Some info has been automatically translated. Show original language

Waterfront vacation rentals in Stock Island

Find and book unique waterfront rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Stock Island waterfront rentals

Waterfront apartment rentals

Guest favorite
Apartment in Marathon
5 out of 5 average rating, 13 reviews

"O" Fish Ally Paradise @Ocean Isle Fishing Village

GelindeRating, 5 stars1 month ago
Beautiful development, loved the fishing dock and the pool. It was close to grocery stores and restaurants.
Guest favorite
Apartment in Marathon
4.89 out of 5 average rating, 9 reviews

*NEW* Sea La Vie - Pool & Beach

ErinRating, 5 stars3 weeks ago
Great spot for our family with young kids! With the beach and pool, we never had to leave to find entertainment. They had the best time, and we could relax a little! Clean space, friendly people, fantastic view!
Superhost
Apartment in Key Colony Beach
4.84 out of 5 average rating, 105 reviews

Beachside Unit 22 - Private Beach on Atlantic

DevinRating, 5 stars1 month ago
We enjoyed our stay at the Key Colony Continental Inn. The environment and location was described accurately by Cindy, as stated there were endless amenities nearby which made the stay feel like home. The beach at the condo was nice although we discovered a nice public beach nearby named Sombrero Beach. Overall, Cindy was a great host whom responded quickly to our questions. We would definitely comeback to visit again and again.
Guest favorite
Apartment in Marathon
5 out of 5 average rating, 16 reviews

#1 Island Hideaway 89 - OCEAN FRONT

MaggieRating, 5 stars1 month ago
We had a great week! The condo was a perfect size for my husband and I. We loved the location and looking right at the ocean.
Superhost
Apartment in Key West
5 out of 5 average rating, 4 reviews

Hyatt Windward Pointe! Great Location!

MelissaRating, 5 stars1 week ago
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.
Superhost
Apartment in Marathon
5 out of 5 average rating, 3 reviews

Ocean Side Paradise Awaits!

TimRating, 5 stars1 month ago
Great stay at Ocean Isles. The unit was exactly as shown and was immaculate. We really appreciated how clean and spacious it is. The community is completely secure, quiet, and extremely well maintained. People were friendly. The pool is very big, clean, and warm. Plenty of room to lounge by the pool or at the waterfront. Location is convenient to restaurants and stores. We experienced lots of nearby outdoor adventures. I mean, it’s in the middle of the Florida flipping Keys, so it’s paradise! Frank was easy to communicate with and accommodating. He is an excellent host. We hope to return soon and would be very happy with the same unit.
Superhost
Apartment in Key West
5 out of 5 average rating, 4 reviews

Henry's Penthouse On The Ocean

LindaRating, 5 stars3 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 favorite
Apartment in Marathon
4.97 out of 5 average rating, 58 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

JenniferRating, 5 stars2 weeks ago
We absolutely loved our stay. All the gear was there for everything - biking, beach time, games with family, kayaking, paddle boarding, swimming in the pool. Seriously so happy we stayed there. Absolutely a great stay. Great location. I hate to say so many positive things as I want the place to be my little secret for a return visit. But seriously good. It is a duplex, but the upstairs guests were amazing to be friend and hang out with. And knowing it has two spaces for rent will be nice if I can get more of my family to go to Florida and we can book both spaces in the duplex. Loved our stay.

Waterfront house rentals

Guest favorite
Home in Marathon
5 out of 5 average rating, 17 reviews

Seaside Sunrise. Newly remodeled waterfront

JonathynRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 72 reviews

Dock, Beach Club, January avail., tennis, golf

Mary KayRating, 5 stars3 weeks ago
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!
Superhost
Home in Marathon
4.79 out of 5 average rating, 33 reviews

Luxury Waterfront Retreat with Dockage & Pool

MindyRating, 5 stars3 weeks ago
Had an amazing stay at this house with my husband and 4 small kids. The house was spacious and clean, with lots of natural light at soon as the sun came up. The pool was so warm and had a large shallow area that was perfect for our 3 year old. Naomi was a wonderful communicator. It was so sad to have to leave.. Would definitely recommend staying here.
Top guest favorite
Home in Marathon
4.97 out of 5 average rating, 37 reviews

Waterfront home with direct Atlantic Ocean access

MadelineRating, 5 stars1 week ago
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
Guest favorite
Home in Marathon
4.9 out of 5 average rating, 72 reviews

Dream Vacation KCB Marathon with private pool !

