House vacation rentals in Key Haven, Key West

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Popular amenities for Key Haven, Key West house rentals

House rentals with a pool

Superhost
A well-maintained community pool is surrounded by lush tropical landscaping, featuring lounge chairs with blue umbrellas. The clear water reflects the bright blue sky and palm trees, creating a relaxing atmosphere for guests to enjoy.
Home in Key West
4.87 out of 5 average rating, 63 reviews

Key West Paradise

DrialysRating, 5 stars3 weeks ago
Tammy was wonderfur, loved how attentive. The house was beautiful and close to so many great restaurants and things to do. Next door was the marina rented the boat, had a great breakfast at the French bakery down the street we could walk too almost everything. Loved it!!
Guest favorite
A serene view is presented from the pool area, featuring gentle waves lapping at the shore and numerous sailboats anchored in the harbor. Two palm trees provide shade, and a well-maintained lawn borders the pool, enhancing the coastal ambiance.
Home in Marathon
5 out of 5 average rating, 9 reviews

Sandbox

CretiaRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️ Absolute Paradise in the Heart of the Keys! Our stay at this vacation house in Marathon was nothing short of incredible. From the moment we arrived, we felt like we had found our own private slice of paradise. The house was spotless, beautifully decorated, and had all the comforts of home—plus the added bonus of breathtaking ocean views and island vibes. The location couldn’t have been better. Tucked away in a peaceful part of Marathon, we were just minutes from everything—the beach, boat rentals, amazing restaurants, and the iconic Seven Mile Bridge. The property itself was incredibly well-equipped: a fully stocked kitchen, super comfortable beds, high-speed WiFi. What really made this place stand out was the outdoor space. The private dock was perfect for fishing and sunset cocktails, and the pool made it hard to ever want to leave. We even spotted dolphins just off the dock one morning—unreal! The hosts were friendly, responsive, and went out of their way to make sure we
Top guest favorite
An aerial view captures a coastal community surrounded by vibrant blue waters and lush greenery. Boating channels meander throughout the area, leading to nearby homes. A mixture of residential properties and docks is visible, indicative of a relaxed tropical lifestyle.
Home in Marathon
5 out of 5 average rating, 41 reviews

Discount Available! 100' Dock, Lots of Amenities!

DanaRating, 5 stars3 weeks ago
We came down for a weeks vacation brought two boats, plenty of space on the docks. Communication with Meredith was great. Great location.
Top guest favorite
An outdoor space features a sparkling in-ground pool surrounded by a sun deck with several lounge chairs. A shaded screened-in porch is visible in the background, along with a gas grill and a cornhole game set nearby. Lush palm trees provide a tropical atmosphere.
Home in Marathon
4.99 out of 5 average rating, 138 reviews

Cancellation Deal: 08/02 thru 08/09

ShelleyRating, 5 stars1 week ago
Had a wonderful stay, would recommend to anyone looking for a convenient, beautiful spot in Marathon. Eddie was an excellent host!
Top guest favorite
An inviting outdoor space features comfortable seating and a hot tub, surrounded by lush greenery. A large screen is set up for movie nights, and ambient lighting enhances the evening atmosphere as the sun sets.
Home in Marathon
5 out of 5 average rating, 40 reviews

Movie Theater | HotTub | Pool | Boat/RV/EV Parking

AnneRating, 5 stars2 weeks ago
We almost stayed at a hotel, but I saw Christian’s place pop up and it looked like a fun place for the family. It is so awesome! It is exactly as described.and more . He uses every inch of that awesome property for something fun. It’s also a close drive or bike ride to so many things. We took almost all of his suggestions on places to eat and things to do and they were right on. The last night we all chilled outside and projected the Goonies on the outdoor screen and had some good relaxing family time. He is an excellent host and is so helpful. We are all so happy we chose his Airbnb.. Thank you so much, Christian! You are one of a kind and your place is so cool.
Top guest favorite
The expansive outdoor area is surrounded by lush palm trees and colorful umbrellas. A sparkling pool reflects the sky, flanked by lounge chairs. The house stands in the background, offering a vibrant yet tranquil environment, with a stone pathway leading to the pool area.
Home in Marathon
4.98 out of 5 average rating, 50 reviews

