Apartment vacation rentals in Big Pine Key

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Popular amenities for Big Pine Key apartment rentals

Weekly apartment rentals

Guest favorite
The image presents a view from a balcony overlooking the tranquil ocean. Palm trees line the property, and the aquamarine water can be seen in the distance. Nearby, a well-maintained path separates the buildings from the fishing dock.
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.
A well-lit bedroom features two spacious beds with white bedding, positioned beside a nightstand with a lamp. A large window offers natural light, complemented by green walls. A closet and a dresser are visible in the background, enhancing the room's functionality.
Apartment in Islamorada
4.77 out of 5 average rating, 39 reviews

Poolside 2 queen Apartment

JerryRating, 5 stars2 weeks ago
Lovely place on the water, our place had 2 double beds in a bedroom and a large kitchen/den with a microwave and refrigerator. Thumbs up!
A bright room features a casual seating area with a blue sofa and a patterned chair. A dining set with two chairs is positioned beside an open kitchen. The space is enhanced by a ceiling fan and showcases light-colored walls with natural light entering from a window.
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.
A cozy living area is adorned with a teal sofa and a circular side table. A vibrant area rug anchors the space, while large glass doors lead to a balcony, offering views of the outdoors. Natural light fills the room through multiple windows.
Apartment in Key West
4.65 out of 5 average rating, 52 reviews

Charming 1BR two-story apartment with 2 balconies

RickyRating, 5 stars4 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
A spacious living area is presented, featuring a comfortable sectional sofa adorned with decorative pillows. A light-colored coffee table sits in front, complemented by a small plant. Large sliding glass doors allow natural light and provide views of the outdoor space.
Apartment in Marathon
4.92 out of 5 average rating, 13 reviews

Relax with the whole family at this peaceful place

ShirleyRating, 5 stars17 months ago
Place looked exactly like pictures. Quiet and peaceful. Had no issues with anything. Would definitely recommend
A bright living area features a comfortable turquoise sofa and an armchair with tropical patterns. A wooden coffee table is centered in the space. A wall-mounted television provides entertainment options. Light spills in from glass doors leading to an outdoor balcony with views of palm trees.
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!!
A well-lit bedroom features wooden paneling and a spacious bed with a patterned blanket. Shelves filled with books are situated beside the bed. A sliding glass door leads to an outdoor area, while warm lighting enhances the cozy atmosphere.
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!
The open living space features a cozy couch and vibrant armchair, with a seating area seamlessly connected to the kitchen and dining space. Large glass doors offer a view of the balcony and serene harbor, allowing natural light to brighten the room.
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

Private apartment rentals

Superhost
A comfortable room features a spacious bed with crisp white linens, positioned against a coral-themed accent wall. Natural light streams through a window with white shutters. A small dining table and chairs complement a kitchenette area, while a large mirror enhances the sense of space.
Apartment in Key West
4.88 out of 5 average rating, 1,471 reviews

At Mine | Lovely Suite steps from Duval Street

LeoRating, 5 starstoday
Great location. Close to Duval but away from the noise. Very walkable. Excellent communications.
Guest favorite
The entrance to a charming village is marked by an archway adorned with colorful lettering and a distinctive emblem. Lush palm trees line the quiet street, which is paved with bricks, and features colorful buildings along either side.
Apartment in Key West
4.9 out of 5 average rating, 115 reviews

Duval Street Suites with full kitchen heated pool,

GarnettRating, 5 stars3 weeks ago
We had a great stay in the mile zero suite. We were worried at first about the noise since the suite overlooks Duval St, but it wasn’t a problem at all. It was in the perfect location, you could walk to all the great stores and restaurants and a short golf cart ride to the beach. When we didn’t want all the crowds we could just hang out at the pool that felt very private although it was only feet away from Duval st. We loved it, and while we didn’t need anything from Megan during our stay she made sure we knew she was always available. Will definitely look to stay at Duval street suites the next time we visit.
Superhost
A comfortable sitting area features a brown leather love seat and a flat-screen TV. Light streams in through large windows adorned with sheer curtains. Artwork adds a touch of color to the walls, while stone tiles create a smooth floor surface.
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
An outdoor space features a private spa surrounded by tropical greenery. A comfortable sofa and a small table sit under an umbrella, while a planter adds a touch of nature. The area is enclosed by a white fence, providing privacy and a serene environment.
Apartment in Key West
4.95 out of 5 average rating, 311 reviews

Honeymoon Hideaway, King bed, Private Deck & Spa!

