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Apartment holiday rentals in Key West

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Popular amenities for Key West apartment rentals

Weekly apartment rentals

Flat in Key West
4.8 out of 5 average rating, 15 reviews

Shipyard 208-6 condo in Truman Annex-2 bed 2 bath

TomRating, 5 stars5 months ago
This place is great in Key West. It's close to bars and restaurants but removed enough to be quiet at night. Just get bikes and the island is yours! Lovely place with space for all you need.
Flat in Key West
4.8 out of 5 average rating, 5 reviews

Coconut Mallory 2 BD Condo-218

CatharineRating, 5 stars5 months ago
A wonderful place for our family to enjoy Key West! The unit was exactly as described and very easy to access. Host was communicative leading up to and throughout our stay. Excellent value, and I would highly recommend!
Flat in Islamorada
4.78 out of 5 average rating, 46 reviews

Poolside 2 queen Apartment

ElizabethRating, 5 stars2 weeks ago
We had a great time at Breezy Palms with just me and my daughter! The poolside apartment was so squeaky clean, tidy, and just lovely. The bed was very comfortable. We had everything we needed. We will definitely be back with the entire family.
Guest favourite
Flat in Key West
5 out of 5 average rating, 8 reviews

Duval Corner - Pet friendly with Balcony

ValerieRating, 5 stars3 days ago
We had a great time in Key West and love that we had the option to bring our pups while we stayed here! Was so happy to discover the sofa is a pull out sleeper. The host was able to accommodate a last minute change of plans, which we are so grateful for. There was always an open free parking spot on the street. The location was a short walk to everything you’d want to see! Thank you for a great stay and going above and beyond to accommodate us!
Flat in Key West
4.63 out of 5 average rating, 60 reviews

Charming 1BR two-story apartment with 2 balconies

ReneeRating, 5 stars2 weeks ago
Super cute and very clean apartment with everything you need for your stay. Walking/biking distance from everything. We got into town early and left late. It was very inconvenient they weren’t very flexible with check-in and checkout time.
Guest favourite
Flat in Marathon
4.93 out of 5 average rating, 15 reviews

Relax with the whole family at this peaceful place

BriannaRating, 5 stars1 month ago
such a quiet place to have our honeymoon. so cute and the people are so nice. nice area to get away and to explore on your free time. overall just an amazing experience. would do it again and again ❣️
Flat in Tavernier
5 out of 5 average rating, 3 reviews

Seaside Serenity

CharleneRating, 5 stars3 months ago
Beautifully decorated, perfect size for a couple. Great location for days trips to the different keys. Lovely lady next door. Coin operated washer/dryer just steps from the condo. The condo does require additional paperwork and a deposit may be required during the booking process. Recommend the kayak eco tour in Tavernier and Theater of the Seas.
Flat in Key West
4.51 out of 5 average rating, 55 reviews

Double Signature

YaneisyRating, 5 stars2 months ago
I had am amazing stay!

Private apartment rentals

Superhost
Flat in Key West
4.88 out of 5 average rating, 1,504 reviews

At Mine | Lovely Suite steps from Duval Street

JesseRating, 5 stars5 days ago
We had a fantastic stay at Tranquility Guest House — we were able to check in early and everything was already clean and prepared for us. The host was very responsive and helpful with messaging which was reassuring. The pool is also clean, quiet, and private. Overall this is a great value for the money and the location is perfect!
Superhost
Flat in Key West
4.9 out of 5 average rating, 276 reviews

#203 Key West Suites

AnneRating, 5 stars3 weeks ago
Great place to stay for nightlife and shopping and very central location. Big room with lots of space and seating. Enjoyed that the bike and scooter rental were right down the street and Cuban coffee queen right down the stairs for a great coffee every am! Pleased with this unit and would definitely stay here again- do bring your own shampoo and conditioner and coffee just fyi. There was a small shampoo but no conditioner! Overall incredible place to stay! And the Host was so responsive and answered questions really fast!
Guest favourite
Flat in Key West
4.84 out of 5 average rating, 801 reviews

Duval Balcony - Street Suite

StaceyRating, 5 stars2 weeks ago
Our stay at Street Suite was enjoyable from the time we checked in to the time we left. We enjoyed people watching from the balcony overlooking Duval Street. The room was perfect for us -its seating is a tad different from the photo, with just one love seat and a bistro table and chairs. It still worked and did not make a difference to us since we spent such little time in the room. There is a golf cart, bicycle, and scooter place right across the street. A key lime and ice cream shop below for those late-night munchies. It's a perfect location for an airbnb. We are already planning our next visit!
Guest favourite
Flat in Key West
4.9 out of 5 average rating, 126 reviews

Duval Street Suites with full kitchen heated pool,

IsaiahRating, 5 stars2 weeks ago
I should of stayed here all week! Worth every penny :)
Guest favourite
Flat in Key West
4.91 out of 5 average rating, 799 reviews

Duval Balcony Spanky's Retreat

StephenRating, 5 stars2 weeks ago
Great location, comfortable, easy to reserve and access
Top guest favourite
Flat in Key West
4.95 out of 5 average rating, 319 reviews

Honeymoon Hideaway, King bed, Private Deck & Spa!

