Waterfront vacation rentals in Stock Island

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Popular amenities for Stock Island waterfront rentals

Waterfront apartment rentals

Guest favorite

Apartment in Marathon

5 out of 5 average rating, 11 reviews

"O" Fish Ally Paradise @Ocean Isle Fishing Village

BrianRating, 5 stars1 month ago
Very clean, great location Will definitely rent again
Superhost

Apartment in Marathon

5 out of 5 average rating, 4 reviews

*NEW* Sea La Vie-Pool & Beach

AnastasiaRating, 5 stars1 week ago
The condo was beautiful and in a great location. It was clean and exactly as pictured, and had everything we needed for our 2 week stay. The pool and the beach, both able to be seen from the condo, were perfect. We’ll definitely rent here again.
Superhost

Apartment in Key Colony Beach

4.84 out of 5 average rating, 104 reviews

Beachside Unit 22 - Private Beach on Atlantic

MeganRating, 5 stars3 weeks ago
This place was a nice quiet area for our family to relax. Enjoyed the private beach very much and we were able to successfully make dinner with our fresh catch in the kitchen and at the grill after stocking kitchen with necessities. Could use some new pillows, but everything was very clean and tidy. We’d be back.
Superhost

Apartment in Key West

5 out of 5 average rating, 3 reviews

Key West at Hyatt Beach House

XiaoyunRating, 5 stars5 months ago
the view from our room to the ocean is fantastic. Room service was fast and responsive. The hotel was very easy to located. Even though the hotel was by the main road and airport, the soundproof was still excellent.
Guest favorite

Apartment in Marathon

5 out of 5 average rating, 13 reviews

#1 Island Hideaway 89 - OCEAN FRONT

ClaraRating, 5 stars4 weeks ago
Rhoda’s unit was one of the cleanest Airbnbs in which I’ve ever stayed. The location is convenient (within walking distance of LJ’s Cafe and Marathon Bagel Company) and quiet. The kitchen had nice cooking utensils for those who want to cook. The sheets were really soft, and the mattress was firm. We really enjoyed our 1-week stay.
Guest favorite

Apartment in Marathon

5 out of 5 average rating, 7 reviews

Best Catch on Grouper LN at Ocean Isles

DianeRating, 5 stars10 months ago
The unit was exactly as described! Very clean and well furnished, centrally located to restaurants, shopping and sightseeing. The grounds of the complex were also well maintained! Frank was responsive in a very timely manner to any questions or concerns. We can't wait to stay again!!!!
Superhost

Apartment in Marathon

4.83 out of 5 average rating, 41 reviews

Little Venice in Marathon (in the Beautiful Keys)

RodRating, 5 stars3 weeks ago
Indira’s place was a perfect fit for our family of five. Beautiful location, lots to do locally, and short drives to the rest of the keys. House was organized and clean, had everything we could need. Would definitely return!
Guest favorite

Apartment in Marathon

4.96 out of 5 average rating, 53 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

BillRating, 5 stars1 month ago
I've stayed at lots of places in my travels, but few and far between are places where EVERYTHING you may need is there. Usually on vacations, we have to rent a bike, or a kayak, or a paddleboard. All these things are included with Danielle's place and so much more. We didn't have to bring beach chairs, or a beach buggy, or even fishing gear - it was there. The space was well furnished with everything you may need inside as well. We were just a short drive to Sombrero Beach where we spent most days. My sons even kayaked from the house to Sombrero Beach as well, this was an unexpected treat. Danielle gave us lots of recommendations for places to go and things to do, and her info was on point. She was easy to reach and super responsive, perhaps the best host we've ever had. I will recommend this property (and Danielle) at every chance I get. Frankly, I could have stayed at the house and never even ventured out and this still would have been a great trip.

Waterfront house rentals

Guest favorite

Home in Key Colony Beach

5 out of 5 average rating, 69 reviews

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

HannahRating, 5 stars1 month ago
What a great stay! It was perfect for our family of 5 (including 2 young adults and a teenager). The kitchen was well stocked, the living space was comfortable for us to all hang out, and the location was fantastic! We loved being right across the street from pickleball and golf and the fact that we could walk to the beach club, a restaurant, and the local park. Everything was so easy. The house had everything we needed and was spacious and clean. We hope to come back!
Guest favorite

Home in Key West

5 out of 5 average rating, 19 reviews

Nautical Wheeler: Waterfront Home with private Poo

KaydrianneRating, 5 stars1 month ago
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!
Guest favorite

Home in Cudjoe Key

5 out of 5 average rating, 27 reviews

Paradise in Cudjoe! Perfect Family Home!

