Photo by Tamra Helman

Sunset Key vacation rentals

We found 335 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in Sunset Key that are perfect for your trip. Whether you're going on vacation with family or friends, vacation rentals have the best amenities for spending time at your vacation home, including air conditioning and cable TV. No matter what you're looking for, you'll find a rental to meet everyone's needs, including accessible or non-smoking choices.
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Find out more about Sunset Key

Find out more about Sunset Key

Why visit Sunset Key

  1. Stunning Beaches: Relax on beautiful sandy shores, perfect for sunbathing and swimming.
  2. Luxurious Accommodations: Enjoy charming beach cottages and upscale vacation rentals for a memorable stay.
  3. Breathtaking Sunsets: Experience spectacular sunsets that paint the sky in vibrant colors.
  4. Cultural Experiences: Explore nearby historic homes and enjoy the rich local culture of Key West.
  5. Outdoor Adventures: Engage in activities like boat tours, snorkeling, and vibrant nightlife on Duval Street.

Popular types of accommodation around Sunset Key

Planning a getaway to Sunset Key? You're in for a treat! Explore a range of popular vacation rentals, including stunning condos, spacious apartments, and luxurious private homes. Whether you seek a relaxing retreat at the Marinareefhouse Resort or a rejuvenating experience at a luxury spa, Sunset Key offers accommodations that cater to every taste. Dive into the charm of Sunset Key homes and discover your perfect vacation rental today!

  • Condos: The top choice for travelers heading to Sunset Key, offering modern amenities and stunning views.
  • Apartments: A popular alternative for those seeking convenience and comfort in a vibrant setting.
  • Houses: Ideal for families or groups, these homes provide space and privacy for a relaxing getaway.
  • House Boats: A unique lodging option, allowing guests to experience life on the water in style.
  • Cottages: Quaint and charming, these cozy retreats are perfect for a peaceful escape.**

Top attractions around Sunset Key

Sunset Key, Key West, is perfect for family, business, or city vacations, offering a blend of beach relaxation, outdoor adventures, and cultural experiences. Explore nearby attractions like historic homes and sandy beaches, or enjoy activities such as boat tours, vibrant nightlife on Duval Street, and day trips. Whether you're seeking a beach escape or local culture, Sunset Key has something for every traveler.

  1. Duval Street: A vibrant thoroughfare filled with lively bars, quirky shops, and delicious eateries, perfect for experiencing the local nightlife and arts scene, located 0.9 miles from Sunset Key.
  2. Mallory Square: A bustling modern square known for its stunning sunset celebrations and unique street performances, ideal for soaking up the lively atmosphere, located 0.4 miles from Sunset Key.
  3. Southernmost Point: A historic landmark marked by a buoy, symbolizing the southernmost tip of the continental U.S., offering a glimpse into local culture and stunning ocean views, located 1 mile from Sunset Key.

Things to do recommended for families

Families can have a great time at the MLK Community Pool & Community Center, located 1 mile from Sunset Key. The pool offers a fun and safe environment, perfect for kids to splash around, while parents can enjoy the sports and outdoor vibes nearby.

Things to do recommended for groups

Enjoy a round of golf at the Key West Golf Club, just 4 miles from Sunset Key, or immerse yourselves in culture at the Key West Burlesque Theater, only 1 mile away. Don’t forget to stop by The Kite House for unique souvenirs, also 1 mile away!

What do I need to keep in mind when booking a vacation around Sunset Key

When planning your trip, whether you're traveling with a group, with family, bringing along pets, or seeking extended stays, be sure to prioritize the features that matter most to you. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Sunset Key with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Sunset Key with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance the experience.
  • Taking your pets with you to Sunset Key: For many families, a vacation wouldn’t feel complete without their furry companion. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer amenities like feeding bowls and beds to ensure that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Sunset Key: If you’re in search of vacation rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using our convenient filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around Sunset Key

Sunset Key offers a unique blend of luxury and tropical charm, perfect for family vacations or romantic getaways. Explore the stunning beach cottages and soak in breathtaking sunsets on this private island. Nearby Key West adds historical allure and vibrant excursions, ensuring a memorable experience filled with island ambiance and family-friendly activities. Whether you seek relaxation or adventure, Sunset Key and its surroundings promise an unforgettable escape.