RodRating, 5 stars2 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
A spacious bedroom is presented with a king-size bed dressed in a checkered blanket and adorned with decorative pillows. The walls are painted a calming blue, complemented by framed art pieces. Hardwood flooring adds warmth, with an open doorway leading to the adjoining living area.
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
A charming building situated on a bustling street features a wraparound porch adorned with white railings. Palm trees offer shade, and an American flag adds a pop of color. Nearby vehicles are parked along the lively street, showcasing the vibrant atmosphere of the area.
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!
A view from a balcony reveals a calm canal with a clear blue sky above. Palm trees sway gently in the breeze, and various boats are docked along the waterfront. The setting showcases a peaceful neighborhood with homes lining the opposite shore.
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
A private courtyard is displayed, featuring a hot tub, two chairs, and a small table. The entrance to the suite is visible with elegant French doors that open to the interior. Lush greenery enhances the tranquil ambiance, with a striped awning offering partial shade.
Apartment in Key West
4.91 out of 5 average rating, 272 reviews

Starr's Suite - 2 person K Suite w/Private Spa!

ThomasRating, 5 stars1 week ago
Beautiful place Great location Quiet romantic Great central location near Duval street Beautiful pools Great housekeeping everything clean Staff people friendly Highly recommend Gated room wonderful Well laid out Everything you need

Apartment rentals with a hot tub

Guest favorite
A bright living area features light-colored furniture, including a comfortable sofa and armchair. A wooden coffee table is centrally placed. Art displays adorn the walls, enhancing the inviting ambiance. Nearby seating accommodates dining for four, with large windows allowing natural light to flow in.
Apartment in Key West
4.88 out of 5 average rating, 49 reviews

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

DanRating, 5 stars6 days 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
An unobstructed view of the Atlantic Ocean is presented, featuring gentle waves and a sandy beach area. Lush palm trees frame the scene, while lounge chairs are arranged on a sun-drenched patio. Nearby, a set of white stairs leads to the beach, enhancing accessibility.
Apartment in Key West
5 out of 5 average rating, 7 reviews

Partial ocean view studio with king bed

KathyRating, 5 stars1 week 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!!!
A private outdoor area features a thatched Tiki Hut, encompassing a hot tub surrounded by wooden decking. Two wicker chairs and a glass-top table are situated nearby, providing a cozy space for relaxation. Lush greenery can be seen beyond the wooden fence.
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
A modern living area is presented with a comfortable grey sofa and two patterned chairs facing a large sliding door. Natural light fills the space, illuminating a textured wood coffee table and a side table with a lamp. A mounted television displays vibrant sunset imagery.
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
A charming entrance is framed by lush tropical plants and palm trees. The light green door complements the inviting beige exterior of the home. A cozy seating area is situated on the porch, and brick pathways lead through a landscaped yard filled with vibrant foliage.
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
The property is positioned near the shoreline, featuring a modern design with multiple balconies. Lush palm trees frame the exterior, while a landscaped garden adds greenery. The serene ocean can be seen in the background under a twilight sky.
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
A bright living area features a coral-colored sofa, rattan seating, and a flat-screen TV. Natural light floods the space through large sliding glass doors leading to a private balcony with outdoor seating. The adjoining bedroom is visible through an open doorway.
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
A spacious pool area features a large swimming pool surrounded by lounge chairs and vibrant blue umbrellas. Lush palm trees provide shade, and ocean views are visible in the background, enhancing the tranquil atmosphere of the outdoor space.
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 Big Pine Key

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    460 reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    No Name Pub, Kiki's Sandbar Bar & Grille, and Big Pine Rooster

Destinations to explore