
Waterfront vacation rentals in Key Haven, Key West
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Top-rated waterfront rentals in Key Haven, Key West
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Waterfront apartment rentals

*NEW* Sea La Vie-Pool & Beach
We had a great time staying at this property. We liked it because it is very easy to get to, has it's own beach, and has plenty of room for a family. Key Colony is a real gem IMHO. We wanted a property that put us in a central location in the keys - 45 minutes to Islamadora, a little over an hournl from Key West, but in a place that is great for snorkeling and water activities. This place fits that perfectly. The property is easy to check into to, Yuni give a code in advance for the door. Parking is under the building in the shade (big plus) and right in front of the elevator. Super convenient! The kitchen is nice, we cooked meals on probably 3 nights. Beds were comfortable and there is a washer/dryer that is really nice to have on vacation. Great host for sure. If in the keys again I wouldn't hesitate to stay there again as it was a very positive experience.

Beachside Unit 22 - Private Beach on Atlantic
Key Colony Beach is truly the gem of the Florida Keys. Staying at Cindy's apartment in the Continental was the perfect fit for my husband and I. The private beach was clean, easy to access, and just steps from the accommodation. The overall vibe here was quiet and peaceful, and the apartment had all the amenities we needed for a 5-day stay. Cindy's space is very clean and well-appointed. This location is perfect for morning walks around the immaculate and safe neighborhood, or short jaunts to Key Colony Inn or Havana Jack's for dinner/drinks. Honestly now, you're already here! What's your hurry? :)

#1 Island Hideaway 89 - OCEAN FRONT
Rhonda's place is terrific! Lovely location with full water views. Pool was excellent. The home was very comfortable, clean and convenient to restaurants and stores. Would definitely rent again.

Hyatt Windward Pointe! Great Location!
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.

Ocean Side Paradise Awaits!
Condo was exactly as pictured. Beautiful resort and everyone very friendly onsite. Great location and close to lots to do. Cannot wait to book again.

Henry's Penthouse On The Ocean
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.

Little Venice in Marathon (in the Beautiful Keys)
Indira’s place was very clean and so relaxing for our family. We liked watching fishing boats come and go while sitting in patio. Marathon is a great place to visit with so many family friendly parks and attractions nearby. I recommend it.

Dock POOL Kayaks Bikes Beach2mi WalkToStores
Danielle was an incredibly communicative & accommodating host, which made our stay even more enjoyable. The apartment was spotless, spacious, and exactly as described—if not better. The outdoor space was absolutely beautiful and even more impressive than the photos. Our kids had an amazing time spending their days outsid whether it was fishing off the dock, kayaking, lounging in the sun, playing with the games thoughtfully packed in the closet, or swimming in the pool. The location is perfect close to great restaurants, shops, and excursions. If you're looking for a relaxing getaway in the Keys, I highly recommend booking this place. We had the best time and can’t wait to come back! 😎🌴
Waterfront house rentals

Private Beach, Deep Water Dockage, Cabana Club
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!

Seaside Sunrise. Newly remodeled waterfront
Everything was excellent. Only complaint would be the bicycles. One bike was usable but the seat was loose and we didn’t have tools to fix it. The other adult bike’s chain was rusted so bad it wasn’t usable. We still had an excellent experience.

Dock, Beach Club, January avail., tennis, golf
We loved our stay at Jeffery's house. It is spacious and very comfortable. My husband appreciated the proximity to the pickleball courts - we could see them from our bedroom windows- and my son enjoyed fishing off the dock. The upper suite was wonderful for privacy and quiet when the older kids stayed up later than the adults. Jeffery was super helpful and responsive. We would love to stay here again!

Nautical Wheeler: Waterfront Home with private Poo
The house is beautiful and well stocked. Javier provided ample information to facilitate a smooth check in process and to help my family plan for our stay. Would 100% recommend this listing to a friend!

