House vacation rentals in Key West

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Key West house rentals

Weekly house rentals

Superhost
Home in Cudjoe Key
4.84 out of 5 average rating, 50 reviews

Keys getaway

ElizabethRating, 5 stars1 month ago
House was perfect for my family of 3- including my 15 month old. There was some trouble with the AC thermostat at first but Jana was very responsive and immediately took care of it. We walked to Morning Joint and My New Joint/Square Grouper. My son loved the pool. All neighbors were super friendly, as well as security guards. The grill was perfect for dinner at home one night and the kitchen was fully stocked!
Superhost
Home in Key Colony Beach
4.74 out of 5 average rating, 23 reviews

Private Beach, Deep Water Dockage, Cabana Club

GregRating, 5 stars9 months ago
Roberto is by far the most thorough and conscientious host. We were so pleased with our accommodations and immediately felt at home. The use of The Cabana Club was a real bonus on the hottest days. Will most certainly return to Marathon!
Guest favorite
Home in Marathon
5 out of 5 average rating, 40 reviews

Yellowtail Getaway with Boat Dock and Pool 2

HopeRating, 5 stars1 month ago
We absolutely loved the place , it was spacious , clean and had all the extras you would need. So convenient with the boat dick and loved having the pool. Would definitely return.
Guest favorite
Home in Marathon
4.91 out of 5 average rating, 69 reviews

Blue Ocean Bungalow Spring discounts-NOW available

HixRating, 5 stars1 month ago
The house was really nice, clean and a real home away from home. It accommodated my family of 5 with 3 bedrooms and 3 baths. It was located on a canal where we were able to enjoy the manatees and pelicans. It was centrally located and only a short distance from the beaches, snorkeling, wind surfing and excellent restaurants. We will definitely stay again if we visit the keys
Guest favorite
Home in Key Colony Beach
4.91 out of 5 average rating, 135 reviews

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK

NicoleRating, 5 stars1 week ago
We didn't know anything about Key Colony so based our reservation strictly on reviews and price. Well worth every penny that was spent. What a wonderful tropical getaway! Can't wait to visit the Keys again with my 4 children and husband. If you're looking for a great place to spread out and enjoy family this should be your rental.
Superhost
Home in Islamorada
4.86 out of 5 average rating, 7 reviews

Venetian Tropics private heated pool at 82 degrees

JessicaRating, 5 stars7 months ago
I’d like to start this review with JoAn is amazing and super responsive. If you need anything, she will ensure that you will get it. This house is the epitome of what you would expect for a Florida keys home. If you’re looking for a house with a lot of character, in a phenomenal location for Atlantic access and fuel, this is the place. We throughly enjoyed our time staying here and will be back next year. The pool was nice to get into after diving every day, there was a fresh water hose on the dock, a freshwater outside shower and even a fish cleaning station. There is a deep freezer for ice and a tiki bar outside with a sink. Couldn’t be any happier with the house or the host. Thanks again JoAn for letting us use your house.
Superhost
Home in Cudjoe Key
4.87 out of 5 average rating, 104 reviews

Island Oasis ~ YOUR Paradise Awaits!

AbbyRating, 5 stars2 weeks ago
Bonnie was a nice, responsive host and even brought us additional kayaks to use. We had a great stay!
Guest favorite
Home in Marathon
4.97 out of 5 average rating, 35 reviews

Marathon 3BR Canal Pool Spa Special WK May 4-11

MattRating, 5 stars4 days ago
Great peaceful place to stay. We saw manatees, tarpon and many other species in the canal. Also had some short visits from different types of lizards and iguanas. The pool and hot tub were amazing everyone in our group enjoyed them. The dock was a great place to keep our rental boat. I would 100% come back.

House rentals with a pool

Top guest favorite
Home in Marathon
4.99 out of 5 average rating, 132 reviews

Sea Ray Cove, Mini Lobster week NOW OPEN!

