
Apartment holiday rentals in Big Pine Key
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Big Pine Key
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Big Pine Key apartment rentals
Weekly apartment rentals

"O" Fish Ally Paradise @Ocean Isle Fishing Village
Ocean Isles is a beautiful property. Very quiet and calm. Everyone we encountered was so friendly. Great views! Nice amenities and property had box of fun extras…we had to leave a couple behind to add to the stash. Great communication. We definitely will be booking again in the future.

Poolside 2 queen Apartment
We had a great time at Breezy Palms with just me and my daughter! The poolside apartment was so squeaky clean, tidy, and just lovely. The bed was very comfortable. We had everything we needed. We will definitely be back with the entire family.

Duval Corner - Pet friendly with Balcony
We had a great time in Key West and love that we had the option to bring our pups while we stayed here! Was so happy to discover the sofa is a pull out sleeper. The host was able to accommodate a last minute change of plans, which we are so grateful for. There was always an open free parking spot on the street. The location was a short walk to everything you’d want to see! Thank you for a great stay and going above and beyond to accommodate us!

Relax with the whole family at this peaceful place
Came for a week and were pleasantly surprised how centrally located it was. Walking distance to Publix and Walgreens! There’s lots to do in area. Check in was very easy. The walk into building on the one side was blocked by construction but you can get into inside of building on both sides so not big deal at all. Parking was right out front of screened porch which made coming and going easy. She had chairs in closet to take to beach which we were thankful for. She always responded to questions fast and was very helpful. Even with construction the areas very quiet. We didn’t spend lot of time at condo as we had family in town . 2 of grown kids came in for few days to stay with us and we were comfortable with 4 adults. Freezer has ice maker but we bought extra ice for drinks . We enjoyed our stay and would love to come back to stay here again! Recommendations: bike works in marathon had best deals on evokes and great way to get around!

Apartment at Safe Harbor Marina
This is our second time staying at this location and it honestly couldn’t be any better. The people around the marina are very friendly and inviting and the host is very responsive. We look to return soon.

Boot Key Harbor Penthouse
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

Charming, updated home near Duval St.
The apartment was easy to book, easy to find and easy to access. It is in the middle of the island (east-to-west), just off Duval St. (the main drag), so it is very convenient. I rented a bicycle for transportation during my stay, and the fenced, gated, secure patio was the perfect parking spot when I was "home." The interior was clean, comfortable and beachy. It had everything I needed with the expected luxury-accommodation quality. Do note that there is no dishwasher or clothes washer/drier, but I knew this ahead of time, so it was no problem. The management office is just around the corner, and they have a nice service where you can drop off your luggage for day-storage if you arrive prior to check-in time.

Endless Bay Views, Sues Promise Islamorada FL
Absolutely awesome spot. The dock is a little reef itself and is covered in parrotfish, grouper, and snapper. Easy docking! Couldn’t have asked for anything more.
Private apartment rentals

Shipyard 208-6 condo in Truman Annex-2 bed 2 bath
This place is great in Key West. It's close to bars and restaurants but removed enough to be quiet at night. Just get bikes and the island is yours! Lovely place with space for all you need.

At Mine | Lovely Suite steps from Duval Street
We absolutely LOVED our stay here. The location on Angela St was the perfect walking or biking distance from Duval St without it being too noisy at night! The rooms were super clean and smelled great! They let us put our luggage in their storage room when we got there early so we could begin exploring! The pool was leisurely and the perfect temperature! There are tons of good restaurants and bars in the area! 10/10 HIGHLY RECOMMEND this place. We will most definitely be back!

Duval Street Suites full kitchen Old Town with hea
The location of the apartment could not have been in a better place. Easy access to the apartment from the rear of the building through the parking lot in Pool area to the front of the apartment on Duval Street. The apartment was immaculately kept. The bed and the pullout couch was very comfortable

Duval Balcony Spanky's Retreat
Cool vibe, great location, excellent value.

#204 Key West Suites
Great spot, Everett was easy to get ahold of and we were able to check in early by messaging them.

Duval Street Suites full kitchen, free parking, &
Was a super great location and a beautiful room, Had a bit of a problem in the middle of the night but she rushed right over when we let her know and she solved it right there and then super worth it will definitely stay again

Duval Balcony - Suite Mischief
Can’t say enough good things about Tom this place. He was responsive and friendly with any question we had. Location was great for exploring Key West. Felt like you were in the middle of everything but still private. The deck was fantastic to sit on and watch Duval Street. We can’t wait to stay again.

Starr's Suite - 2 person K Suite w/Private Spa!
Great location! Super close to duval street but really private. We rented a scooter and went everywhere. I do recommend emptying out the air dehumidifier if you’re staying a couple of nights so it’s always running. We would love to stay again
Apartment rentals with a hot tub

Castaway Cove: Pet-friendly 2/2 condo near beach!
This is exactly the kind of stay we were hoping for. The building is in a very quiet and safe area. About a 10 min and $15-20 uber to Duval st. The space was very clean and spacious for our group of 3 + dog. The pool was never crowded and the general store in walking distance has everything you need. THE VIEW OF THE SUNSET IS UNMATCHED! Do yourself a favor and stay at Mike’s place if you ever find yourself on island time.

Hot Tub & Pet Friendly - Royal Palm
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.

Newly Renovated 2/2 Bath Condo, with shared pool
We loved our stay with Teri and Scott! Nice location convenient to the airport. Beautifully renovated. Was just what I needed for a group of 4-6. Thanks again yall!

Heron Hideaway
We loved our time here! Place was super cute and felt just like home. Super clean and close to everything. Host was flexible with out check out time which we really appreciated. Would love to stay here again. Thanks again!

Hyatt Windward Pointe! Great Location!
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.

Henry's Penthouse On The Ocean
The Condo was spacious, beautiful, well furnished, very clean and the location was perfect. Henry was great to work with. We rented a golf cart and traveled almost everywhere in Key West by golf cart.

The Galleon Resort - Key West
Very nice place and Craig was very easy to deal with.

Downtown KeyWest 2Bed Oceanfront
Samantha was a great host. We had to call the front desk for extra bedding and to fix the ac, they were extremely helpful and fulfilled our requests within minutes. We would stay here again. Location is close to everything so walking was a breeze.
Quick stats about flat rentals in Big Pine Key
Total rentals
10 properties
Nightly prices starting at
$64 SGD 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, National Key Deer Refuge and The Big Pine Key Flea Market
Destinations to explore
- Key West Holiday rentals
- Florida Keys Holiday rentals
- Miami Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Central Florida Holiday rentals
- Seminole Holiday rentals
- Tampa Holiday rentals
- Rentals with a kayak Big Pine Key
- Rentals with a patio Big Pine Key
- Villa rentals Big Pine Key
- Smoking-friendly rentals Big Pine Key
- Fitness-friendly rentals Big Pine Key
- Pet-friendly rentals Big Pine Key
- Family-friendly rentals Big Pine Key
- House rentals Big Pine Key
- Cottage rentals Big Pine Key
- Rentals with a firepit Big Pine Key
- Rentals with pools Big Pine Key
- Beachfront rentals Big Pine Key
- Rentals with a hot tub Big Pine Key
- Family-friendly rentals Big Pine Key
- Waterfront rentals Big Pine Key
- Rentals with a washing machine and dryer Big Pine Key
- Rentals with outdoor seating Big Pine Key
- Rentals with beach access Big Pine Key
- Flat rentals Monroe County
- Flat rentals Florida
- Flat rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom