Sunset Key vacation rentals

We found 363 vacation rentals — enter your dates for availability

Discover a selection of 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

Why visit Sunset Key

  • Stunning sunsets: Enjoy breathtaking sunset views that make Sunset Key a romantic getaway.
  • Family-friendly attractions: Explore local history museums and engage in fun activities suitable for all ages.
  • Charming accommodations: Choose from cozy cottages and private vacation homes for a comfortable stay.
  • Tropical beauty: Experience the enchanting island atmosphere with beautiful beaches and lush surroundings.
  • Proximity to Key West: Easily access vibrant nightlife, dining, and cultural experiences just a short distance away.

Popular types of accommodation around Sunset Key

If you're exploring vacation rentals in Sunset Key, rest assured you're in for a treat. Our most popular accommodations include charming houses, cozy condos, and delightful cottages. Whether you're seeking a serene getaway in Sunset Key cottages or a comfortable stay in guest cottages, you'll find plenty of options. Don't forget to check out reviews to help guide your choice and ensure a memorable experience on this beautiful island.

  • Houses: The top choice for visitors, offering spacious and comfortable settings ideal for families or groups looking for a home-like experience.
  • Condos: A popular option, these provide modern amenities and often stunning views, perfect for couples or small families.
  • Cottages: These charming and cozy retreats offer a quaint atmosphere, making them a favored choice for a relaxing getaway.
  • Apartments: Convenient and flexible, apartments are great for those wanting easy access to local attractions.
  • Villas: Luxurious and spacious, villas are perfect for those seeking an upscale vacation experience with top-notch amenities.**

Top attractions near Sunset Key

Sunset Key is a fantastic destination for family vacations, offering a blend of city charm and beach relaxation. Visitors can explore popular attractions such as the modern square, historic civic government building, and a local history museum. Whether you're seeking cultural experiences, family fun, or adventure, Sunset Key has something for everyone to enjoy during their stay.

  • Mallory Square: A vibrant hub of activity, Mallory Square is famous for its sunset celebrations, featuring street performers, local artisans, and breathtaking views of the Gulf. It's the perfect place to soak in the lively atmosphere while enjoying a refreshing drink.
  • Florida Keys National Marine Sanctuary: This stunning marine park offers adventure for families, with opportunities for snorkeling, diving, and kayaking among vibrant coral reefs and diverse marine life. It's an ideal spot for nature lovers to explore the underwater beauty.
  • Harry S. Truman Little White House: Step back in time at this historic landmark, where President Truman spent time during his presidency. The house showcases fascinating artifacts and offers a glimpse into the political and cultural history of the era.

Things to do recommended for couples

Ready for a romantic getaway in Sunset Key? Enjoy a sunset sail on a catamaran, explore the beautiful beaches, or indulge in a couples' spa day. Don't forget to savor a candlelit dinner at a beachfront restaurant, creating memories that will last a lifetime.

Things to do recommended for families

Families vacationing in Sunset Key can have a blast at the MLK Community Pool & Community Center, located only 1 mile away. With sports facilities and a welcoming family atmosphere, it's the perfect spot for a fun day of swimming and outdoor activities.

Things to do recommended for groups

Your group can enjoy a round of golf at the Key West Golf Club, just 4 miles from Sunset Key, or catch a performance at the Waterfront Playhouse, only 0.4 miles away. Don't forget to visit The Kite House, 1 mile away, for unique local finds.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Sunset Key with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these features and so much more on Vrbo.
  • Traveling to Sunset Key with young kids: Traveling with young kids can be quite a task. It’s important to prioritize their comfort and safety, along with having suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Sunset Key: For many families, a trip isn’t truly satisfying without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Sunset Key: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Sunset Key

Sunset Key, a picturesque neighborhood in Key West, offers an enchanting blend of tropical beauty and historical charm. Ideal for family getaways and romantic escapes, visitors can enjoy stunning sunsets, indulge in island living, and explore the vibrant atmosphere of nearby Key West. With its unique excursions and family-friendly attractions, Sunset Key is truly a special place for creating unforgettable memories.

