The 12 Best Airbnbs In Key West, Florida

December 5, 2020
Airbnb
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If you’re looking for the best Airbnbs in Key West , you’ve come to the right place. We combed through thousands of Airbnb listings in Key West and the surrounding area to find the homes with the best amenities and the most positive reviews at the lowest prices.

#1 Paradise House

8 Guests | 4 Bedrooms | 3 Bathrooms

Book Now: $440 per night, airbnb.com

This stunning 4-bedroom features a full kitchen and sleeping quarters for eight, an ideal place for big families visiting Florida for the first time! You'll enjoy some relaxing vacations in this stunning house.

Here's the property description from Airbnb:

“As we face school closures and shift toward remote work, why not choose to do it from paradise? This family-friendly home offers fast wifi, a comfortable workspace, and/or is suitable for children. This recently renovated four bedroom, three bathroom traditional shotgun house with a twist, has a master studio with separate entrance. The home has a spacious post and beam addition that opens onto an outdoor area with a heated, saltwater pool.”

Amenities

Wifi | Laptop-friendly workspace | Cable TV | Iron | Dryer | TV | Washer | Heating | Air conditioning | Essentials | Beach essentials | Ethernet connection

Reviews

“This property is lovely and the kitchen is very high end. It looks just like the online pictures.” – Maria
“We were lucky enough to snag this place for the month of October and we could not have been more pleased!” – Madison
“This was our 7th year to rent in Key West and this was by far the best one! We had a fabulous month staying in Blu on White.” – Kandace

#2 Romantic Retreat House

2 Guests | 0 Bedrooms | 1 Bathrooms

Book Now: $358 per night, airbnb.com

Located in the Key West historic district, this house is the perfect option for a romantic retreat with your loved one! With access to the pool, unique, colourful decorations and a fully working kitchen, you'll have everything you need right here and more.

Here's the property description from Airbnb:

“Romantic Retreat is a free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon, etc.”

Amenities

Wifi | Laptop-friendly workspace | Cable TV | Iron | Dryer | TV | Washer | Heating | Air conditioning | Essentials | Hot water | Beach essentials

Reviews

“Absolutely wonderful! The grounds are beautiful and far superior to the traditional hotels we’ve stayed at in the past. Loved both pools and the private spa.” – Audrey
“This place is extremely close to Duval street (where the bars are), you won't need a car here” – Ed
“Great location and sparkling clean! Close to everything. Staff was great and was super quiet there so nice for relaxing. Thanks!!!” – Cessy
“Phenomenal host and staff and centrally located to everything! Highly recommend!!!” – John
“Overall a good experience” – Chrissi

#3 Little Palm Cottage

2 Guests | 1 Bedrooms | 1 Bathrooms

Book Now: $297 per night, airbnb.com

Located just minutes away from the beach, this peaceful guesthouse is perfect for solo travellers or couples on weekend gateway! With a pool and an outside dining area, you'll be relaxed every minute of your trip.

Here's the property description from Airbnb:

“”Little Palm Cottage is located within the “Little Palm/Al Hambra/Guest Suite Compound”. Located on a quiet tree lined street”

Amenities

three blocks from Duval | Private kitchen | bath | queen bed | living room | Pool| courtyard | Laundry | Wifi | Laptop-friendly workspace | Cable TV | Iron

Reviews

“Very close to Duval street, great court yard. Great place to stay in Keywest” – Mike
“Great place to stay! Nicely appointed, roomy, fantastic deck space surrounded by trees and plants. Nice new washer and dryer to use – a great help!” – Norma
“A cute, rustic cottage. Very clean. Nice kitchen space.” – Matt
“Cozy with old town charm. Spacious, a lot roomier than it appears in the online pics.” – Tracy
“Cozy with old town charm. Spacious, a lot roomier than it appears in the online pics.” – Trasy

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#4 Luxurious House

6 Guests | 3 Bedrooms | 3 Bathrooms

Book Now: $584 per night, airbnb.com

With an outdoor pool, a comfy living room, and lots of space to lounge around, this beachy house is completely equipped to accommodate large groups looking for long-term stays! Whether you're staying with friends or family, everyone will be able to enjoy some good times here.

Here's the property description from Airbnb:

“28 Day Minimum Rental: Tucked away behind a contemporary privacy fence and an attractive cobblestoned driveway is this hidden jewel of a home in mid-town Key West. The space28 Day minimum Rental: Tucked away behind a contemporary privacy fence and an attractive cobblestoned driveway is this hidden jewel of a home in mid-town Key West. Located just a few short blocks from the beach or Duval Street, this home is the perfect spot for your extended vacation. As you enter, the wide-open living space is calm and inviting, offering a clear view to the back garden.”

