Apartment vacation rentals in Stock Island

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Popular amenities for Stock Island apartment rentals

Weekly 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.
Apartment in Key West
4.62 out of 5 average rating, 21 reviews

Shipyard 297-2 bed 2 bath condo in Truman Annex

KarenRating, 5 stars1 month ago
This is definitely not a “home” but a rental property, having said that the location was PERFECT. It was in the middle of everything. We were able to walk the entire Southern Most Pointe area as we were so close w easy access to Mallory Square, Duvall Street and many of the nearby restaurants and shops. If you’re not looking for the homey extras this is the place to stay. We kept so busy we didn’t have a chance to check out the pool. Parking for our 2nd vehicle was a 15 minute walk by the rum distillery where we were able to leave it overnight 2 nights in a row for $40 a night. The convenience of having a full kitchen plus washer and dryer were nice as well. We would definitely recommend staying here again.
Apartment in Key West
4.65 out of 5 average rating, 52 reviews

Charming 1BR two-story apartment with 2 balconies

RickyRating, 5 stars5 days ago
Our trip to Key West was perfect in large part to our accommodation. The apartment is as close to Duval as you can be…without having to hear the noise of the nightlife! Centrally located to many of Key West’s attractions, we were able to park our car for the night we arrived, until the morning we left. The walkability was amazing! Additionally, the place was spacious, clean, and well appointed. It was truly special and perfect for a couple’s getaway! For the price, you can’t beat it!
Guest favorite
Apartment in Marathon
4.93 out of 5 average rating, 14 reviews

Relax with the whole family at this peaceful place

BriannaRating, 5 starstoday
such a quiet place to have our honeymoon. so cute and the people are so nice. nice area to get away and to explore on your free time. overall just an amazing experience. would do it again and again ❣️
Apartment in Key West
4.86 out of 5 average rating, 7 reviews

Coconut Mallory 2 Bedroom w/ Pool 114

AngeliaRating, 5 stars12 months ago
From beginning to end of trip, the directions were easy, the checkin was fast, and the place was exactly as described! Very comfy and easy to find everything. Left everything as instructed upon leaving, very easy checkout! Will stay again when we come back. Edge of town but easy drive to find everything!!
Apartment in Key West
4.83 out of 5 average rating, 23 reviews

Apartment at Safe Harbor Marina

JuanRating, 5 stars1 week ago
The unit is literally in the marina. Boat slips right outside the front door. Private parking. 10-15 minutes to downtown Key West. Groceries, restaurants, everything is close by. Any message I sent out was answered within minutes. It was a great experience overall. We loved our stay!
Apartment in Marathon
5 out of 5 average rating, 5 reviews

Boot Key Harbor Penthouse

DennisRating, 5 stars2 months ago
Wonderful views, quiet. Clean and had free laundry. Just what we were looking for. Beautiful property with balcony, patio and rooftop deck. Centrally located and close to shopping Good places to eat nearby
Superhost
Apartment in Marathon
4.85 out of 5 average rating, 48 reviews

Little Venice in Marathon (in the Beautiful Keys)

RebeccaRating, 5 stars3 weeks ago
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.

Private apartment rentals

Superhost
Apartment in Key West
4.88 out of 5 average rating, 1,471 reviews

At Mine | Lovely Suite steps from Duval Street

LeoRating, 5 stars1 day ago
Great location. Close to Duval but away from the noise. Very walkable. Excellent communications.
Guest favorite
Apartment in Key West
4.91 out of 5 average rating, 116 reviews

Duval Street Suites with full kitchen heated pool,

CalvinRating, 5 stars1 week ago
Phenomenal place to have when you want to just walk around and enjoy the souther most point will definitely consider this location again on my next trip
Superhost
Apartment in Key West
4.77 out of 5 average rating, 145 reviews

Mango Hideaway @ the Eyebrow House off Duval

KeithRating, 5 stars1 month ago
We enjoyed our stay in Key West! The apartment is lovely & was very clean. Reviews said it was so small…it is but we needed nothing else so it was perfectly fine for us. We enjoyed eating on the deck & having a siesta in the afternoon heat. The apartment is quiet & removed from the hub bub of Duval St yet is 1 block off Duval so an easy walk to most anything (except a grocery). We took advantage of the free bus when we were tired of walking so much or the heat. #1 recommendation-Moon Dog Cafe!!! Always busy & always a waiting line but definitely worth it!
Guest favorite
Apartment in Key West
4.95 out of 5 average rating, 311 reviews

Honeymoon Hideaway, King bed, Private Deck & Spa!

