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
4.78 out of 5 average rating, 150 reviews

Washer & Dryer, Near Downtown - Mesa House, Dos

JonathonRating, 5 stars3 weeks ago
Was a great spot , close to downtown but far enough to be away quite. I would highly recommend this spot . No need for an uber everything was walkable. Will absolutely use this spot next time .
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, 9 reviews

Duval Corner - Pet friendly with Balcony

ValerieRating, 5 stars4 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.
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.
Flat in Key West
4.86 out of 5 average rating, 29 reviews

Apartment at Safe Harbor Marina

DrewRating, 5 stars6 days ago
This is our second time staying at this location and it honestly couldn’t be any better. The people around the marina are very friendly and inviting and the host is very responsive. We look to return soon.
Superhost
Flat in Stock Island
4.79 out of 5 average rating, 33 reviews

"Hemingway" 1 bedroom at Leo's

OliverRating, 5 stars2 months ago
Great stay! I liked how the canal was right in front of the place, with beach chairs to relax and watch the lightning bugs in the mangroves.

Private apartment rentals

Superhost
Flat in Islamorada
5 out of 5 average rating, 3 reviews

Ocean View Duplex Penthouse | Pool | Vista Two

AnneRating, 5 stars3 months ago
Beautiful, very clean property with a fantastic location. Excellent proximity to snorkeling, restaurants and other local attractions. Short stroll to excellent walking path that takes you along route 1 with amazing morning views of the beautiful water. Great views all around, in fact. Plenty of soft, plush towels and similarly luxurious bed linens. We had a wonderful family vacation staying at this property.
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 stars6 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!
Guest favourite
Flat in Marathon
4.92 out of 5 average rating, 90 reviews

Fully furnished Efficiency 50 yards from ocean, 10

Hannah KRating, 5 stars2 months ago
This bungalow is comfortable and well-stocked for a short or longer stay, and we had a lovely time. Everything is well organized inside, and there are clear directions and thorough recommendations for the area. The bed is soft, the posters on the walls are funky, and the kitchen has a small but useful selection of tools for cooking. It is about 15 minutes’ drive along the main Keys highway to the central part of Marathon with grocery stores, a nice sandy town beach, and plenty of places to eat. This bungalow is attached to another unit with a yard space and grill that is individual to the unit, but you’ll see and hear your neighbors. The small community it is in has lots of units very close together but this one and its neighbors are tucked back among greenery so there is some privacy from the general community. There is a fishing pier, swimming pool, laundry room, and boat docking area that are all available. This was a cozy and comfortable spot for our first trip to the Keys.
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
4.91 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
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.
Guest favourite
Flat in Tavernier
4.96 out of 5 average rating, 27 reviews

Best View-Guaranteed "The Keys Life Condo" 2B/2B

IleanaRating, 5 stars1 day ago
This was a wonderful stay. Lovely home, just as described, incredibly clean with many amenities and beautiful view. Great location, very peaceful and close to Islamorada restaurants, activities and fresh fish markets. Super cozy to stay in and cook fresh meals or dine out. Host was very responsive and friendly. We were so happy with our choice to stay here, it was the perfect mini getaway for my husband and me. Perfect spot to unplug. 💖

Apartment rentals with a hot tub

Guest favourite
Flat in Key West
4.89 out of 5 average rating, 56 reviews

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

JanRating, 5 stars2 days ago
The unit was as described. Clean, fresh, bright and comfortable. I was happy to see the master had a king sized bed! Décor: lovely beached themed atmosphere. Kitchen was well equipped and had everything you would need. We really enjoyed our stay and would stay there again.
Guest favourite
Flat in Tavernier
4.95 out of 5 average rating, 95 reviews

Turtles Nest 2 Ocean Point condo

AndreaRating, 5 stars2 weeks ago
Had a fantastic stay! The home is very nicely decorated, the beds were super comfortable, everything was nice and clean. Of you intend to hop around to the different parts of the keys this is a good location in between everything. Very peaceful, safe, and easy to find and access.
Top guest favourite
Flat in Tavernier
5 out of 5 average rating, 44 reviews

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA

LoriRating, 5 stars1 week ago
Gorgeous spot! We stayed 3 nights and felt right at home in Laurie’s beautifully decorated apartment. It was very comfortable & we loved the pool and pool bar & the beach was stunning! I highly recommend this spot while visiting the area.
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!
Guest favourite
Flat in Tavernier
5 out of 5 average rating, 49 reviews

When Paradise is Key: Tropical Oceanfront Condo

JoelRating, 5 stars3 days ago
We had a wonderful time staying at Michael’s place. It was exactly as described, clean, modern, and very comfortable. The attention to detail in the decor made it feel like a true home away from home. The location was perfect, close to everything we needed, yet quiet enough for a relaxing stay. Michael was a fantastic host: communicative, helpful, and respectful of our privacy. We especially appreciated the well-stocked kitchen, fast Wi-Fi, and cozy balcony area for morning coffee. We would absolutely stay here again and highly recommend it to anyone looking for a hassle-free and enjoyable stay. Thanks again, Michael!
Top guest favourite
Flat in Key West
5 out of 5 average rating, 13 reviews

Heron Hideaway

SarahRating, 5 stars4 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
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

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