Oceanfront with Pool near Sombrero Beach

KristenRating, 5 stars2 weeks ago
Absolute Keys Perfection!! This vacation spot won't disappoint. Private, gorgeous, well maintained home with lots provided & to do on site, PLUS a place to dock a decent sized boat. Our 30' Grady White Marlin sat nicely at the bulkhead and we could easily spin it in the canal - it does get shallow but if you stick to the marked channel you're good. Homeowners are extremely responsive, friendly & want you to enjoy your stay. Kitchen is fully stocked & has appliances I wish I had room for at home. HiFee boat ramp and Publix down the street. Bonus, there's a preservation next door where lots of seabirds like Frigates roost and teach their young to fly in front of the house. Wish I had booked a second week! or the whole month lol
Superhost
A serene outdoor space includes a private pool surrounded by a spacious deck. Palm trees frame the scene, casting shadows on the white tiles. A furnished sitting area can be seen nearby, offering a relaxing spot to enjoy the warm weather.
Home in Key Largo
5 out of 5 average rating, 4 reviews

Newely Renovated 3/2-private pool/dock/cabana club

OliviaRating, 5 stars3 weeks ago
Absolutely amazing place to stay! Dennis is amazing and had several great recommendations for us to eat and do! The dock out back was beautiful and we were even able to see manatees! The pool was a GREAT addition and my family wouldn’t have wanted to explore the Keys any other way! The neighbors are also friendly and great to talk to! Overall beautiful place! My family and I would stay again!
Superhost
The property features a private outdoor area with a heated pool and ample seating arranged around a sand area. A deep water dock extends into the turquoise water, while palm trees provide shade. The layout showcases open water views and a welcoming atmosphere.
Home in Marathon
4.88 out of 5 average rating, 17 reviews

P31 - 11785 5th Ave. Ocean

PattiRating, 5 stars2 months ago
I knew that I was limited on what I could do during the week stay bc of a knee injury and it was just fine bc I was quite happy just being at the house for most of my stay. Just loved it and didn’t want to leave. Even though this is an active boating location and boating route l, I still felt quite peaceful staying there. The pool was great and the hot tub was quite beneficial for my knee. Just be careful climbing into the pool. The ladder going up is quite steep. I would’ve preferred some true stairs. But that’s coming from someone with a hurt knee too so take it with a grain of salt. And if you don’t feel like going out to eat, seriously order the steamed shrimp by the pound at FishTails on the corner. It is within walking distance. Will definitely be back for another stay in the future.

Weekly house rentals

Guest favorite
An outdoor seating area features a sectional sofa and high-top bar stools with a view of the water. A peaceful ambiance is created by the surrounding palm trees and the gentle waves of Vaca Cut. Laundry facilities are visible on the left side of the image.
Home in Marathon
4.94 out of 5 average rating, 35 reviews

Florida Keys Oceanside Utopia

CaroleRating, 5 stars1 month ago
Shane and Kelly were fabulous! My husband and I enjoyed a week away and loved exploring Marathon. Fishing from the back deck was so much fun. We caught some mangrove snapper that we made for dinner which was exquisite! I also caught a Jack Cravalle and my hubby caught a shark. Definitely fun times! Explored beaches, hiked and went to Key West for a day. Weather did not disappoint. Highly recommend this great vacation home!
Superhost
A serene canal view is captured from the deck, lined with palm trees and houses in the background. Boats are moored along the waterway, with a well-maintained deck and white fence visible in the foreground, inviting a sense of tranquility.
Home in Little Torch Key
4.8 out of 5 average rating, 15 reviews

Indulge yourself. It's heavenly in Little Torch

CharlesRating, 5 stars3 months ago
Clean and neat home on a quiet canal. Neighbors were even friendly! Good amount of parking. Home is clean and well laid out. Airy living room just off the open kitchen. Large master bedroom and bathroom. We felt very comfortable there.
Top guest favorite
An aerial view captures the duplex home situated near a canal with multiple boats docked along the water. The vibrant homes are seen in a tangle of greens and blues, with sandy pathways and lush landscaping complementing the serene coastal environment.
Home in Marathon
5 out of 5 average rating, 18 reviews

Waterfront with Boat Lift/Kayaks and Hot Tub

JohnRating, 5 stars2 weeks ago
The place was amazing!! plenty of room for our family of 5. All of the fishing equipment was awesome!! From the rods and tackle, to the deep freezer with bait, the extras made the whole trip more enjoyable. Loved the house. It was perfect!!! Will definately be back in the future!! 10 out of 10 would recommend!!
Superhost
A large resort-style pool is framed by tropical landscaping and palm trees, providing a serene atmosphere. The crystal-clear water reflects the blue sky, and a spacious deck is lined with lounge chairs for relaxation. A shaded cabana area is visible in the background.
Home in Key West
4.9 out of 5 average rating, 10 reviews