  • Key West: Key West is a vibrant island city known for its laid-back atmosphere and tropical charm. Located at the southernmost point of the continental United States, it offers a unique blend of family-friendly activities, business opportunities, and urban experiences. Visitors can explore the bustling shopping areas, relax on beautiful beaches, and enjoy the nightlife. Key West is also famous for its stunning sunsets and outdoor adventures, making it an ideal destination for those seeking both relaxation and excitement.
  • Old Town Key West: Just a mile from Sunset Key, Old Town Key West is a historic neighborhood brimming with character and charm. This area is known for its lively streets filled with shops, restaurants, and art galleries, offering a delightful city-themed experience. Families will appreciate the proximity to family-friendly beaches and parks, while business travelers can find suitable venues for meetings and events. Old Town's vibrant atmosphere and rich history make it a must-visit destination for anyone exploring the area.
  • Key West Historic District: The Key West Historic District, located within a mile of Sunset Key, is a treasure trove of architectural beauty and cultural heritage. This neighborhood showcases quaint streets lined with historic homes, museums, and charming boutiques. Visitors can immerse themselves in the local history while enjoying the convenience of nearby shopping centers and resorts. The district is perfect for families and business travelers alike, offering a unique blend of leisure and cultural experiences surrounded by picturesque beaches.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 SunnyAverageSlightly Low
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 LowAverage
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 hoping to save money on your next getaway? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even greater savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect place at the right price.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash on the whole booking. It's definitely advantageous to be the organizer. Become a member of our OneKey rewards program to enjoy exclusive savings and earn OneKeyCash on qualifying stays. Sign up today and begin earning rewards.

Vrbo Trips: Effortless planning

Vrbo's Trip Board feature offers you a convenient way to plan your travels. You can start new trip ideas, pick up from where you last paused, or manage your existing plans all in one place. Previously saved and booked properties can now be accessed easily under the categories of Potential, Upcoming, or Current Trips. To explore and utilize Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Sunset Key?
In Sunset Key, vacation houses are the most popular type of vacation rental, with around 11 available in this picturesque area. These properties typically offer spacious layouts, multiple bedrooms, and amenities such as fully equipped kitchens and private outdoor spaces, making them ideal for families or groups. Additionally, there are several condos, apartments, and cottages available, providing a range of options for travelers. Many of these rentals are conveniently located near the beach, allowing guests easy access to the stunning coastal views and recreational activities.
Are there any beach house rentals in Sunset Key?
In Sunset Key, Florida, there are approximately 20 beach house rentals available, all situated on this exclusive private island. These properties typically feature luxurious amenities such as spacious layouts with multiple bedrooms, private pools, and direct beach access. Many of these vacation homes also come with fully equipped kitchens, outdoor patios, and stunning ocean views, making them ideal for families or groups looking to enjoy a relaxing getaway. Find your rental near the beach in Sunset Key.
How much does it cost to rent a vacation home in Sunset Key?
Prices for vacation rentals in Sunset Key vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Sunset Key to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Sunset Key vacation house rentals?
You can find great discounts on house rentals in Sunset Key on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Sunset Key?
In Sunset Key, popular rental amenities include fully equipped kitchens, heated pools, and outdoor patios for enjoying the warm Florida weather. Travelers can also expect coffee and tea makers in their accommodations, providing convenience for those early mornings. Many rentals feature pools, great for relaxation and leisure after a day spent exploring the beautiful island.
Are there any family house rentals in Sunset Key?
In Sunset Key, a small island just off the coast of Key West, there are about 14 family-friendly vacation rentals available. This exclusive locale is known for its pristine beaches and tranquil atmosphere, making it an ideal spot for families seeking a relaxing getaway. Many of the homes feature spacious living areas, fully equipped kitchens, and outdoor decks or patios where families can enjoy the sunshine and ocean views.