StephenRating, 5 stars4 days ago
We had a great time during our one week stay. The location was perfect! Easy walk to the beach and beautiful canal views. We loved our visits from the manatee! We spent our days outside exploring the Keys and it was lovely to return each evening to this great house. We grilled dinners and enjoyed meals on the screened porch. Sunrise over the canal was gorgeous. We were sad to leave!
Guest favorite
Home in Key Largo
4.94 out of 5 average rating, 69 reviews

Casa Solaris | Key Largo home with Private Pool!

JeffRating, 5 stars5 days ago
I am typically not an Airbnb person, as I prefer a hotel. This home was better than any resort we could’ve stayed at. Check in was simple. The home was beautiful. The location was perfect. Our favorite part was the second space that was separate from the main house. We are a family of four (mom, dad and two kids) who were traveling with my sister. She was able to have her own space with a private bathroom and entrance and could “go home” when the craziness of two kids was enough. Both units were adequately stocked with towels and linens. The kitchens had anything you could need including coffee maker, blender, toaster, pots and pans. The pool and hot tub were incredible! So much so, that we took two full days and only left for dinner! Sean and Denise were great hosts and super responsive! We will be back.
Superhost
Home in Key Largo
4.86 out of 5 average rating, 100 reviews

Cary’s Oceanside

KrissieRating, 5 stars3 months ago
We had a great time at Cary’s Oceanside! Beautiful location, beautiful and comfortable accommodations! Maria was very helpful and responsive with our questions. We really enjoyed the pool and outdoor area.
Superhost
Home in Marathon
4.93 out of 5 average rating, 29 reviews

Serenity Bay Estate-FL Keys Best Kept Secret! Beau

JerrieRating, 5 stars5 months ago
Stunning location, very comfortable with plenty of space for 10 people. When we arrived we never felt like leaving. Beautiful pool and hot tub surrounded by palm trees, sandy area with great fire pit, gorgeous outdoor eating area and kayaks to drop from pier. Very private location with spectacular sunsets! Fabulous!!!!
Superhost
Home in Summerland Key
4.88 out of 5 average rating, 34 reviews

Pelico Palms Sunset Suites

TimRating, 5 stars1 week ago
fantastic cottage and pool with plenty of privacy, close to the water. basically 3 master suites with adjoining bathrooms, one living area and a kitchen. really big pool deck with seating and cornhole, Webber grill and outdoor dining table. (bring bug spray). we had a great time, close to key West and Bahia Honda, a great cottage!
Top guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 83 reviews

“La casa azul” step 3’ to a private pool

KarenRating, 5 stars2 weeks ago
We throughly enjoyed our stay. We especially loved the private pool and watching the wildlife and boaters in the canal. It was very relaxing and the Florida spring weather was awesome!
Guest favorite
Home in Marathon
4.88 out of 5 average rating, 24 reviews

Golf Coast Oasis

AmandaRating, 5 stars4 days ago
This was the most perfect Airbnb for our vacation. First of all, Marathon is the perfect location if you are looking to explore multiple parts of the Keys. 1 hour to Key Largo, 1 hour to Key West. We could not have asked for a better location. The home looks just like the photos and was perfect for our family of 4 + our pup. The beds were comfortable, the living space had plenty of room for our crew, but the real show stopper was the pool. If we weren't out and about exploring the Keys, we were definitely in/by the pool! A few added bonuses: (1) K-cups for our use for that first morning. This kept us from having to worry about an emergency grocery store trip the evening of our arrival (2) pool floats available for our use (3) bikes & kayaks for everyone (4) EVERYTHING. We couldn't have asked for better - we will definitely be back!
Guest favorite
Home in Marathon
4.96 out of 5 average rating, 112 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

JessicaRating, 5 stars1 week ago
Our family of 9 loved the house! The pool, corn hole, and roof deck were all huge hits with the kids. The house is perfectly situated on Marathon, close to all the restaurants. Quick drive to Bahia Honda. We will definitely will be back for another visit to Andy’s place.