Waterfront home with direct Atlantic Ocean access
Our first stay at this property was truly unforgettable, and we can't wait to return! Francisco is an outstanding host, always quick to respond and attentive to every detail. The house exceeded our expectations—it was spotless, fully equipped, and conveniently located near stores and restaurants. The outdoor area was a peaceful and inviting space, thoughtfully designed with a refrigerator, sink, hot tub, gas fire pit, and ceiling fans to keep you comfortable. The soft lighting added a warm and welcoming ambiance, perfect for evening gatherings or simply relaxing under the stars. We especially loved the canal, which was incredibly easy to navigate and provided quick access to the ocean—a paradise for fishing enthusiasts! We even caught fish right in the canal, but the absolute highlight was spotting manatees from the dock. If you're looking for the perfect getaway, look no further. Book your stay with Francisco—you won’t regret it

Tiki Time in Cudjoe Key 136
Highly recommend anyone to stay here! The house is clean, well stocked, cozy, and quiet. The view is absolutely amazing! Sitting on the porch was our favorite way to start the day. Everyone was very friendly too.

Dream Vacation KCB Marathon with private pool !
Alfonso is a very responsive host who provided clear details, local recommendations (multiple of which we used), and provided a place in a great location. Neighbors are friendly. Place was clean. Perfect for our family with a 14 and 6 year old.

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK
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.
Waterfront condo rentals

BOOK today and enjoy our amazing discounts for yo
We had a great time at Julia's place! The condo was beautifully furnished and we enjoyed pool and private beach area. We love to walk and the location was perfect for us! The nearby deli and restaurants were also very good. Ubers are very quick and reasonable.

Condo de Paradise/Salt Water Pool/Boat Dock
We could not have been more grateful for the stay at Cynthia’s. The setting is perfect - quiet, secluded, right on the water, but a 5-10 minute drive to anything you would want or need (attractions of Key West, Publix groceries, CVs). We did day trips to Key West, Marathon, Bahia Honda, and more. The place is just lovely. The two bedrooms are perfect for a family of four. Our children were very happy and cozy in the room with two single beds. The master looks right onto the ocean. The place is outfitted with everything you need (kitchen needs, etc). The bathrooms are new and nicely redone. The pool is pristine and we often had it to ourselves, but on the occasions we got to say hi to the neighbors they were warm and lovely. One thing that made it extra special was Big Coppit is close to Naval Air Station Key West, so (only during appropriate hours, like 8-9am), we got to see amazing fighter jets fly over head. Cynthia is a great host and was responsive and understanding. Thank you!

Oceanfront 3 bed condo Ocean Edge w/ optional slip
Great space with everything you need. Patio is a perfect place to relax. The house is well stocked. Plenty of room for a group. Access to hotel pools/restaurant with transportation into town if you need it. Great host communication. All you could want!

REEL HIP-NEW & Fun-40' Slip-Private Ramp-Kayaks-He
We loved our time staying here in Marathon, FL. The condo was spotless, quiet neighbors, and the entire family slept great! We will be coming back to stay here again, thank you Angela!!!

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants
Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.

P80 - Coral Lagoon 3bd/2.5ba townhome with large c
Expect a nice, relaxing time. Beautiful scenery and lots to do in Marathon Key.

Key Wes't Best- Upgraded condo 5 mins to Smathers
This place is a gem! The condo was very spacious and it was supplied with everything we needed, no need to buy any extras like other places we have stayed at- Thank you for that! The pool was fantastic! Walking distance to beautiful Smathers Beach. We did not get to do any water activities due to the wind but we had fun exploring around town. Will definitely be returning!

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
Great place to stay in Marathon. Close to grocery stores, gas stations, souvenir shops, etc. Very clean, well kept living space and lovely balcony for morning coffee. Pool area is great to relax in. If you are looking for a home base to have while enjoying all that the Keys offer, this is a great place to stay!
Quick stats about waterfront rentals in Key Haven, Key West
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ551 before taxes and fees
Total number of reviews
690 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
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