
Apartment vacation rentals in Key West
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Top-rated apartment rentals in Key West
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Popular amenities for Key West apartment rentals
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.

When Paradise is Key: Tropical Oceanfront Condo
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!

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.

Marina & Ocean Front Suite 5202
Great communication, easy to get into. Clean apartment and comfortable beds. Loved the Hugh swimming pool and beach area. Lots to do in the area. “Theater of the sea,” was excellent. Many great restaurants in the area. Would definitely recommend this place and stay again.

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.

Downtown KeyWest 2Bed Oceanfront
Samantha was an amazing host and her place was also amazing. The immediate communication from Samantha was so nice and with recomendations on things to do as well. I'm ready to start planning my next trip there.
Apartment rentals with air conditioning

*NEW* Sea La Vie - Pool & Beach
We couldn't be happier about staying at Yuni's place. It was exactly as the photos describe. The kitchen had everything needed to prepare whatever meals we wanted. There were more than enough towels for both bathing and for the pool/beach. The location was perfect to enjoy the Keys. We were close to many adventures and sight-seeing destinations. And there are many great restaurants within a short drive or even walking distance. We would definitely stay here again. Hats off to Yuni.

Casa Caribe 2bed2bath sleeps 6 beautiful decorated
Judy’s place was one of my favorite we’ve stayed at. She was extremely responsive and helpful. She went above and beyond to accommodate us and we couldn’t be more grateful. Thank you for making our trip so wonderful Judy!

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? :)

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA
Laurie's place was immaculate. Perfect location and perfect for families. She provided us with everything we needed including great communication. I highly recommend staying here when visiting to the Keys.

At Mine | Key West Suite steps from Duval Street
This tucked away place is in a sneaky great location, walkable to everything but away from the hustle & bustle. The customer service was excellent from start to finish, would definitely recommend!

Dock POOL Kayaks Bikes Beach2mi WalkToStores
Danielle was an incredibly communicative & accommodating host, which made our stay even more enjoyable. The apartment was spotless, spacious, and exactly as described—if not better. The outdoor space was absolutely beautiful and even more impressive than the photos. Our kids had an amazing time spending their days outsid whether it was fishing off the dock, kayaking, lounging in the sun, playing with the games thoughtfully packed in the closet, or swimming in the pool. The location is perfect close to great restaurants, shops, and excursions. If you're looking for a relaxing getaway in the Keys, I highly recommend booking this place. We had the best time and can’t wait to come back! 😎🌴

Atocha Cottage at Harbor Walk Hideaways | 2 Blocks
Rick and the rest of the staff were amazing and answered any questions I had. We had a situation and Rick came and helped us with it. I would definitely book with him again.

Cozy Keys Efficiency 8a
Truly a hidden gem. A beautiful cozy hideaway in the keys, took me back to the old days on Marathon. Perfect for a quick getaway from winter. Great hosts.
Weekly apartment rentals

Key West Beachside 1400sf, 2 Bedroom Condo
The stay here was great! Very clean, great location/on property amenities, and quick communication. Would definitely recommend to a friend!

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.

Sombrero Beach 2 bedroom apartment close to Beach!
We had a wonderful time. The beds were so comfortable. we slept so well. The place looked exactly like the pictures. it was really easy to check in, and we enjoyed being close enough to Sombrero Beach that we could walk or bike there comfortably. It was a nice home away from home. The washing machine wasn't working when we arrived, but Jeanine sent someone to fix it right away. He wasn't able to fix it. Jeanine bought a new washing machine and had it delivered within a few days. We really appreciated her prompt response. We would definitely stay here again

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.

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
I spent 2 nights here. The place was great. Loved the balconies. Location is perfect, close to everything on Duval. Would stay again

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.
Quick stats about apartment rentals in Key West
Total rentals
330 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
18K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
190 properties have a pool
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