Beach condo holiday rentals in Key West

Find and book unique beach condos on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Key West beach condo rentals

Beachfront condo rentals

Superhost
Condo in Duck Key
4.88 out of 5 average rating, 107 reviews

Villa 5027 on Duck Key BOAT SLIP available

AlexisRating, 5 stars1 month ago
The place was perfect. The patio views were amazing to just sit and watch the sunset. The marina across the street was very convenient to launch our boat from. Very peaceful location. Angler and ale restaurant across the street was delicious
Guest favourite
Condo in Tavernier
4.91 out of 5 average rating, 22 reviews

Condo Resort: Pool, Beach, Marina, Pickleball

ThomasRating, 5 stars4 days ago
We had a great time. Condo was amazing. Everything we expected and more. Will definitly be back.
Superhost
Condo in Key West
5 out of 5 average rating, 6 reviews

Galleon Resort - Walk to Duval & Mallory Square!

PatriciaRating, 5 stars5 months ago
Incredible view! Place was clean and what we expected. Gorgeous unit right on the water. Watching the boats go by was so relaxing. Tiki bar right below us was convenient if we wanted a drink while relaxing. Had a small problem with the dryer and they came to fix it within the hour, so I was more than satisfied with upkeep. Walk to restaurants and hot spots was easy. Great Irish pub a block away (Celtic Conch). Unit is convenient for any type of boating excursion you would like to book as the boardwalk/marina is right there. Chris, our host, was very responsive to any questions we had and very helpful in booking arrangements. We did not have recommendation questions for him, as we’ve been to key west a number of times and have friends who live there, but I’m sure based on the dealings we had with him, he’d be happy to help. One note, this is a timeshare community. I was worried we’d be hounded. We were not.
Superhost
Condo in Marathon
5 out of 5 average rating, 11 reviews

P80 - Coral Lagoon 3bd/2.5ba townhome with large c

MatthewRating, 5 stars1 month ago
Great property in Marathon. Well maintained and perfect size for our family.
Guest favourite
Condo in Key West
4.78 out of 5 average rating, 299 reviews

Affordable Beachfront Luxury Condo Sleeps 6

SharonRating, 5 stars1 month ago
Traci’s condo was great in every way! Everything was very clean and the view was amazing. We could enjoy watching the turquoise water and swaying palm trees from almost every room – both bedrooms, living room, kitchen, dining area, or relaxing on the large balcony. Some of the furniture is different in the photos, but my group agrees it is even better now than what you see. Having our own parking space in the garage was much appreciated, too. Traci responded quickly; clear check-in instructions. We would definitely stay here again.
Top Guest favourite
Condo in Key Colony Beach
4.98 out of 5 average rating, 41 reviews

Paradise found! Sea-Esta Condo beach and pool.

RichardRating, 5 stars1 month ago
Gorgeous well kept condo. Grounds were amazing. Views and pool were great. Would definitely recommend and stay again. Everything and everywhere was totally clean.
Superhost
Condo in Islamorada
4.78 out of 5 average rating, 94 reviews

Studio with Balcony, Kitchen, Open Living Space

BenjaminRating, 5 stars1 week ago
My husband and I chose this place for part of our honeymoon, and we were so happy we did! We absolutely loved it, even more than the resort we paid double the price for in Key West. Our room was clean and very comfortable. The pool area was equally clean, never too crowded, and offered a really peaceful atmosphere. Having a full kitchen was a huge benefit for us, it allowed us to save money on meals and enjoy some home-cooked food. We were also incredibly lucky to have a beautiful view of the water from our room. We loved waking up each morning, making breakfast in our kitchen, and eating it on our little patio while enjoying the view. There’s lots of cool stuff to do in Islamorada, and the location of this place made it easy to explore everything. We had such a wonderful experience and would love to return someday!
Superhost
Condo in Key West
4.84 out of 5 average rating, 38 reviews

Henry's Piece of Paradise On The Ocean In Key West

DonaldRating, 5 stars2 months ago
Our stay was great. We had detailed instructions, the unit itself was decorated nicely, and the amenities within the building were great (pool and spa). Also the private beach area and walkability to food, snacks, restaurants was great!

Pet-friendly beach condo rentals

Guest favourite
Condo in Key West
4.94 out of 5 average rating, 18 reviews

Chagall’s Corner | Newly Remodeled!

AshleyRating, 5 stars2 weeks ago
Woooow, this place was nothing short of amazing!! The exact amount of space we needed because we knew we would be out and about most of the day!! Bed was very comfortable and ushered us right to sleep after our flight! Walking distance from literally everything we had on our list to do! We mingled with the locals, listened to live music during dinner, enjoyed the beach at sunset, and learned a little bit about the Bahamian history! This place is literally 2or 3 blocks from the southern most point and the best Cuban coffee at a local restaurant/food truck! 10/10 would definitely recommend!! Already planning our next visit!!
Condo in Islamorada

180 Degrees of Ocean Views, Lagoon and Florida Bay

NatashaRating, 5 stars5 months ago
The house was exactly what we needed for our family vacation. We all felt super at home. The kids made their space on the patio and loved the outdoor TV. We fished from the pier and beach, took day trips, and enjoyed dinner nightly on the patio. overall, exceed expectations.
Condo in Key West
4.64 out of 5 average rating, 69 reviews

Newly Updated! The Grand Cayman Suite

HarleyRating, 5 stars1 week ago
we had a great stay! quiet area w all the amenities necessary! the room was spotless and the kitchen was complete with all things needed to cook! the added bonus of this property being pet friendly was amazing since we brought our fur babies along.
Guest favourite
Condo in Marathon
5 out of 5 average rating, 6 reviews

