
Beachfront holiday rentals in Stock Island
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Top-rated beachfront rentals in Stock Island
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Popular amenities for beachfront rentals in Stock Island
Pet-friendly beachfront home rentals

Endless Summer
We very much enjoyed our stay, the house was as expected based on previous reviews & pictures. The location was perfect for us to access from Key Largo to Key West easily. The pool was nice & the kids had fun snorkeling off the back dock & looking for all kinds of wildlife both on land & in the water with their flashlights after dark. We found the sunsets at the house to be better than what we experienced in Key West. If you need beach chairs and/or beach umbrella, we recommend you rent those.

Paradise Cove!30ft Dock Pool BBQ
Had a great week at Yunis place! Her house was extremely clean and had everything we needed and more especially for cooking which was nice. She had probably the most comfortable bed, sheets and pillows I’ve ever used. I loved how it was clutter free and didn’t have any breakable decorations down low around since we had our two toddlers with us. The pool was the perfect size for us and it was great to relax outdoors. We even saw Manatees swim up to the dock. 10/10 would recommend this spot.

Private Ocean Oasis by Key West, Florida
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!

Beachfront Villa - Florida Keys
We had a great stay at Loretta’s place. The location offered a good jumping off point to explore the keys. The beach nearby along with canal access and kayaks was a huge plus. The garden area was nice though the mosquitos were intense. The place accommodated our group of 7 ppl well and everything was clean and well furnished. Overall, the place worked great for our group and we’d stay again!

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach
Great place to stay for family vacation or guys fishing trip. Plenty of dock space to park the boat and easy access to the Atlantic. House is clean and all amenities worked as they should. Would definitely recommend to a family or friend. Mary was a great host who provided all information without even requesting it.

Gorgeous Ocean View Home!
We had an amazing time with our family and a beautiful Easter dinner with our friends. The location is perfect to travel all of the keys as it's just over an hour to Key West and Key Largo. The sun rose over the top floor guest bedroom with such a beautiful view of the water every day. Morning coffee with the view was awesome. Evenings spent wrapped on the couch watching movies with really nice big TV and unwinding. Sitting down by the water in evenings before sunset hanging with family watching niece play in sand was great too. Highly recommend.

Vibrant Beachfront Villa
Maidelin’s beach villa was exactly what our small family needed for a quick getaway.

Coco Plum Waterfront Hideaway Home in Marathon
Fantastic stay, and a fantastic host! They went out of their way to make sure we had everything we needed for our stay.
Beachfront home rentals with a pool

Keys Island Villa - Venture Out Home 354
Fantastic stay w great views. House made us feel right at home. place was in gated community. it felt safe and well maintained. Fun to walk around in the evenings.

Sandbox
The stay experience exceeded our expectations. The only recommendation would be to have a listing of recommended restaurants, beaches, boat rental places, etc to go see in both Marathon and key west. We visited key west and found out afterwards where we should have gone.

Conch in the Treetops at The Beach
Our unit was perfect for what we needed. It was stocked with everything we couldn’t bring with us in travel (chairs, towels, coolers, etc). The condo amenities were also everything we needed and the pool/on site beach were amazing. Our host was very proactive in communicating check-in details and offering support/recommendations whenever we needed it.

Magical Sunrises on the Atlantic, Upgraded Condo &
I wanted a relaxing getaway for the weekend and this was it! Can’t say how much we enjoyed our stay! We had our 21y/o twins with us. Condo was clean & spacious. It had what we needed to make breakfast each morning. Location is everything and this provided the quiet you want on vacation while still being close to the activity. We spent mornings touring Key West. Each afternoon we came back to sit by the pool and relax until dinner. We plan to return next winter for another stay.

Tiki Time in Cudjoe Key 136
Pretty view and well stocked

Brisa Del Mar by AvantStay | Ocean Front Community
Very cute condo. The location was great, we had an ocean view which was wonderful. It was easy to find. It was perfect for a couples getaway. Beds were comfortable but the pillows were not. AC can’t go below 75.

Hyatt Beach House-Quiet Key West Spot!
Close enough and not too far away from Key West exploration. The concierge was friendly and very eager to accommodate, front desk staff were helpful and very pleasant. The restaurant next door, Tavern N Town at the Beachside Resort, had a nightly happy hour with great cocktail service from Mr. George and delicious tapas - shrimp tacos, conch chowder, calamari, roasted cauliflower. The rental was fully stocked with all dishes & utensils needed. No issues with parking or anything else. Very enjoyable stay.

Betty's Place
The house was very cozy and a nice place to come home to after a hot day in Key West. The kitchen appliances were nice, the community pool and sports areas were enjoyable and we had a great time riding the bikes around the neighborhood. Overall a cute, relaxing and refreshing space to spend time with family.
Private beachfront home rentals

Waterfront with Boat Lift/Kayaks and Hot Tub
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!!

Waterfront 35’ Dock,80’ pool,20 min Key West
We had a great stay! House was neat and tidy and in a great location.

Florida Keys Oceanside Utopia
We spent an amazing week in the house of Kelly and Shane. The location on the waterfront is unbeatable and the house itself is super convenient, nicely remodeled and has a very cozy feel to it. We spent days in a row fishing from the dock, prepared our catch of the day on the bbq on the terrace, and caught shrimp at night which served as bait for the next day. There are great beaches, restaurants, and all kinds of day trips at hand if you wish to leave the property ;). Kelly and Shane are great hosts, with tons of tips - they clearly love the area and put great effort in the maintenance of the house and dock. They are super quick and easy in their communication and all three of us (me, husband and our 12 year old son) look forward to staying at their property again!

Glimmer Glass oceanfront condo by Rent Key West
Pictures don’t do this place justice, from the moment we arrived we felt at absolute peace due to the spacious balcony and being very clean overall. Would definitely recommend for anyone who wants a quiet and relaxing getaway!

P36 - Charming and immaculate 2 Bedroom, 2 bathroo
Great place! Very spacious, nice dock and out door and area to enjoy with the pool! It was nice having a large deep freezer for ice and fish!

Chiquita Waterfront Home
My family and I really enjoyed this home the pictures do not do it justice it’s beautiful. The owners are very responsive and we were even able to check in a day early ! The canal was awesome , a boat is a must and so much fun. We saw manatees and iguanas. The private pool was fun all together a great experience.

Luxe Waterfront Keys Cottage- with Jacuzzi
Super nice place to stay. Very comfortable.

Sailfish Dream on Cudjoe Key-28 day minimum
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.
Quick stats about beachfront rentals in Stock Island
Total rentals
20 properties
Nightly prices starting at
₹34,287 before taxes and fees
Total number of reviews
360 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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