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Apartment holiday rentals in Key West

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Popular amenities for Key West apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Key West
4.89 out of 5 average rating, 53 reviews

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

MadelineRating, 5 stars3 days ago
Great deal and lots of space for our group of 3 to have plenty of room to hang out! Mike was very helpful and accommodating, would recommend
Superhost
Apartment in Key Colony Beach
4.85 out of 5 average rating, 110 reviews

Beachside Unit 22 - Private Beach on Atlantic

JamesRating, 5 stars6 days ago
Place was nice and peaceful. We enjoyed the down time. Enjoyed laying on the beach and soaking up the sun. Only thing I can say negative is the tide was high and had lots of seaweed so u couldn’t get in the water but that’s out of ur control. Definitely somewhere we will return too in the future.
Top Guest favourite
Apartment in Key Largo
4.99 out of 5 average rating, 146 reviews

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths

EmmaRating, 5 stars1 week ago
Beautiful home in a beautiful location. Norma is a fantastic host, so helpful and friendly with lots of recommendations some of which we tried and loved. We would definitely stay again and recommend.
Apartment in Key West
4.59 out of 5 average rating, 22 reviews

Shipyard 297-2 bed 2 bath condo in Truman Annex

KarenRating, 5 stars2 months ago
This is definitely not a “home” but a rental property, having said that the location was PERFECT. It was in the middle of everything. We were able to walk the entire Southern Most Pointe area as we were so close w easy access to Mallory Square, Duvall Street and many of the nearby restaurants and shops. If you’re not looking for the homey extras this is the place to stay. We kept so busy we didn’t have a chance to check out the pool. Parking for our 2nd vehicle was a 15 minute walk by the rum distillery where we were able to leave it overnight 2 nights in a row for $40 a night. The convenience of having a full kitchen plus washer and dryer were nice as well. We would definitely recommend staying here again.
Guest favourite
Apartment in Key West
4.91 out of 5 average rating, 117 reviews

Duval Street Suites with full kitchen heated pool,

TonyaRating, 5 stars1 week ago
Right on Duval street. Walkable to restaurants, shops, southern point, and the harbor, etc. Loved the parking in the back but also having front street access!!! Magen was very responsive and let me know information before needed. Even though it is a studio it was roomy and not overly crowded with four of us.
Apartment in Key West
4.67 out of 5 average rating, 54 reviews

Charming 1BR two-story apartment with 2 balconies

HeatherRating, 5 stars1 week ago
What a fantastic space! It was perfectly located—walkable to everything—yet felt completely private. We especially loved the double balconies; it felt like a cozy treehouse. In a town full of roosters and golf carts, this spot was impressively quiet. The blackout curtains were a great touch, too. Highly recommend, and we’ll definitely be back!
Guest favourite
Apartment in Key West
4.92 out of 5 average rating, 12 reviews

Key West Casa by AvantStay | Week-Long Stays

KristineRating, 5 stars1 month ago
We had the best vacation! Everything about the house was amazing! We felt right at home and had great family time together! Loved the back area! I would say the only slight downfall was the pool /area was smaller than appeared in ad, but all in all was excellent !
Superhost
Apartment in Key West
4.85 out of 5 average rating, 1,322 reviews

At Mine | Key West Suite steps from Duval Street

NickRating, 5 stars4 days ago
Was a great stay. Very close to all we wanted to do. Would come to stay again in the future.

Private apartment rentals

Guest favourite
Apartment in Marathon
5 out of 5 average rating, 14 reviews

"O" Fish Ally Paradise @Ocean Isle Fishing Village

GelindeRating, 5 stars2 months ago
Beautiful development, loved the fishing dock and the pool. It was close to grocery stores and restaurants.
Apartment in Islamorada
4.78 out of 5 average rating, 40 reviews

Poolside 2 queen Apartment

JerryRating, 5 stars3 weeks ago
Lovely place on the water, our place had 2 double beds in a bedroom and a large kitchen/den with a microwave and refrigerator. Thumbs up!
Apartment in Key Largo
5 out of 5 average rating, 4 reviews

Key Largo Condo at Moon Bay

LizRating, 5 stars14 months ago
Very nice condo and pool and small but perfect beach.
Apartment in Key Largo
4.67 out of 5 average rating, 244 reviews

Motel Room #1, Private Entrance, Beach and Marina

AzusenaRating, 5 stars6 months ago
Kings Kamp has honestly given us an amazing stay! Ruth made us feel at home, always there to hook us up when needed !!! Everyone around was really polite and well mannered. Just what we needed for an amazing fishing trip. Overall 10/10, we recommend checking out the campfire pit personally my favorite spot !
Superhost
Apartment in Key West
4.83 out of 5 average rating, 6 reviews

Sailfish Suite on Duval

TabiRating, 5 stars1 month ago
We had a great stay! This Airbnb was perfectly located—just steps away from Duval Street, great restaurants, and all the main attractions, but still tucked away enough to feel peaceful and private. The space was clean, comfortable, and had everything we needed for a relaxing stay. The host was responsive and helpful. We couldn’t have asked for a better home base while exploring Key West.
Guest favourite
Apartment in Marathon
4.93 out of 5 average rating, 14 reviews