Amenities

Wifi | Cable TV | Iron | TV | Washer | Air conditioning | Pool | Kitchen | Refrigerator | Dishwasher | Cooking basics | Microwave

#5 New Home

8 Guests | 3 Bedrooms | 3 Bathrooms

Book Now: $430 per night, airbnb.com

A lovely beach house just minutes away from the sea ready to welcome you and your friends! With three bedrooms, a private pool and sun deck, this is the perfect place to have some fun vacations at!

Here's the property description from Airbnb:

“This brand newly constructed home, located a stone's throw from the Southernmost Point, also backs up to the famous Butterfly Museum and welcomes the delicate neighbors who flutter to the pool area for a visit each day.”

Amenities

Wifi | Cable TV | Iron | Dryer | TV | Washer | Heating | Air conditioning | Babysitter recommendations | Free parking on premises | Pool | Microwave

Reviews

“The house was fantastic, and everything was just lovely. I enjoyed working with Samantha and appreciated all of her help. I would definitely recommend this to a friend and would love to stay here again!” – Gail & Paul

#6 Duval Condo With Pool

6 Guests | 2 Bedrooms | 2 Bathrooms

Book Now: $230 per night, airbnb.com

Just a few minutes away from the Southernmost Point, this luxury condo is a dream come true. Featuring two bedrooms, a full kitchen with a breakfast bar, and a very spacious living room, making it a solid choice for families on a short vacation trip in Florida!

Here's the property description from Airbnb:

“This fully equipped, luxury condo is located in the heart of Key West, with the benefit of peace and quiet. Enjoy the view from above the tree tops on two private balconies while sipping your morning coffee. Just a few short minutes walk to the Southernmost Point, beaches, shops, and restaurants; you won't be disappointed! Fully equipped kitchen, bedrooms, with in-house washer, dryer, appliances, and more.”

Amenities

Wifi | Dryer | TV | Washer | Heating | Air conditioning | Essentials | Elevator | Free parking on premises | Pool | Kitchen | Dishes and silverware

Reviews

“The condo was perfect for our family of 4. The location was excellent, the condo was clean, and the beds comfortable. There was plenty of space if you have a larger group as there was a pull-out sofa and additional mattresses in the master bedroom.” – Erin
“I falled in love with Jessica propertie where I stayed for a month. The condo is large, well equipped. The pool is nice, the common areas are well maintained.” – Jean-Francois
“Great” – Stephen

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#7 Luxury Home

4 Guests | 2 Bedrooms | 2 Bathrooms

Book Now: $392 per night, airbnb.com

This luxury home steps from Duval street is great for young couples travelling together. With two bedrooms, a beach vibe all around, and spacious common areas, good times are bound to happen.

Here's the property description from Airbnb:

“A charming two story designer cottage! The first floor has two king bedrooms with en-suite full baths. One of the bathrooms has a washer and dryer. The second floor is living space with a Great Room, a Kitchen and an outside porch.”

Amenities

Wifi | Laptop-friendly workspace | Cable TV | Iron | Dryer | TV | Washer | Heating | Air conditioning | Essentials | Hot water | Free parking on premises

Reviews

“Stylish, comfortable house with a great balcony. Perfect location at the quiet end of Duval street.” – Janette
“The perfect place” – Cory
“Fabulously quiet stay just steps from Duval Street. Charming home with all the amenities you need! You will not be disappointed!” – Kari
“The location was perfect and very close to the main attractions and restaurants. Having bathrooms in both bedrooms was very convenient. Everything was sparkling clean, stylish and comfortable.” – Ji
“Very Clean, everything you need!” – Elaine

#8 The Maloney Condo

6 Guests | 2 Bedrooms | 2 Bathrooms

Book Now: $520 per night, airbnb.com

A modern condo set just blocks away from the Key West beach. Small families visiting Florida won't want to miss this opportunity! This condo has two bedrooms, a huge kitchen, and a modern living room to hang out after a fun day at the beach!

Here's the property description from Airbnb:

“Woven throughout this 2,000+ square foot luxury penthouse is a story that can only be received by experience. From idyllic Key West mornings at the Maloney, where the soft light of sunrise meanders through the 19th century brick framed windows, offering the perfect paring for a velvety cup of cafe con leche and a slow drip of energy to start your day.”