EmilyRating, 5 stars2 weeks ago
This was our first time traveling to Key West and we weren’t sure what to expect. I can’t say enough great things about Center Cottage Inn. They went above and beyond our expectations and it was the perfect place to experience a lot of the wonderful things the island has to offer. The cottage we stayed in was fully equipped for all of our needs and was tiny in the best way. It had a lot of great storage, ample towels (both for bathing and the pool), fully stocked kitchen (we opted to make our own breakfast each day), and lots of thoughtful details like a portable speaker, bug spray, charging ports and more. Naomi was super responsive and helpful. We were able to leave our bags on the premises as our departure flight wasn’t until late afternoon. This was a game changer as we were able to enjoy our last day without carrying luggage around. If you want to feel like locals this is the place for you.
Superhost
Flat in Key West
4.83 out of 5 average rating, 236 reviews

#204 Key West Suites

ChristopherRating, 5 stars1 month ago
Great spot, Everett was easy to get ahold of and we were able to check in early by messaging them.
Superhost
Flat in Key West
4.86 out of 5 average rating, 276 reviews

#201 Key West Suites

BrookeRating, 5 stars1 month ago
This was our second stay here and it was great! They didnt have someone checking out the morning of our check in so they let us check in early whenever we arrived. It’s easy to get into the unit and the location is very walkable to bars, restaurants and shopping. I would highly recommend staying here if you are looking for a great location!

Apartment rentals with a hot tub

Guest favourite
Flat in Key West
4.89 out of 5 average rating, 55 reviews

Castaway Cove: Pet-friendly 2/2 condo near beach!

ScottRating, 5 stars3 weeks ago
Nice cozy spot while visiting Key West.
Top guest favourite
Flat in Key West
5 out of 5 average rating, 43 reviews

Newly Renovated 2/2 Bath Condo, with shared pool

BrennanRating, 5 stars1 month ago
We loved our stay with Teri and Scott! Nice location convenient to the airport. Beautifully renovated. Was just what I needed for a group of 4-6. Thanks again yall!
Superhost
Flat in Key West
4.25 out of 5 average rating, 4 reviews

Downtown Sunset Harbor Studio!

TylerRating, 5 stars1 month ago
Perfect location (see sunsets from property, right next to docks where many ocean excursions can be booked) and great amenities (great pool with palm trees and hot tub with ocean views). There is also an on-site concierge to help you book anything from scooter rentals to activities/excursions. Samantha was incredibly accommodating. 10/10 would book again.
Guest favourite
Flat in Key West
5 out of 5 average rating, 13 reviews

Heron Hideaway

SarahRating, 5 stars3 days ago
Place was great, used pool and hot tub every day of our stay was private bc no one else did, house had plenty of kitchenwear, walkable to duval st and Mallory square didn’t have to drive anywhere, upstairs neighbors were a little noisy but that’s no fault of the owner, had a great stay would return
Superhost
Flat in Key West
5 out of 5 average rating, 4 reviews

Hyatt Windward Pointe! Great Location!

MelissaRating, 5 stars2 months ago
Beautiful place with a well stocked unit…close enough to all the places we wanted to visit, yet far enough away for a quiet, relaxing day. We loved the area and our stay here. Thank you, Chris.
Guest favourite
Flat in Tavernier
4.89 out of 5 average rating, 9 reviews

Marina & Ocean Front Suite 5202

CatherineRating, 5 stars2 months ago
Great communication, easy to get into. Clean apartment and comfortable beds. Loved the Hugh swimming pool and beach area. Lots to do in the area. “Theater of the sea,” was excellent. Many great restaurants in the area. Would definitely recommend this place and stay again.
Guest favourite
Flat in Key West
4.83 out of 5 average rating, 6 reviews

The Samana Cay | Tropical, Airy Retreat w/ Private

LeslieRating, 5 stars2 weeks ago
Had a great stay, very clean and nice community
Guest favourite
Flat in Key West
5 out of 5 average rating, 5 reviews

Henry's Penthouse On The Ocean

WilliamRating, 5 stars1 month ago
The Condo was spacious, beautiful, well furnished, very clean and the location was perfect. Henry was great to work with. We rented a golf cart and traveled almost everywhere in Key West by golf cart.

Quick stats about flat rentals in Key West

  • Total rentals

    330 properties

  • Nightly prices starting at

    ₹5,206 before taxes and fees

  • Total number of reviews

    18K reviews

  • Family-friendly rentals

    140 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    190 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Key West
  6. Flat rentals