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Apartment vacation rentals in Big Pine Key

Find and book unique apartments on Airbnb

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Popular amenities for Big Pine Key apartment rentals

Weekly apartment rentals

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 stars5 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!
Superhost
A shaded tiki hut with a thatched roof stands on the sandy shore, overlooking the calm, blue waters of the Atlantic Ocean. Two palm trees frame the structure, creating a serene beach environment, with gentle waves lapping at the rocks in the background.
Apartment in Key Colony Beach
4.84 out of 5 average rating, 108 reviews

Beachside Unit 22 - Private Beach on Atlantic

AlexisRating, 5 stars1 week ago
Key Colony Beach is truly the gem of the Florida Keys. Staying at Cindy's apartment in the Continental was the perfect fit for my husband and I. The private beach was clean, easy to access, and just steps from the accommodation. The overall vibe here was quiet and peaceful, and the apartment had all the amenities we needed for a 5-day stay. Cindy's space is very clean and well-appointed. This location is perfect for morning walks around the immaculate and safe neighborhood, or short jaunts to Key Colony Inn or Havana Jack's for dinner/drinks. Honestly now, you're already here! What's your hurry? :)
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.
Superhost
A private balcony is furnished with a small round table and two chairs. Lush greenery surrounds the area, creating a serene environment. The white railing provides a classic touch, while the view includes tropical plants and glimpses of nearby buildings.
Apartment in Key West
4.83 out of 5 average rating, 6 reviews

Sailfish Suite on Duval

TabiRating, 5 stars3 weeks ago
We had a great stay! This Airbnb was perfectly located—just steps away from Duval Street, great restaurants, and all the main attractions, but still tucked away enough to feel peaceful and private. The space was clean, comfortable, and had everything we needed for a relaxing stay. The host was responsive and helpful. We couldn’t have asked for a better home base while exploring Key West.
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.
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, 51 reviews

Charming 1BR two-story apartment with 2 balconies

MikeRating, 5 stars1 month ago
I spent 2 nights here. The place was great. Loved the balconies. Location is perfect, close to everything on Duval. Would stay again
A cozy living area is presented with wooden walls and hardwood floors. Seating includes a comfortable couch adorned with a colorful throw and two blue chairs. A wooden coffee table sits in the center, complemented by a large lamp providing warm light. A television is positioned on a wooden console.
Apartment in Key West
5 out of 5 average rating, 11 reviews

Key West Garden Oasis, Best location!

DaveRating, 5 stars1 month ago
This property is certainly the most special place we’ve ever stayed. We spent a lovely month here. The interior is beautiful and very spacious - hand-crafted, with special little touches everywhere. Very thoughtfully equipped, with everything we needed to feel at home. The exterior is sprawling - your own tropical garden, with monsteras growing up into the giant tree - every morning you get to wake up to all of it. The location is fantastic - this end of Duval is quieter, more relaxed and very pretty. We loved spending time walking around the neighbourhood, down to the beach, and over to Rum Bar for a drink on the porch. A five minute walk to the best restaurants on the island (Louie’s bar, Milagro, Little Pearl). We felt very at home here, and would return in a heart beat.
Guest favorite
A comfortable living area is furnished with a tropical-patterned couch, accompanied by a vibrant red coffee table. Decorative artworks adorn the walls, and natural light illuminates the space. A dining area with a wooden table can be seen in the background, while a staircase leads to the upper level.
Apartment in Key West
4.92 out of 5 average rating, 12 reviews

Key West Casa by AvantStay | Week-Long Stays

KristineRating, 5 stars1 month ago
We had the best vacation! Everything about the house was amazing! We felt right at home and had great family time together! Loved the back area! I would say the only slight downfall was the pool /area was smaller than appeared in ad, but all in all was excellent !

Private 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.
An outdoor shower is positioned beside a vibrant mosaic wall, with water cascading down in front of a swimming pool area. Lounge chairs in shades of blue and green surround the pool, complementing the tropical foliage visible in the background.
Apartment in Tavernier
5 out of 5 average rating, 3 reviews

Superb Ocean View w/heated pool, beach, tennis

JustinRating, 5 stars4 weeks ago
Great location. It felt very quiet and peaceful. We didn't have the best weather so we didn't get to enjoy all the amenities of the property but it felt walkable.
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 stars1 week 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!
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!!
Guest favorite
An aerial view captures a coastal area featuring a hotel building alongside a waterway. A sandy beach area with lounge chairs is visible near the water, while lush greenery surrounds the landscape. The scene showcases a calm and inviting atmosphere with clear blue skies.
Apartment in Tavernier
5 out of 5 average rating, 6 reviews

Panoramic Ocean Views, Ocean Pointe Condo

JeffRating, 5 stars3 weeks ago
the host was one of the most thuough people we have had the pleasure to deal with. I would stay here again for sure
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 stars6 days 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

Apartment rentals with a hot tub

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!!!
Top guest favorite
A tranquil beach scene is depicted with clear blue skies and gently swaying palm trees. Soft sand lines the shore, while calm waters reflect the greenery of surrounding mangroves. Beach loungers are positioned on the sand, inviting relaxation amidst a natural landscape.
Apartment in Tavernier
4.97 out of 5 average rating, 86 reviews

Turtles Nest 2 Ocean Point condo

MaryRating, 5 stars4 days ago
We had a great time in Tavernier area. Tina’s place was the perfect setup and the amenities were wonderful. We would definitely stay here again. Thanks for sharing your beautiful condo.
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 stars2 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!
Guest favorite
A bright living area features a comfortable gray sofa, decorative chairs, and a coffee table on a patterned rug. Natural light floods the space through large windows, creating a relaxed atmosphere. A wall-mounted TV and a small desk can also be seen, along with coastal decor.
Apartment in Tavernier
5 out of 5 average rating, 45 reviews

When Paradise is Key: Tropical Oceanfront Condo

RuthanneRating, 5 stars1 week ago
We had a fabulous stay at Michael’s place. It was beautifully decorated with a coastal, relaxing feel. We enjoyed the pool and beach area and all of the amenities the community had to offer. Michael was responsive and helpful. We would highly recommend for your Keys getaway!
Superhost
A modern living area features a clear glass coffee table supported by natural wood elements. Two light-toned armchairs complement a textured area rug, while a media console displays decorative accents. A sliding glass door allows natural light in, alongside minimalistic wall décor.
Apartment in Tavernier
4.67 out of 5 average rating, 3 reviews

Seaside Serenity Brand New Remodeled 2 Bed 2 Bath

TracyRating, 5 stars3 months ago
We had a great stay at this two-bedroom unit! While it’s on the smaller side, it’s been beautifully remodeled with modern, clean, and tasteful decor. The kitchen is fully equipped with all the brand new pots and pans . The living room gets fantastic natural light, and the view from the balcony is great—perfect for enjoying sunsets. We also loved spending time at the pool and hot tub. The location is excellent, with a short walk to the waterfront, which was so peaceful and relaxing. The walls are on the thinner side, so we could hear kids running in the common areas at times, but it wasn’t a major issue. The host truly went above and beyond by shipping back items I accidentally left behind, which we greatly appreciated. Overall, a wonderful experience, and we’d happily stay again!
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