Mermaid's Retreat at Coral Hammock Key West Islan

DylanRating, 5 stars1 week ago
Perfect home right near key west had plenty of local spots and stores close by, the house was clean and looked just as advertised. Julia was responsive whenever I needed anything. I have no complaints about my stay what so ever!
Guest favorite
An inviting living area features a cozy sectional sofa adorned with patterned pillows. Large windows provide ample natural light, while a TV stands on a wooden console. A dining area with a light fixture and a view of the balcony is visible in the background.
Home in Summerland Key
4.78 out of 5 average rating, 9 reviews

Sailfish Dream on Cudjoe Key-28 day minimum

DougRating, 5 stars2 months ago
Had a very comfortable and enjoyable stay. Accommodations were excellent. Weather was excellent! Warm balmy breezes most days kept humidity down. Lots to do, explored the keys from Islamorada down to Key West, caught the sunset. Spotted deer on Big Pine Key. A very fine month long vacation. Thank you Jeanene.
Guest favorite
The exterior of the vacation home is framed by vibrant palm trees, providing a tropical feel. A white staircase leads to the covered front porch, which features a round glass door. Decorative stone landscaping complements the structure, enhancing its inviting appearance.
Home in Cudjoe Key
4.93 out of 5 average rating, 54 reviews

Private Ocean Oasis by Key West, Florida

EricaRating, 5 stars3 weeks ago
Just what our family needed. As a new Florida resident it’s safe to say the Keys rank up there as one of my favorite places to visit. Rhonda’s home felt like our home. We enjoyed the pool and bikes. A local restaurant The Bent Prop bar and grill was a treasured find. My husband and I met the owner who is from the same area as us in Maryland. If you’ve ever wondered what Maryland Cream of Crab soup taste like… that’s the place to get it from! Can’t wait to book us again for next year!
Guest favorite
Aerial view of a waterfront property featuring a semi-circle dock leading to a small island. Brightly colored chairs in green and turquoise sit on sandy areas, surrounded by clear blue water and lush tropical vegetation. Nearby, additional properties can be seen amidst palm trees.
Home in Summerland Key
4.92 out of 5 average rating, 96 reviews

Waterfront Haven House with Boat Basin & Ramp!

MengRating, 5 stars1 month ago
Amazing hosts. Very responsive and easy to communicate with regarding all concerns. Easy check-in process with clear instructions. Detailed information regarding house rules. 10/10 would highly recommend this location. Beautiful home!
Superhost
Aerial view of the Venture Out community showcases a large swimming pool adjacent to the sandy beach. Palm trees surround the area, with calm turquoise waters extending into the distance. Amenities include a tiki structure and a spacious lounging area, ideal for relaxation and outdoor activities.
Home in Cudjoe Key
4.88 out of 5 average rating, 32 reviews

Waterfront FL Keys Cottage @ Venture Out

ElizabethRating, 5 stars1 week ago
Great location, easy access to everything, lots of amenities on the community.

Private house rentals

Guest favorite
A bright living area is showcased with a sectional sofa and a round coffee table. Natural light fills the space, highlighted by decorative lamps and greenery visible through the windows. A woven rug adds texture to the wooden floor, contributing to a relaxed atmosphere.
Home in Marathon
4.96 out of 5 average rating, 25 reviews

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

CarolRating, 5 stars1 week ago
Sandra’s conch cottage was comfortable and beautiful and very clean. Provided all the necessary items for the week. The location of the house in Marathon is perfect to all amenities. I would definitely come again.
Superhost
A scenic pool area is visible, featuring a hot tub adjacent to the water's edge. Palm trees sway gently in the breeze, providing a tropical atmosphere. The blue sky reflects on the tranquil water, enhancing the serene setting.
Home in Marathon
4.76 out of 5 average rating, 25 reviews

Sunset Views, Pool and Dock

GregRating, 5 stars1 month ago
Thank you Frank for a great place to stay! Close to restaurants, quite neighborhood, nice pool, a dock to swim and fish from, and beautiful sunsets. We had everything we needed.
Guest favorite
A private outdoor space features a heated pool surrounded by lounge chairs on a grassy area. Tropical palm trees provide shade, and the house displays large windows that allow natural light. An inviting patio area is visible, enhancing outdoor relaxation.
Home in Marathon
4.96 out of 5 average rating, 52 reviews

