
Apartment vacation rentals in Big Pine Key
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Top-rated apartment rentals in Big Pine Key
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Popular amenities for Big Pine Key apartment rentals
Weekly apartment rentals

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

Washer & Dryer, Near Downtown - Mesa House, Dos
Perfect location to all of our favorite places. Host was super responsive with all needs.

Beachside Unit 22 - Private Beach on Atlantic
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? :)

Shipyard 297-2 bed 2 bath condo in Truman Annex
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.

Sailfish Suite on Duval
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.

Duval Street Suites with full kitchen heated pool,
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.

Charming 1BR two-story apartment with 2 balconies
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!

Key West Garden Oasis, Best location!
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.
Private apartment rentals

"O" Fish Ally Paradise @Ocean Isle Fishing Village
Beautiful development, loved the fishing dock and the pool. It was close to grocery stores and restaurants.

Superb Ocean View w/heated pool, beach, tennis
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.

Poolside 2 queen Apartment
Motel typique, spacieux pouvant accueillir une famille de 4 personnes. Convivial. Idéal famille : piscine, barbecues, Terrain de volley. Je suppose qu’il y a d’autres activités… je n’y suis pas resté assez longtemps pour les découvrir

Relax with the whole family at this peaceful place
Place looked exactly like pictures. Quiet and peaceful. Had no issues with anything. Would definitely recommend

Coconut Mallory 2 Bedroom w/ Pool 114
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!!

Panoramic Ocean Views, Ocean Pointe Condo
the host was one of the most thuough people we have had the pleasure to deal with. I would stay here again for sure

Apartment at Safe Harbor Marina
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!

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
Apartment rentals with a hot tub

Partial ocean view studio with king bed
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!!!

Turtles Nest 2 Ocean Point condo
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.

Newly Renovated 2/2 Bath Condo, with shared pool
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!

When Paradise is Key: Tropical Oceanfront Condo
Très joli appartement dans une résidence avec une belle piscine Belle étape sur la route des keys

Seaside Serenity Brand New Remodeled 2 Bed 2 Bath
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!

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.

The Samana Cay | Tropical, Airy Retreat w/ Private
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.

Henry's Penthouse On The Ocean
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
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