Families can also benefit from amenities like private pools, game rooms, and easy access to the sandy shores, great for building sandcastles or indulging in water sports. Nearby attractions in Key West, such as the Butterfly Conservatory and the lively Mallory Square, offer opportunities for family outings filled with fun and exploration. See all family-friendly rentals in Sunset Key.
Can I rent a vacation home with a pool or hot tub in Sunset Key?
In Sunset Key, travelers can find a variety of vacation homes available for rent that come equipped with pools and hot tubs, with around 14 options to choose from. This exclusive island destination offers a serene escape just off the coast of Key West, featuring picturesque views and a laid-back atmosphere. Many of these properties boast private pools, inviting hot tubs, and spacious outdoor areas superb for relaxation and gatherings.

Expect amenities such as fully equipped kitchens, luxurious furnishings, and easy access to the island's beautiful beaches. Some rentals may also include additional features like outdoor grills, sun decks, and lush landscaping, enhancing the overall vacation experience. Find your rental in Sunset Key with a pool or a hot tub.
Are there any Sunset Key vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Sunset Key with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there pet-friendly vacation rentals in Sunset Key?
Yes, you can book pet-friendly vacation rentals in Sunset Key, Florida. This exclusive island community is known for its picturesque beaches and stunning sunsets, making it a great getaway for travelers with pets. Many of the available rentals come equipped with modern amenities such as full kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air.

In addition to the comfortable accommodations, Sunset Key offers nearby points of interest that are pet-friendly. The beautiful beaches are great for leisurely walks, and the surrounding areas feature parks where pets can play and socialize. The proximity to Key West also allows for easy access to pet-friendly restaurants and attractions, ensuring a delightful experience for both you and your furry companions. See all pet-friendly rentals in Sunset Key.
Can I find long-stay vacation rentals in Sunset Key?
A long-stay vacation rental in Sunset Key is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Sunset Key for a vacation rental?
The best time to visit Sunset Key for a vacation rental is during the peak season from February to April, with March standing out as the most popular month. This period draws travelers seeking a tropical escape, as the weather is typically warm and inviting, with temperatures ranging from the mid-70s to low 80s Fahrenheit. Visitors can indulge in a variety of outdoor activities, such as snorkeling, kayaking, and basking on the picturesque beaches, all while enjoying the island's stunning sunsets.

During these months, Sunset Key buzzes with activity, making it an ideal time for those who thrive on a vibrant atmosphere and the excitement of exploring a lively destination. The pleasant climate is superb for sightseeing, whether you're wandering through the charming streets of Key West or enjoying water sports in the crystal-clear waters surrounding the island.

For travelers seeking a more budget-friendly option, consider planning your visit in October. This month offers a quieter experience with fewer tourists, allowing for a more relaxed ambiance while still providing beautiful weather and opportunities for exploration.
Are there any remote work vacation rentals in Sunset Key?
In Sunset Key, Florida, there are numerous remote work vacation rentals available, with around 23 options to choose from. This idyllic setting offers a superb blend of work and leisure, allowing travelers to enjoy a beautiful tropical environment while staying productive. The rentals typically feature amenities tailored for remote workers, including high-speed Wi-Fi, dedicated workspaces with desks and ergonomic chairs, as well as safes for securing valuables.

Many properties also come with additional comforts such as fully equipped kitchens, spacious living areas, and outdoor patios or balconies where one can unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Sunset Key vacation rental?
Book your Sunset Key vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Sunset Key?
Sunset Key, a private island just off the coast of Key West, offers visitors a serene escape with stunning natural beauty. The island is known for its pristine beaches, where travelers can relax in the sun or take part in water sports like snorkeling and paddleboarding. The proximity to Key West allows easy access to attractions such as the lively Duval Street, filled with shops, restaurants, and nightlife, as well as the historic Ernest Hemingway Home and Museum. For those interested in nature, the nearby Dry Tortugas National Park offers incredible opportunities for birdwatching and exploring historic forts.
Can I change or cancel my Sunset Key home rental booking on Vrbo?
To find Sunset Key vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Sunset Key vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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