Amenities

Wifi | Laptop-friendly workspace | Iron | Dryer | TV | Washer | Heating | Air conditioning | Essentials | Hot water | Paid parking off premises | Kitchen

Reviews

“This apartment is exactly as shown in the pictures–modern, clean, and minimalist. The many windows provide lots of natural light and great people-watching. The windows are single pane though, so light (or early) sleepers may find the guest bedroom to be a better option since it does not overlook the street.” – Mike

#9 Harry Truman Suite

5 Guests | 2 Bedrooms | 1 Bathrooms

Book Now: $373 per night, airbnb.com

This luxury suite just steps to Duval will be your beach home for as long as you want it to! Featuring a kitchen with a breakfast bar, two big bedrooms, and a pool, this house is built for a small group of friends travelling together.

Here's the property description from Airbnb:

“2 Bed 1 Bath completely updated vacation rental 1/2 block from Duval St. Part of “The Truman Suites. Unit is located on the first floor and front of the complex. Enjoy your private front porch and close proximity to bars”

Amenities

Essentials | Hot Water | Free parking on premises |Pool | Wifi | Cable TV | Iron | Dryer | TV | Washer | Heating | Air conditioning

Reviews

“This is a beautiful rental in a terrific location! You're half a block off of Duval street and in the same block as Ernest Hemingway's home!” – Kevin
“Awesome location! Great space and responses to requests. Thank you! Look forward to a second trip to Key West.” – Randall
“This was an excellent location for Key West activities. The condo was clean and well-appointed.” – Julie
“Outstanding stay. Ratings are high for a reason! Clean, lovely place in an absolutely perfect location. ” – Phill
“Great location off Duval street! 5 minute walk to the heart of downtown and the bars. Place was great.” – Edward

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#10 Incredible Townhouse In Key West

6 Guests | 2 Bedrooms | 2 Bathrooms

Book Now: $500 per night, airbnb.com

If you're looking for a peaceful place to stay in Key West that has a pool, a garden, and can accommodate up to six people, then you will totally love this house! Recommended for young group of friends looking for a place near the beach.

Here's the property description from Airbnb:

“This is an amazing property. Stunning location within the old town of Key West, over two levels, full kitchen,2 bedrooms, shared pool. It just doesn't get better than thisThe spaceThis space is just amazing! Its in one of the most beautiful locations within the old town.”

Amenities

Wifi | Laptop-friendly workspace | Iron | Dryer | TV | Washer | Air conditioning | Essentials | Hot water | Free parking on premises | Pool | Kitchen

Reviews

“This townhouse is exactly as described in the listing. 2 blocks to Duval street, within walking distance to many of the local attractions. Harry was very attentive and responded quickly to my questions.” – Jason
“Harry’s condo is great! It was clean and Harry provided plenty of extras such as kitchen utensils, coffee and extra towels.” – Josh
“The host canceled this reservation 6 days before arrival. This is an automated posting.” – Sim
“Great location, private, and classic key West. ” – Sven
“This house is indeed stunning. Without a doubt, it made our visit to key west extra special. Luxuriously roomy, yet comfortably home-y – & the pool was pure bliss!” – Stephen

#11 Pristine Home & Pool

10 Guests | 5 Bedrooms | 7 Bathrooms

Book Now: $893 per night, airbnb.com

Gather your best friends and get ready to step into luxury in this pristine home with a private pool located in the Bahama Village! Featuring 5 bedrooms, 8 beds, and a dining area, this place is just perfect for a big group of friends!

Here's the property description from Airbnb:

“This head-turning property boasts five bedrooms – unheard of in most Old Town structures, each with an en-suite bathroom, plus two half baths for convenience.”

Amenities

Wifi | Cable TV | Iron | Dryer | TV | Washer | Heating | Air conditioning | Babysitter recommendations | Free parking on premises | Pool | Refrigerator

#12 Dreamy Private Home & Jacuzzi

4 Guests | 2 Bedrooms | 2 Bathrooms

Book Now: $254 per night, airbnb.com

Featuring a hot tub, an open-space concept, and beachy decorations, you'll fall in love with this place. This dreamy home in Key West historic district is the perfect gateway location for couples wanting to have a little peace and fun during their vacations.

Here's the property description from Airbnb:

“This conch cottage has an open living plan, a lovely backyard garden area with a Jacuzzi spa ideal for relaxing in your oasis just blocks from the famous sites of Old Town Key West and Duval Street. Come be SWEPT AWAY by your monthly stay in this dreamy Old Town home.”

Amenities

Wifi | Cable TV | Iron | Dryer | TV | Washer | Heating | Air conditioning | Babysitter recommendations | Hot tub | Free street parking | Microwave

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