18 Best VRBOs in Key West → Sorted by Price! (2026 Edition)

Are you going on a holiday to Key West, and you’re looking for vacation rentals where you can enjoy some privacy?

Well, you are in the right place to discover that! In order to help you save some time, I have already grouped here all options for the best VRBOs in Key West and divided them by price range, so you’ll find something for any budget here.

Whether you’re looking for a beach house with stunning sea views, a place with a prime location within walking distance to the Old Town, or a cozy holiday home with a private pool, you will find it here!

And when you do find it, remember to book it as soon as you can or at least some months in advance, so you make sure you reserve yourself a spot. These accommodations get booked out in the blink of an eye!

Ready? Let’s go!

Quick Picks for Your Stay

If you don’t have time to read the whole post, check out this quick list of the best VRBO vacation rentals in Key West:

• The Green Hour Casa Marina Estate – Best luxury hotel
• Tom’s Oceanfront Condo – Best value for money
• Heart of Old Town – Best affordable accommodation in the center

Luxury (US$970 and up)

• The Green Hour Casa Marina Estate – If you want to feel at home away from home, check out this stunning 5-bedroom estate in the Casa Marina area, just a 7-minute walk from the beach. The house is ideal for large groups and comes with all the comforts, like a private pool, an outdoor kitchen, and a patio. Guests rate it a perfect 10/10!
• Southernmost Belle – This elegant 5-bedroom house is perfect for big groups, hosting 10+ guests just a 7-minute walk from the beach. Here you can cook a feast in the gourmet kitchen, relax in the large, elegant bedrooms, or spend the afternoon by your private heated pool. Guests absolutely love it – it’s rated 9.8/10 from over 200 reviews!
• Coconut Palm – Located just steps from Duval Street, this 3-bedroom home with 4 beds offers all the facilities you need for a holiday full of comforts. Here you will have access to your own private pool, a balcony and patio, a barbecue grill, and a fully equipped kitchen – the perfect base for exploring Old Town!

• Waterfront Pet-Friendly Condo near Duval – If you’re going to Key West on a family holiday, this four-bedroom waterfront condo with 9 beds is for you, hosting up to 10 guests comfortably. It comes with a private dock, a pool, and a barbecue grill, and it’s only a short drive from Duval Street and the beach. It’s pet friendly too, so you can even bring your four-legged friend with you!
• Conch Heaven – This charming 2-bedroom home with a private heated pool is located in Old Town, within walking distance to the busy Duval Street and Mallory Square, and hosts up to 6 guests (4 beds). Here you’ll find the master bedroom on the second floor, outfitted with a king-size bed and with access to a bathroom, while the second bedroom is on the first floor and has two beds that can be easily converted to a king to meet your needs.
• Stripes Condo in Old Town – This delightful 4-bedroom condo (7 beds) is located in the heart of Old Town Key West and is perfect for a getaway with your loved ones. Here you will have access to a big shared pool, a balcony and patio, and a barbecue grill, and you’re within walking distance of Duval Street. Doesn’t that sound great?

Mid Range (US$400 – US$800)

• Casa Cristol – If you’re going on holiday to Key West and you don’t want to leave your four-legged friend at home, this family- and pet-friendly house is for you! Full of classic Key West charm, the 3-bedroom home has a superb location just a 10-minute walk from the beach, plus a barbecue grill for relaxed dinners outdoors. Guests rate it 9.8/10!
• Atlantic Breeze – This 2-bedroom house with 4 beds is perfect if you want to be a few steps from some of the best beaches in Key West, like Smarter Beach and Higgs Beach! And when you’re not soaking up the hot sun on the white sand, you can relax in the heated pool, stay in shape in the fitness area or play in the basketball courts right nearby. And to finish your day in the best way, cook yourself your favorite dinner in the private kitchen!
• Tom’s Oceanfront Condo – This 3-bedroom oceanfront condo has endless views of the Atlantic, so get ready to wake up to the sound of the waves! It sleeps up to 6 guests, and the complex has a pool, a hot tub, and barbecue grills, so you can spend lazy afternoons outdoors. Guests love it – it’s rated 9.8/10 from over 150 reviews!