Relax with the whole family at this peaceful place

BriannaRating, 5 stars1 week 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 ❣️
Guest favourite
Apartment in Tavernier
5 out of 5 average rating, 6 reviews

Panoramic Ocean Views, Ocean Pointe Condo

JeffRating, 5 stars1 month ago
the host was one of the most thuough people we have had the pleasure to deal with. I would stay here again for sure
Superhost
Apartment in Key Largo
4.77 out of 5 average rating, 22 reviews

Azul del Mar Tropical Garden Suite (Palma)

StevenRating, 5 stars28 months ago
Lovely private property with water access. Very convenient and well-managed. I especially appreciated the free access to bikes, kayaks, and paddle boards. Very friendly staff.

Apartment rentals with a hot tub

Top Guest favourite
Apartment in Tavernier
5 out of 5 average rating, 37 reviews

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

JessicaRating, 5 stars2 weeks ago
This holiday apartment is amazing. Beautifully decorated; the hosts have thought of everything to ensure you have a perfect holiday. It has everything you could need, and more. The balconies are a great place to relax and watch the wildlife. The resort is right by the sea, great pool and tennis facilities. Lots to do in the local area. Wish we could have stayed longer! The hosts directions and instructions were great, and they were really responsive. Thank you!
Guest favourite
Apartment in Tavernier
4.94 out of 5 average rating, 90 reviews

Turtles Nest 2 Ocean Point condo

CynthiaRating, 5 stars1 week ago
Our stay was wonderful! Much better than renting hotel rooms for 1 night!
Top Guest favourite
Apartment in Key West
5 out of 5 average rating, 41 reviews

Newly Renovated 2/2 Bath Condo, with shared pool

CherylRating, 5 stars1 month ago
The condo is super clean and nicely appointed with everything we needed. We didn't cook much, but has what is needed if we would have wanted to. The beds were comfortable. It is next to the airport, however, there were no late night flights to disturb us. The last commercial airplane was at 9 p.m. We enjoyed watching them take off and land in the morning while drinking coffee on the balcony. We would definitely come back and stay!
Guest favourite
Apartment in Tavernier
5 out of 5 average rating, 46 reviews

When Paradise is Key: Tropical Oceanfront Condo

LaurieRating, 5 stars1 week ago
lots to do. beautiful pool
Superhost
Apartment in Tavernier
4.67 out of 5 average rating, 3 reviews

Seaside Serenity Brand New Remodeled 2 Bed 2 Bath

TracyRating, 5 stars4 months ago
We had a great stay at this two-bedroom unit! While it’s on the smaller side, it’s been beautifully remodeled with modern, clean, and tasteful decor. The kitchen is fully equipped with all the brand new pots and pans . The living room gets fantastic natural light, and the view from the balcony is great—perfect for enjoying sunsets. We also loved spending time at the pool and hot tub. The location is excellent, with a short walk to the waterfront, which was so peaceful and relaxing. The walls are on the thinner side, so we could hear kids running in the common areas at times, but it wasn’t a major issue. The host truly went above and beyond by shipping back items I accidentally left behind, which we greatly appreciated. Overall, a wonderful experience, and we’d happily stay again!
Superhost
Apartment in Key West
4.75 out of 5 average rating, 4 reviews

The Samana Cay | Tropical, Airy Retreat w/ Private

SarahRating, 5 stars1 month ago
We had an amazing stay and will be back. Super clean, great pool and right next to the ocean walk. There's a little grocery right on the property and it's very easy to get everywhere you need to be from this spot. Great place to stay.
Superhost
Apartment in Key West
5 out of 5 average rating, 4 reviews

Henry's Penthouse On The Ocean

LindaRating, 5 stars4 months ago
We arrived early on the day of check-in, and because previous guests has left early, we were able to check in first thing in the morning! Henry happened to be in Key West, working around his property, so he very kindly gave us a full tour of the apartment, the parking area, the grounds, pool, and beach. The apartment is whimsically decorated with pastel colors to fit the Key West vibe, and has lots of cute details. Amazingly, all the small appliances, dishes, glasses, and tableware are in the pink/rose colored family. Literally every appliance is pink (Cuisenart, coffee maker, toaster, Keurig, blender, tableware, and more). It gave the place a unified cozy feel. The living room is spacious, with lots of couch room for a family to watch TV together. The kitchen is eat-in, and the bathrooms and bedrooms are super nice. We felt very at-home in Henry's place, and appreciate the details he provides about checking in, keys, garage parking, etc. We had a great time.
Guest favourite
Apartment in Key West
5 out of 5 average rating, 8 reviews

Downtown KeyWest 2Bed Oceanfront

MelissaRating, 5 stars6 months ago
Samantha was an amazing host and her place was also amazing. The immediate communication from Samantha was so nice and with recomendations on things to do as well. I'm ready to start planning my next trip there.

Quick stats about apartment rentals in Key West

  • Total rentals

    330 properties

  • Nightly prices starting at

    $94 AUD 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

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  3. Florida
  4. Monroe County
  5. Key West
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