Waterfront Private Home w/Pool-Family&Pet Friendly

LoganRating, 5 stars3 weeks ago
The location and access to the beach and canal was amazing! We had such a fun time with the kayaks while being able to see all the wildlife and sail boats. The house was exactly what we needed. Jose was very helpful and flexible throughout our stay.
Guest favorite
Three colorful adirondack chairs—one red, one yellow, and one green—are positioned on a sandy beach under palm trees. The calm blue water extends towards the horizon, while a rocky wall forms a subtle boundary in the background.
Home in Marathon
4.91 out of 5 average rating, 32 reviews

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

LisaRating, 5 stars1 week ago
Beautiful, well appointed home in the middle of the keys within driving distance to all the tourist attractions and restaurants. We are a 3 generation trip with grandparents and kids, and this house had it all! 3 bedrooms, each with excellent ocean views, great kitchen, kayaks and bikes in the garage, and incredible outdoor seating area! Highly recommended for families.
Top guest favorite
A spacious waterfront deck features a thatched-roof structure providing shade. Comfortable seating arrangements are positioned around the area, with panoramic views of the calm Atlantic Ocean and distant islands visible in the background.
Home in Cudjoe Key
4.96 out of 5 average rating, 27 reviews

Tiki Time in Cudjoe Key 136

TaniaRating, 5 stars1 week ago
Amazing views and ocean breeze! Modern and clean home which I appreciated. Only thing I could ask for but it’s strictly on my wishlist is an elevator. I was dealing with a knee injury so the steps were tough but worth it when you get to the balcony and enjoy that view! Couldn’t ask for a better stay and vacation in the Keys with my family!
Superhost
A serene waterfront property is shown, featuring a private heated pool surrounded by lush palms. A boat dock is visible alongside the tranquil canal, with kayaks available for exploration. The exterior of the house showcases a balcony overlooking the water, creating a peaceful retreat.
Home in Marathon
5 out of 5 average rating, 3 reviews

*NEW!*Paradise Palms~Dock~Pool~Kayaks Grill~View!

NuciaRating, 5 stars1 month ago
We had a wonderful family vacation getaway at Katie and Cody’s place. The house was very clean, and the location is great as well with accessibility to food, Publix, and great beaches. Our favorite aspect of the house was the small pool. Our teenagers played in it endlessly, and when they were gone we enjoyed relaxing on the pool floats. Communication with Katie was top notch. She always responded quickly and had great follow through with any issues we had. they definitely go above and beyond to provide resources of fun activities and resteraunts in the area. We would definitely stay here again!
Top guest favorite
A private pool is framed by a well-maintained lawn and patio area. Umbrellas provide shade for seating, while a tranquil canal with boats is visible in the background, enhancing the serene outdoor environment.
Home in Key Colony Beach
5 out of 5 average rating, 85 reviews

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

RickRating, 5 stars3 weeks ago
We spent an amazing week in this home. Very comfortable and quiet. The pool was amazing. Will definitely be back.
Superhost
The outdoor area features a sandy patio surrounded by palm trees, with several blue Adirondack chairs facing a shaded seating area under a white gazebo. The spacious home stands in the background, showcasing multiple balconies and a light-colored exterior.
Home in Marathon
4.89 out of 5 average rating, 65 reviews

Gorgeous Ocean View Home!

Ashley TaylorRating, 5 stars5 days ago
The pictures of this house, while gorgeous, do not do it justice. Not only was the house immaculate and spacious, it has the most stunning view. It is very close to shops and local beaches, and it's centered in between Key West and Islamorada. Yery, our host, was also very helpful and proactive with the one and only challenge we faced. I really can't say enough about this rental. It was spacious enough and contained all the amenities my family of seven could possibly need, including space for our dog. It has the most amazing view of the turquoise water of the Keys. It quite literally checks every box for a checklist of paradise, and I can't wait to go back!

Quick stats about house rentals in Key Haven, Key West

  • Total rentals

    60 properties

  • Nightly prices starting at

    R1,801 ZAR before taxes and fees

  • Total number of reviews

    900 reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    50 properties have a pool

Destinations to explore

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