LisaRating, 5 stars5 days ago
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.
Guest favorite
Home in Key Colony Beach
4.91 out of 5 average rating, 134 reviews

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

MelissaRating, 5 stars1 week ago
Had a wonderful, peaceful stay. We fished off the dock area, enjoyed time at the cabana, walked every morning enjoying the views and participated in the sunset community almost every night at the park! Great vacation for our multigenerational needs!
Guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 24 reviews

Easy Ocean Access 30' Dock House Pool Cabana Club

PaulRating, 5 stars8 months ago
Doraida was very responsive from initially booking throughout the duration our stay. All of the communication was clear, the instructions were easy to understand, check-in was easy, and the accommodations were very modern with all needed amenities found on site.
Guest favorite
Home in Marathon
4.96 out of 5 average rating, 68 reviews

Private 174ft Dock, Boat Launch, Sombrero Beach

ChrisRating, 5 stars2 weeks ago
We had a great stay here, beds were comfortable and bathrooms were clean. Kids loved fishing off the dock - although the boat ramp was unavailable, we were able to use the ramp at the marina down the block ($30 each drop). Hosts were easy to communicate with and very helpful when we had a question. Wed definitely stay here again next time in Marathon.

Waterfront condo rentals

Guest favorite
Condo in Key West
4.94 out of 5 average rating, 36 reviews

Condo de Paradise/Salt Water Pool/Boat Dock

ErinRating, 5 stars2 months ago
Peaceful location just a short drive to Key West. The views were beautiful and the condo was just like the pictures! Very spacious and comfortable with everything you'd need. It was the perfect space for our family of four. Cynthia was great. Very responsive and friendly!
Guest favorite
Condo in Key West
4.99 out of 5 average rating, 70 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

RobertaRating, 5 stars1 month ago
A beautiful condo in a resort community close to many Key West adventures and restaurants. The balcony offers absolutely incredible views of the tranquil water, birds, and stars at night. The views of the sunrise and sunset were stunning. Condo was very nicely furnished and beds were comfortable. Pool was great too. Would love to stay here again!
Top guest favorite
Condo in Duck Key
5 out of 5 average rating, 31 reviews

Oceanfront and Sunrise Views!

BeckyRating, 5 stars2 weeks ago
This condo was absolutely wonderful! It’s in a beautiful location and safe, walkable neighborhood. It had everything we needed to feel comfortable and at home. Yolanda went above and beyond as a host. She was very responsive and communicated well. We were there during the wildfire in the Everglades and the internet went out in all of the Keys. She called right away to let us know what was going on and when she found out that we were stuck on the mainland until 9pm due to the highway being closed for 5 and a half hours, she stayed in touch to make sure we finally were able to get back to Duck Key safely that night. She generously offered us an extra night to make up for the inconvenience. I can’t say enough good things about Yolanda and the condo. We had a great vacation and will be back!
Superhost
Condo in Marathon
5 out of 5 average rating, 10 reviews

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

YuniorRating, 5 stars37 months ago
Expect a nice, relaxing time. Beautiful scenery and lots to do in Marathon Key.
Superhost
Condo in Key West
4.84 out of 5 average rating, 153 reviews

Anchor Drop modern elegance upgrades throughout vi

SamanthaRating, 5 stars4 months ago
We loved everything about this place. It was super clean and fresh. The bedding was very comfortable and felt expensive. We drank coffee on the balcony every morning watching the ocean. The oceanfront pool area was clean and well taken care of. The unit was stocked and well labeled with all that we would need and more. The garage door opener for inside private parking was amazing. We watched the Tyson fight in the living room on the BIG tv! Had a great vacation. Thank you.
Superhost
Condo in Key West
4.88 out of 5 average rating, 97 reviews

Key Wes't Best- Upgraded condo 5 mins to Smathers

CanRating, 5 stars2 months ago
Excellent place. Highly recommend. Great location, walk 1 min to nearby beach. Parking is free for our rental car which is hugely helpful. The place looks just like the photos. Kitchen is big, clean, functional with many utensils, pans. Throughout the home there are abundance of daily needed items such as additional towels, bedsheets, plates, pans, dishwashers which make it very convenient. Looking forward to coming back to this place again.
Condo in Marathon
4.88 out of 5 average rating, 24 reviews

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo

SusanRating, 5 stars2 months ago
We had a wonderful stay at this location. I recommend it highly. The setting is quiet. Sitting outside on the patio, drinking morning coffee, looking at the ocean, was definately a highlight. The unit was very clean and well stocked with bedding, towels,etc. Duck Key is great for walking. Resturants are easy to get to. We fished most of the time. There is a marina to rent boats less that a 1/2 mile away on Duck Key.
Top guest favorite
Condo in Marathon
4.96 out of 5 average rating, 98 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

MegRating, 5 stars4 days ago
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 Stock Island

  • Total rentals

    50 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    1.9K 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

Destinations to explore