JordanRating, 5 stars3 months ago
Taylor and Kali were friendly and polite. Very accommodating and the location was perfect. Loved having the space to filet fish and easy access to open water. Would def recommend!
Superhost

Home in Marathon

4.81 out of 5 average rating, 31 reviews

Luxury Waterfront Retreat with Dockage & Pool

DonRating, 5 stars1 week ago
Last minute booking with Naomi due to problem with another Airbnb on Cudjoe Key. Naomi immediately responded and made arrangements to get us settled. Her place was easy to find, with a lot of amenities provided. Kayaks, hot tub, pool and fishing were easy to access and enjoy.
Guest favorite

Home in Key Colony Beach

4.92 out of 5 average rating, 132 reviews

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

AnneRating, 5 stars1 day ago
Looks just like the photo’s. Unfortunately weather was a little chilly the first couple of days. When it warmed up we enjoyed the local cabana club with the heated pool, beach and restaurants. The accommodations were spacious and clean.
Guest favorite

Home in Key Colony Beach

5 out of 5 average rating, 25 reviews

Easy Ocean Access 30' Dock House Pool Cabana Club

PaulRating, 5 stars6 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 Key Colony Beach

4.98 out of 5 average rating, 100 reviews

Waterfront House with 37 ft Dock & Cabana Club

KimberlyRating, 5 stars2 weeks ago
Great location and squeaky clean throughout. Bikes and water toys. Felt like home, modern furnishings, and fully equipped. Loved being on the water and watching the birds and boat traffic. Key Colony Beach is very friendly, walkable, and has a beach. Marathon has lots of good restaurants and things to do. Outstanding job Jorge! Thank you!
Guest favorite

Home in Marathon

4.95 out of 5 average rating, 66 reviews

Ocean View with Dock and Jacuzzi

TerryRating, 5 stars2 weeks ago
Absolutely perfect spot for getting sun and watching the ocean. The sand in the water is very soft, so you really can’t wade it. But there are kayaks available to get out. The house is the best place I have stayed in 20 trips to the Keys.

Waterfront condo rentals

Guest favorite

Condo in Key West

4.94 out of 5 average rating, 35 reviews

Condo de Paradise/Salt Water Pool/Boat Dock

ErinRating, 5 stars3 weeks 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

4.98 out of 5 average rating, 64 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

BarbaraRating, 5 stars3 weeks ago
Absolutely stunning view and glorious place to stay. Carrie has thought of everything - and we felt truly at home. Such comfortable beds, spacious bedrooms and kitchen/living areas. And the designated parking space was a plus! We really hope to return in the future.
Guest favorite

Condo in Duck Key

5 out of 5 average rating, 27 reviews

Oceanfront and Sunrise Views!

NeilRating, 5 stars1 week ago
Everything worked as it should from check in to check out. Great views and peaceful location
Superhost

Condo in Marathon

5 out of 5 average rating, 9 reviews

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

TammieRating, 5 stars37 months ago
Great location! peaceful location perfect for relaxing but close enough for a day trip to Key West. Plenty of toes in the sand type places to eat a short drive away. We had a very lovely stay.
Superhost

Condo in Key West

4.84 out of 5 average rating, 153 reviews

Anchor Drop modern elegance upgrades throughout vi

SamanthaRating, 5 stars2 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, 96 reviews

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

CanRating, 5 stars2 weeks 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.
Superhost

Condo in Marathon

4.88 out of 5 average rating, 24 reviews

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo

SusanRating, 5 stars1 week 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.
Guest favorite

Condo in Key West

4.83 out of 5 average rating, 35 reviews

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

ChadRating, 5 stars3 months ago
This is a great spot close to the airport on Key West. It’s very easy to hop on a golf cart and get to anywhere on the island. It’s also located next to Smather’s Beach which is beautiful! The complex is very private. It has a nice pool area and gym. We felt right at home.

Quick stats about waterfront rentals in Stock Island

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ441 before taxes and fees

  • Total number of reviews

    1.8K 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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