  • Key West Historic District: Located approximately 1 mile from Sunset Key, the Key West Historic District is a vibrant area rich in history and charm. Stroll along its picturesque streets lined with colorful Victorian homes and soak in the laid-back atmosphere. This district offers a mix of local shops, restaurants, and cultural venues, making it perfect for families and business travelers alike. Don’t miss visiting famous landmarks such as the Ernest Hemingway Home and Museum or relaxing at nearby beaches, which provide a stunning backdrop for sunbathing and water activities.
  • Old Town Key West: Also about 1 mile from Sunset Key, Old Town Key West is known for its lively ambiance and unique character. This historic neighborhood features a blend of tropical vibes and architectural gems, making it a must-visit for those seeking a quintessential Key West experience. Explore its streets filled with boutiques and art galleries, and indulge in the local cuisine at various eateries. The nearby beaches offer family-friendly fun, while the vibrant nightlife ensures a memorable evening out after a day of exploration.
  • Truman Annex: Just 0.6 miles from Sunset Key, Truman Annex is a charming residential neighborhood that caters to visitors looking for a quieter escape. Its tree-lined streets and well-preserved homes create a serene atmosphere. Travelers can enjoy easy access to shopping areas and recreational spaces, perfect for families and business travelers alike. The neighborhood is also close to local landmarks, including a history museum and beautiful beaches, making it an ideal spot for those interested in both relaxation and exploration.

Best time to go to Sunset Key

If you're planning a trip to Sunset Key, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like August and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January71.1°F (21.7°C)No Rain (Dry)Mostly SunnyAverageAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage
March73.4°F (23.0°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnySlightly LowSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnyAverageSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.9°F (23.3°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you eager to save on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy substantial savings. To discover a Vrbo property that aligns with your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect accommodation for your needs!

Save more with One Key

Plan your group trip by booking an eligible Vrbo and earn OneKeyCash™ on your entire reservation. Being the planner truly has its rewards! When you join our travel rewards program, OneKey, you’ll gain access to exclusive member discounts and start earning OneKeyCash™ on qualifying bookings. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan new adventures, pick up right where you left off, or easily view and manage your travel arrangements. You can find the properties you’ve saved or booked under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Frequently asked questions

How much does it cost to rent a vacation rental in Sunset Key?
Property type, season and length of stay are among the factors that can influence the price of a vacation home. Simply enter your dates of travel to find your ideal fit. From cozy cabins to expansive villas, all Vrbo vacation rentals offer unbeatable value.
How much does it cost to rent a beach house in Sunset Key?
When you travel and the style and size of the property will influence how much you’ll pay for your beachside vacation rental. Enter your Sunset Key travel dates to view your options on Vrbo. Can’t live without a hot tub, or maybe a private pool? Use the filters to select the features and amenities you want in your vacation home.
Are there pet-friendly vacation rentals in Sunset Key?
Yes. There are. You’ll have your pick of five vacation rentals that allow pets in Sunset Key. Lots of our pet-friendly vacation rentals come with an outdoor space for your furry friend to run around in, complimentary treats, doggie beds and proximity to parks. Apply the “Pets allowed” filter to find your pawfect place on Vrbo.
Can I rent a house with a pool in Sunset Key?
Add a whole new level of fun to your getaway by booking your group into one of the four houses with a private pool in Sunset Key. Use our search filter to find the kind of property you want on Vrbo, and then spend carefree days splashing about in a swimming pool that’s for your use only.
What are popular rental amenities in Sunset Key?
The most popular rental amenities guests are looking for in Sunset Key are tennis, an ocean view and a nearby waterfront. Whether you’re on the road with buddies, family or even pets, Vrbo vacation rentals have the best amenities for making epic memories with your loved ones.
Are there large group vacation rentals in Sunset Key?
With three Sunset Key properties that can accommodate five or more people, you can invite a few extra friends or family members along. Whether you’re planning a casual gathering or a birthday party, we’ll help you book a comfortable space for the occasion.
Are there vacation rentals in Sunset Key that welcome kids?
With five family-friendly vacation properties to choose from in Sunset Key, now is the perfect time to introduce the kiddos to the wonders of travel. Simply click on our “Properties good for families” filter to find stays packed with amenities ideal for traveling families, like dining rooms, patios, hot tubs and entertainment areas.
Can I find two-bedroom vacation rentals in Sunset Key?
Gather your loved ones and experience complete comfort and privacy in one of the five two-bedroom vacation properties Sunset Key has to offer.
How can I find vacation rentals with air conditioning in Sunset Key?
Choose from five vacation homes with air conditioning in Sunset Key giving you that cool, cool breeze and extra touch of comfort. Enter your preferred dates of travel and then use our handy filter tool to locate stays with air conditioning.
How old do you have to be to rent a vacation rental in Sunset Key?
The minimum age can differ between properties on Vrbo, so look at the rules of the vacation home in Sunset Key you’re considering. But usually, it’s 16, 18 or 21.
How long can I rent a vacation rental in Sunset Key for?
The amount of time you can rent a Sunset Key vacation home for is up to each property. Just enter your preferred travel dates to find options that offer long-term stays. They include the things you need to make your extended trip more comfortable and convenient, like laundries and air conditioning. Some properties might also offer weekly or monthly discounts, so you can stick around for longer for less.
Does Vrbo offer discounts for vacation homes in Sunset Key?
On Vrbo, we’ve got some amazing discounts and bargains for Sunset Key. Browse our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re after a weekend getaway or an extended escape, Vrbo offers lots of options for all styles and budgets.

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