House rentals with a hot tub

Top guest favorite
Home in Marathon
5 out of 5 average rating, 14 reviews

Waterfront with Boat Lift/Kayaks and Hot Tub

CodyRating, 5 stars1 month ago
Perfect getaway to the keys! Enjoyed the updated bathrooms and flooring throughout the house. Having fishing poles on site was a great feature to this property. Highly recommend
Superhost
Home in Key West
4.67 out of 5 average rating, 3 reviews

Heron Suite | Vibrant Retreat, Hot Tubs, Steps fro

ColbyRating, 5 stars3 months ago
The heron suite was a great place to stay. The unit itself was exactly as advertised. It was clean, well stocked, and looked exactly as pictured. The customer service of colocada is what set this place apart! Rick, Jeffery and team were awesome! They were clear on communication, picked us up from the airport quickly, and provided great recommendations of things to do. We would absolutely stay at this unit again!
Superhost
Home in Marathon
4.8 out of 5 average rating, 35 reviews

Luxury Waterfront Retreat with Dockage & Pool

SharonRating, 5 stars3 weeks ago
We enjoyed our stay. The home was comfortable and very clean. It was nice to have a view of the water and a heated pool! The rooms were comfortable and accommodating for our family. Naomi was quick to respond when we had questions. I would stay here again! This spot was close to many restaurants, grocery stores, and right on bike paths!
Superhost
Home in Marathon
4.83 out of 5 average rating, 23 reviews

Pelican Inn

BillRating, 5 stars1 week ago
Our family of four stayed for a week in mid April and had a great time. Karen’s place was convenient to access all of our activities. We fished, went snorkeling, and visited pigeon Key. Lots of good restaurant options within just a few miles. We would definitely stay there again.
Guest favorite
Home in Marathon
4.92 out of 5 average rating, 49 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

MaxsenaRating, 5 starstoday
Super nice place to stay. Very comfortable.
Superhost
Home in Key West
4.68 out of 5 average rating, 59 reviews

Casita de Catherine by AvantStay | Patio + Hot Tub

HunterRating, 5 stars3 weeks ago
Great spot right on Duval street close to everything!! Awesome hot tub and back patio. Had everything we needed for our week long stay! Would always recommend getting a scooter or golf cart during your stay also, blue sky rentals is a good option right next to this airbnb!
Superhost
Home in Marathon
4.64 out of 5 average rating, 25 reviews

HotTub Hideaway! PoolTable& More

JosephRating, 5 stars3 weeks ago
We had such a good time! The back yard atmosphere was so epic. We grilled steak. We played pool. We relaxed in the hot tub. My fiancé slept in the hammock. We watched movies outside on the couch under the patio lights and stars. We rode bikes to Pigeon Key. The 7 mile bridge is epic. Tour guide Eric knows his stuff You really feel attached to the community rather than a tourist here. The Cracked Conch across the street was rad. There’s a bike rental place a mile away. A Publix across the street. And if you want to save money on eating out the stove comes in handy. My fiancé made fresh boiled stone crab from Key Fisheries, an awesome non pretentious bar/fish market down the street. And then some fresh swordfish from Publix 1 hr from key west. We bar hopped on Duval St. GOT ENGAGED. We would’ve went parasailing but we literally missed the boat lol Awesome awesome time. Lots to do
Top guest favorite
Home in Marathon
5 out of 5 average rating, 17 reviews

*NEW!*Serenity Oasis~Kayaks~Bikes!~Hot Tub~Spa!

BrianRating, 5 stars1 week ago
Really excellent house! We visited with our 3 kids and everyone had their own comfortable spaces! Location was perfect -- about 10m from everything in Marathon, 30m to Islamorada, and 1.5h to Key West. Katie and Cody were very responsive to questions and offered a ton of great suggestions for our visit.

Quick stats about house rentals in Key West

  • Total rentals

    640 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    10K reviews

  • Family-friendly rentals

    550 properties are a good fit for families

  • Pet-friendly rentals

    310 properties allow pets

  • Rentals with a pool

    440 properties have a pool

Destinations to explore

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