Seashells Getaway - Boat Slip, Ramp, Pool

TaraRating, 5 stars7 months ago
Hello. We Booked this place so I could be in the sun on a lounge chair and husband could fish. It was exactly what we wanted. We were able to hang out together and both get what we wanted. He caught fish like crazy! Place is beautiful and exactly how described. Getting an Uber/lyft was easy. Sombrero Beach was beautiful. Ana was excellent to communicate with. Condo bed was very comfy and the bedroom dark. The use of a cooler and beach chairs was appreciated. Would not hesitate to book again.
Condo in Key West
4.58 out of 5 average rating, 142 reviews

Amazing 2BR | Pool | Hot Tub | Dog Friendly | W/D

ThomasRating, 5 stars4 weeks ago
We had a great time in Key West. The condo slept 5 of us comfortably. It was clean and neat and had whatever we needed. Really enjoyed the pool!
Superhost
Condo in Key West
4.81 out of 5 average rating, 31 reviews

La Maisonnette~ Gated Condominium 1 Block to Duval

KathleenRating, 5 stars3 months ago
This is a BEAUTIFUL condo in a GREAT area with a LOVELY COURTYARD for rest and relaxation. A nice little pool also. Very quiet and easy to get around. It was great to WALK or BIKE RIDE in the area. Would definitely stay there again.
Guest favourite
Condo in Key West
4.74 out of 5 average rating, 97 reviews

Orchid Suite @ the Old Town Villas, steps from

JessicaRating, 5 stars1 month ago
The orchid suite was just what we were looking for. We knew we weren’t going to be there much but was quiet and cozy when we were there. Plenty of towels and the fact they had beach towel was a great addition so we didn’t have to pack those. The location was perfect being one block away from Duval st. There is a CVS right across the street and we were able to grab a few grocery items there. Would definitely stay here again!
Condo in Key West
4.25 out of 5 average rating, 8 reviews

Sunrise Condo at Seaside - KEY WEST!

BrendaRating, 5 stars1 month ago
Great place, clean, nice location, and complimentary snacks and water on the fridge, which was a pleasant surprise. The location is well-maintained and strategically situated, providing an overall positive experience.

Luxury beach condo rentals

Guest favourite
Condo in Key West
4.96 out of 5 average rating, 76 reviews

Key West Paradise Poolside

AmyRating, 5 stars7 months ago
I stayed at the Truman Annex last year for the boat races and loved the location. I decided to rent from Wally this year due to his condo was more open and also had a 2nd bath! He was very responsive when I texted him, the house was very clean and everything was perfect, I highly recommend!
Condo in Key West
4.68 out of 5 average rating, 57 reviews

ENJOY THE BEST DEAL IN THE KEYS!!

AndrewRating, 5 stars3 months ago
Great location in Key West, 2 blocks from Green Parrot, Blue Heaven, and Santiago's Bodega, 3 blocks from Duval, Hemmingway House, Lighthouse etc. Condo is beautiful. Loved sitting outside on balcony. Beds were comfy. Kids loved having their own twin beds.
Guest favourite
Condo in Marathon
5 out of 5 average rating, 7 reviews

Marathon 2BR Villa on Lovely Waterfront Resort

RyanRating, 5 stars5 months ago
Great place to stay in the Keys!!
Guest favourite
Condo in Key West
4.79 out of 5 average rating, 24 reviews

Oceanfront Key West Condo

AlexandraRating, 5 stars4 months ago
This beautiful condo was so much more wonderful than the pictures portrayed! It is the most amazing location and setting with a stunning courtyard garden, ocean views and its own little beach. I felt like I stepped into Paradise! The complex was quiet, respectful and beautifully maintained. The location on the island could not be beat with a short walk to Smathers Beach and Higgs Beach. This was our first time in Key West and it was pure magic! Thank you!
Condo in Key West
5 out of 5 average rating, 10 reviews

2 BR Condo Banyan Tree, Key West,FL

MaureenRating, 5 stars30 months ago
Place was nice and clean. We had a great time.
Guest favourite
Condo in Key West
4.98 out of 5 average rating, 40 reviews

Cocktails & Dreams: 2nd Fl Unit, Walk To Duval St

ElizabethRating, 5 stars2 months ago
Tina was a great host and responded quickly. The condo is beautiful and a close walk to a lot of restaurants and shops.
Condo in Key West
5 out of 5 average rating, 3 reviews

Seaport Serenity-Beach-Pool-King-BBQ-ExtraEntrance

JustinRating, 5 stars41 months ago
I try to always leave a review because I like a lot of people use them pretty much exclusively to make our choice. First off Thomas is first class and is awesome. He communicates well and this place was the perfect location. The place is nice the master suite is great…. The stairs down to the water are great. People are nice location is wonderful… right next to Mallory square and one block from Duval. On the wharf… We travel quite a bit honestly the location is worth the money. Check in was not great BUT that is more due to the times and not the galleon or host fault. ( no one wants to work ) Truly the only thing that is not accurate BUT I am not a geography major is … you cannot see the sunset period from the balcony. You have to get out and around the building. This place is worth all the money and we Travel quite a bit use the VRBO, air etc… and Thomas is the best host we have had honestly. You cannot miss with this place
Condo in Key West
5 out of 5 average rating, 5 reviews

Casa de Bentley

MarjorieRating, 5 stars2 months ago
Wonderful stay. Gorgeous views. I appreciate the thoughtfulness of condo host. We got to hear, feel & see the roar of four Fighter Jets from the nearby US base one morning during our stay. It was quite the treat to see them action. It is a great location to be nearby Key West area - minutes away by car. Would definitely come back to stay there again.

Destinations to explore

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