RodRating, 5 stars3 days ago
This hideaway was just what we were looking for. The space is tight, but there are inventive storage solutions to help . The private hot tub was really nice. Would stay again if back in Key West.
Superhost
Apartment in Key West
4.86 out of 5 average rating, 58 reviews

Lovely Apartment *Key West Best Locations *Sunrise

TerenceRating, 5 stars1 month ago
From start to finish, our stay at this Airbnb was absolutely fantastic! Our host was incredibly responsive, answering any questions promptly and making sure we had everything we needed. Their hospitality truly made the experience seamless and enjoyable. The apartment itself was spotless—immaculately clean, well-maintained, and thoughtfully stocked with all the essentials. It felt like a home away from home, with cozy touches that made our stay extra comfortable. The location couldn’t have been better! We were within walking distance of tons of amazing restaurants, cafes, and stores, making it incredibly convenient to explore and enjoy the area. Whether you’re looking for a quick bite, a shopping spree, or a relaxing evening out, everything is right at your doorstep. I highly recommend this Airbnb to all my friends and anyone looking for a top-notch place to stay. If you’re considering booking, don’t hesitate—you won’t be disappointed!
Superhost
Apartment in Key West
4.83 out of 5 average rating, 235 reviews

#204 Key West Suites

ArthurRating, 5 stars1 month ago
Fantastic place to stay!
Apartment in Key Colony Beach
4.86 out of 5 average rating, 7 reviews

A slice of paradise!

HeatherRating, 5 stars1 month ago
Don't underestimate the HUGE benefit of having unlimited access to the Cabana Club! This is a big perk with a private beach, pool and snacks. Really nice on days that you want to just chill with your family and relax. The house itself if amazing inside and has a great spot on the canal. Perfect if you want to rent a local boat or bring your own. The location is walkable to several parks and there are walking paths around the area. Farmers market and several restaurants are walkable. Really nice location! The process and the host were top notch. We are very picky about our rentals and we were impressed from start to finish...we will stay here again!
Guest favorite
Apartment in Key West
4.87 out of 5 average rating, 713 reviews

Duval Balcony - Suite Mischief

JakeRating, 5 stars2 weeks ago
Reached out later on in the day for a sporadic trip to key west, immediate response from thomas with clear instructions. Quaint room in the best location, lots to do within walking distance. Really enjoyed our stay, we recommend it!

Apartment rentals with a hot tub

Guest favorite
Apartment in Key West
4.88 out of 5 average rating, 50 reviews

Castaway Cove: Pet-friendly 2/2 condo near beach!

DanRating, 5 stars1 week ago
A great spot for our family of five. Easy access to old Key West and all the local attractions. Great pool and hot tub to relax in after a long day of walking around. The condo was very well stocked and had everything we needed. Thanks for making our time in Key West so comfortable!
Guest favorite
Apartment in Key West
5 out of 5 average rating, 7 reviews

Partial ocean view studio with king bed

KathyRating, 5 stars2 weeks ago
This place is beautiful! Right on the ocean, with plenty of chairs & loungers to hang out and watch the ocean. Its on the quieter side of the island, but still plenty of nearby bars & restaurants. A walk up Duval street will have everything you ever want to see, hear, buy or eat! Check in was easy, the room was very clean. There are french doors you can open up and get beautiful ocean views & a nice breeze. Beautiful spot! I'd come back!!!
Apartment in Key West
4.68 out of 5 average rating, 122 reviews

Hot Tub & Pet Friendly - Royal Palm

Michael MehrlRating, 5 stars2 weeks ago
We previously stayed on this property in the upstairs apt and liked the convenience to everything. Across the street is Ramshead Live. Down the block is Blue Heaven and other amazing restaurants. This space is secluded and we loved the hot tub. The bed was also very comfortable.
Top guest favorite
Apartment in Key West
5 out of 5 average rating, 40 reviews

Newly Renovated 2/2 Bath Condo, with shared pool

CherylRating, 5 stars3 weeks ago
The condo is super clean and nicely appointed with everything we needed. We didn't cook much, but has what is needed if we would have wanted to. The beds were comfortable. It is next to the airport, however, there were no late night flights to disturb us. The last commercial airplane was at 9 p.m. We enjoyed watching them take off and land in the morning while drinking coffee on the balcony. We would definitely come back and stay!
Superhost
Apartment in Key West
New place to stay

Heron Hideaway

RobertRating, 5 stars3 weeks ago
Sofya's place was perfect for my parents! They absolutely loved it. The space was cozy, well-maintained, and had all the comforts they needed. Sofya was also very responsive and helpful. Highly recommend for anyone looking for a great stay!
Superhost
Apartment in Key West
5 out of 5 average rating, 4 reviews

Hyatt Windward Pointe! Great Location!

MelissaRating, 5 stars1 month 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 Key West
4.75 out of 5 average rating, 4 reviews

The Samana Cay | Tropical, Airy Retreat w/ Private

SarahRating, 5 stars3 weeks ago
We had an amazing stay and will be back. Super clean, great pool and right next to the ocean walk. There's a little grocery right on the property and it's very easy to get everywhere you need to be from this spot. Great place to stay.
Superhost
Apartment in Key West
5 out of 5 average rating, 4 reviews

Henry's Penthouse On The Ocean

LindaRating, 5 stars4 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.

Quick stats about apartment rentals in Stock Island

  • Total rentals

    60 properties

  • Nightly prices starting at

    ﺩ.ﺇ661 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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