• Magical Ocean Penthouse – This top-floor condo sits right on the beach and offers breathtaking ocean views! The penthouse has 2 bedrooms with 3 beds, plus a barbecue grill, and you’re close to plenty of cool activities like scuba diving, jet skiing, kayaking, and deep-sea fishing. With a 9.8/10 rating from over 230 reviews, it’s one of the most loved stays in Key West!
• Waterfront Condo with Pool and Dock – This charming waterfront condo will completely blow your mind, hosting 2 bedrooms with 4 beds for up to 8 people! Here you can splash in the pool (if you ever get tired of the beach), have a barbecue by the water, and use the private dock and parking – perfect for making special memories with your beloved ones!
• Bright Studio Steps from Duval – This cozy apartment with a queen bed is located just steps from Duval Street and a 3-minute walk from the beach, so it’s ideal for both couples and solo travelers. There’s an outdoor pool on site, a patio, and a kitchenette, and bikes are included so you can explore the island like a local!

Budget (up to US$350)

• Luxury High End – This completely renovated house, hosting 1 bedroom (with 2 beds) for up to 2 people, is perfect if you want to have access to luxury facilities (as can be found in the most luxurious hotels in Key West) at very reasonable prices. In fact, here, you will enjoy a chef’s kitchen fully equipped with high-end stainless steel appliances and a Keurig Coffee station, a dedicated workstation (ideal if you’re working online), a private balcony offering beautiful ocean views, a gym, and a private hot tub.
• Heart of Old Town – This 2-bedroom house with 2 beds is perfect for a small family of 4 and has an amazing location in close proximity to Old Town Key West and Mallory Square, so you can explore them both whenever you want (take the 2 bikes available at the property!). But the house itself has a lot to offer, like a barbecue grill, high-speed Wi-Fi, a private pool, a fully equipped kitchen, and a spacious private back deck.
• Sugar Palm Studio (Adults Only) – Looking for a place in Key West where to spend a romantic holiday with your special one without spending a fortune? Then stop here! This adults-only studio with a king bed is close to town and offers everything you need, including a kitchenette, a private patio, and access to a community pool.

• Simonton Studio Old Town – This 1 bedroom house with 1 bed has the perfect location to explore Key West, set in the heart of Old Town, a short walk from the Hemingway House, the Butterfly Conservatory, and Duval Street with its shops, restaurants, and museums. Here you’ll have all the tools to make your own cocktails and access to a propane grill in the courtyard to prepare some delicious shrimp. Just perfect for a romantic getaway!
• Sparkling Old Town – Located within walking distance to Duval Street, this 3-bedroom house with 3 beds hosts up to 6 guests, so it is ideal for a fun getaway both with your family and friends! Here you will have access to many cool amenities, such as a big lagoon pool, bikes to explore the surrounding area, picnic tables, grills, an outdoor shower, change rooms, and a fully equipped kitchen.
• Cozy Dog-Friendly Cottage with Private Hot Tub – If you cannot leave without your four-legged friend, this dog-friendly cottage with 2 bedrooms and 2 king beds is for you. Here you can unwind in your own private hot tub, enjoy a morning coffee in the tranquil garden, and you even get free parking – a real treat in Key West!

Find More Hotels in Key West

FAQs about the best VRBOs in Key West

Conclusion

Here we are at the end of this useful travel guide about the best VRBOs in Key West: either you’re looking for a beach house, a holiday home with a prime location within walking distance to the old town, or a cozy accommodation with a private pool, you will find it here!

With so many options at your disposal, I can understand if you still haven’t picked your favorite. So let me help you a little more with my 2 absolute favorites vacation rentals in Key West with amazing locations:

• The Green Hour Casa Marina Estate – This historic house for 12 people has the perfect, perfect location within walking distance to Duval Street and offers a private pool
• Magical Ocean Penthouse – This newly renovated house is perfectly located close to both some stunning beaches and the popular Duval Street, and offers breathtaking ocean views

If you like them as much as I do then check immediately if your booking dates are available and save your spot. These accommodations get booked out incredibly fast, so you should reserve a spot at least some months in advance.

And if you have any questions or VRBO suggestions for me, please share them in the comments below: I am looking forward to knowing what you think!

Have an amazing stay!

Elena

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