
House
Key West, FL, 33040, United States
0.0k from Sunset Key center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
9.0

Fabulous

4 reviews

$500
Average price / night
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Harbor Luxe Celebration Suites
Harbor Luxe Celebration Suites
Apartment
Key West, FL, USA
0.8k from Sunset Key center

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

1 Bedroom20 Guests
New to Booking
$3894
Average price / night
Check Availability
70 Sunset Key: Experience Idyllic Island Life, Shared Pool, Beach Access & Latitudes Restaurant!
70 Sunset Key: Experience Idyllic Island Life, Shared Pool, Beach Access & Latitudes Restaurant!
House
Key West, FL, 33040, United States
0.0k from Sunset Key center

AC, Balcony, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
New to Booking
$315
Average price / night
Check Availability
Great Old Town Location, Steps from Mallory Square
Great Old Town Location, Steps from Mallory Square
Apartment
Sunset Key, Key West, Florida, USA
0.8k from Sunset Key center

Air Conditioner, Internet

1 Bedroom2 Guests
New to Booking
$159
Average price / night
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Key West Sunset Serenade - w Pool & Beach Access
Key West Sunset Serenade - w Pool & Beach Access
House
Key West, FL, 33040, United States
0.0k from Sunset Key center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$494
Average price / night
Check Availability
Harborside Harmony by Last Key Realty
Harborside Harmony by Last Key Realty
Apartment
Key West, FL, USA
0.9k from Sunset Key center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$959
Average price / night
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Villa Porta del Sole - 3BR Sunset Key Villa with Private Pool, Direct Beach Access and Sunset Ocean View!
Villa Porta del Sole - 3BR Sunset Key Villa with Private Pool, Direct Beach Access and Sunset Ocean View!
House
Key West, FL, 33040, United States
0.1k from Sunset Key center

AC, Barbecue, Dryer, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1102
Average price / night
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Old Town Oasis by Last Key Realty
Old Town Oasis by Last Key Realty
Apartment
Key West, FL, USA
0.9k from Sunset Key center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms6 Guests
8.0

Good

1 reviews

$497
Average price / night
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Modern Luxury Meets Island Privacy: Executive Villa on Exclusive Sunset Key
Modern Luxury Meets Island Privacy: Executive Villa on Exclusive Sunset Key
Villa
Key West, FL, 33040, United States
0.4k from Sunset Key center

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

2 Bedrooms5 Guests
New to Booking
$530
Average price / night
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Underwater Cabana at Custom House Inn
Underwater Cabana at Custom House Inn
Apartment
Key West, FL, USA
0.9k from Sunset Key center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$481
Average price / night
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Chicken Run at Custom House Inn | Unbeatable Location!
Chicken Run at Custom House Inn | Unbeatable Location!
Apartment
Key West, FL, 33040, United States
0.7k from Sunset Key center

AC, Balcony, Dryer, Free Parking, Internet, Living Area, Microwave, No Smoking, TV

1 Bedroom4 Guests
9.8

Exceptional

10 reviews

$550
Average price / night
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Chicken Run at Custom House Inn
Chicken Run at Custom House Inn
Apartment
Key West, FL, USA
0.9k from Sunset Key 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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Birds of a Feather at Custom House Inn | Perfect Stay on Duval Street!
Birds of a Feather at Custom House Inn | Perfect Stay on Duval Street!
Apartment
Key West, FL, 33040, United States
0.8k from Sunset Key center

AC, Internet, Microwave, No Smoking, TV

1 Bedroom4 Guests
10.0

Exceptional

9 reviews

$550
Average price / night
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Citrus Queen at Custom House Inn
Citrus Queen at Custom House Inn
Apartment
Key West, FL, USA
0.9k from Sunset Key center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$544
Average price / night
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Feather Queen at Custom House Inn | Two Vibrant Suites!
Feather Queen at Custom House Inn | Two Vibrant Suites!
Apartment
Key West, FL, 33040, United States
0.8k from Sunset Key center

AC, Dryer, Free Parking, Internet, Living Area, Microwave, No Smoking, Pool, TV

2 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1074
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
0.9k from Sunset Key center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$549
Average price / night
Check Availability
Chicken Water Cabana at Custom House Inn
Chicken Water Cabana at Custom House Inn
Apartment
Key West, FL, USA
0.9k from Sunset Key center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms8 Guests
New to Booking
$837
Average price / night
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Luxury Waterfront Stay @ The Galleon, Mins from Downtown
Luxury Waterfront Stay @ The Galleon, Mins from Downtown
Apartment
Key West, FL, 33040, United States
0.8k from Sunset Key center

AC, Dryer, Extra Bed, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
New to Booking
$675
Average price / night
Check Availability
Feather Queen at Custom House Inn
Feather Queen at Custom House Inn
Apartment
Key West, FL, USA
0.9k from Sunset Key center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms8 Guests
New to Booking
$867
Average price / night
Check Availability
Harbor House Penthouse- B
Harbor House Penthouse- B
House
Key West, FL, 33040, United States
0.8k from Sunset Key center

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

4 Bedrooms8 Guests
9.6

Exceptional

15 reviews

$1691
Average price / night
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Sunshine State at Custom House Inn
Sunshine State at Custom House Inn
Apartment
Key West, FL, USA
0.9k from Sunset Key center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom3 Guests
New to Booking
$541
Average price / night
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Chicken Water Cabana at Custom House Inn | Two Modern Suites!
Chicken Water Cabana at Custom House Inn | Two Modern Suites!
Apartment
Key West, FL, 33040, United States
0.9k from Sunset Key center

AC, Internet, Microwave, No Smoking, TV

2 Bedrooms8 Guests
9.2

Superb

12 reviews

$1028
Average price / night
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Sandbar Suite | 2 bed near Duval & waterfront
Sandbar Suite | 2 bed near Duval & waterfront
Apartment
Key West, FL, 33040, United States
0.9k from Sunset Key center

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

2 Bedrooms6 Guests
9.6

Exceptional

11 reviews

$1092
Average price / night
Check Availability
Coral Reef Suite | 1 bed near Duval & waterfront
Coral Reef Suite | 1 bed near Duval & waterfront
Apartment
Key West, FL, 33040, United States
0.9k from Sunset Key center

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

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$952
Average price / night
Check Availability
3-bedroom townhome in beautiful Key West with AC and charm
3-bedroom townhome in beautiful Key West with AC and charm
House
Key West, FL, 33040, United States
0.9k from Sunset Key center

AC, Dryer, Free Parking, Internet, Laundry, Living Area, No Smoking, Patio, Washer

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1056
Average price / night
Check Availability
Angel Fish Cove | Updated Townhome Retreat Near Duval
Angel Fish Cove | Updated Townhome Retreat Near Duval
House
Key West, FL, 33040, United States
0.9k from Sunset Key center

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

2 Bedrooms6 Guests
New to Booking
$248
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 Sunset Key.

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Frequently Asked Questions

You can explore 1736 verified vacation rentals in Sunset Key. 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 Sunset Key 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 Sunset Key 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 Sunset Key welcome pets. Currently, 28 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 Sunset Key often include amenities such as Wellness Facilities, Laundry, 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.