Condo vacation rentals in Sunset Key

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Popular amenities for Sunset Key condo rentals

Weekly condo rentals

Guest favorite
Condo in Key West
4.96 out of 5 average rating, 76 reviews

Key West Paradise Poolside

AmyRating, 5 stars7 months ago
I stayed at the Truman Annex last year for the boat races and loved the location. I decided to rent from Wally this year due to his condo was more open and also had a 2nd bath! He was very responsive when I texted him, the house was very clean and everything was perfect, I highly recommend!
Guest favorite
Condo in Marathon
4.94 out of 5 average rating, 95 reviews

On the water! Marina, Pool, Tiki Bar & Restaurant!

AndreaRating, 5 stars3 weeks ago
Kate was SUPER responsive and available to us if we needed her. The home was beautiful and the decorating was top notch! I loved the interior of the condo and it was sparkling clean! I would definitely stay here again, or at any of her other properties.
Guest favorite
Condo in Key West
5 out of 5 average rating, 6 reviews

Parking, Deck, Pool, Beach, 2 Blocks to Duval St

JamieRating, 5 stars1 month ago
Karen’s place is the PERFECT home for your stay in Key West! The location couldn’t be more ideal, right in the heart of all Key West has to offer and yet so private and quiet. The space was recently renovated and in great condition. Having a washer/dryer in the unit is a huge bonus. Kitchen has all amenities. Karen is an excellent host, quick to respond and willing to offer local suggestions. We would absolutely stay here again!!
Condo in Key West
4.67 out of 5 average rating, 15 reviews

Spacious 2BR Oceanfront | Balcony | Pool

AlettaRating, 5 stars11 months ago
Location Location Location Beautiful condo Excellent view of the sunset and harbor An extra treat was staying next to a military base Be sure to be out on the balcony at 7:55 AM and stay until 8 also be out there at sunset. The only improvement would be to have extra fobs and pool keys for the possible 4 guests on the property Thanks for making your property available guests
Condo in Key West
4.68 out of 5 average rating, 57 reviews

ENJOY THE BEST DEAL IN THE KEYS!!

AndrewRating, 5 stars2 months ago
Great location in Key West, 2 blocks from Green Parrot, Blue Heaven, and Santiago's Bodega, 3 blocks from Duval, Hemmingway House, Lighthouse etc. Condo is beautiful. Loved sitting outside on balcony. Beds were comfy. Kids loved having their own twin beds.
Condo in Key West
4.91 out of 5 average rating, 82 reviews

Ocean Front Suite with Direct Beach Access

TerrenceRating, 5 stars1 week ago
It was a wonderful experience and the amenities and staff were great! Will 100% recommend the on site restaurants dinner menus (PRIME RIB!!). The 24 hr pool and hot tub access were also a nice touch. Allowed us to enjoy water activities during the day, and some cooler experiences in the evening away from the sun!
Condo in Key West
4.79 out of 5 average rating, 14 reviews

Palm Isle: 2nd-Floor Unit, Shared Heated Pool

TonyRating, 5 stars3 weeks ago
Very nice place,easy to find and plenty to do .great location.very clean and very quiet,and peaceful.Ty
Top guest favorite
Condo in Key West
4.94 out of 5 average rating, 64 reviews

Bright Condo in Paradise

GregRating, 5 stars2 weeks ago
Great place with everything you need and in the perfect location.

Pet-friendly condo rentals

Guest favorite
Condo in Key West
4.94 out of 5 average rating, 18 reviews

Chagall’s Corner | Newly Remodeled!

AshleyRating, 5 stars1 week ago
Woooow, this place was nothing short of amazing!! The exact amount of space we needed because we knew we would be out and about most of the day!! Bed was very comfortable and ushered us right to sleep after our flight! Walking distance from literally everything we had on our list to do! We mingled with the locals, listened to live music during dinner, enjoyed the beach at sunset, and learned a little bit about the Bahamian history! This place is literally 2or 3 blocks from the southern most point and the best Cuban coffee at a local restaurant/food truck! 10/10 would definitely recommend!! Already planning our next visit!!
Guest favorite
Condo in Key West
4.97 out of 5 average rating, 73 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

LesleyRating, 5 stars2 months ago
Carrie's place was absolutely beautiful! it was so clean, the beds were insanely comfortable, and there were tons of linens and towels for everyone. We very comfortably fit 8 people into the home with no problems. The view from the balcony is absolutely amazing and we were all blown away. Carrie was extremely responsive and friendly. We were here for our wedding and had our wedding party stay here so it was extra magical. The pool and hot tub is super close, elevator to help with our bags, and the resort itself is gorgeous. 10/10 would stay again. We loved it so so much! Don't miss out.
Superhost
Condo in Marathon
5 out of 5 average rating, 3 reviews

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants

MichaelneuroRating, 5 stars5 months ago
Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.
Condo in Key West
4.76 out of 5 average rating, 146 reviews

Dog Friendly 1BR | Pool | Easy Beach Access

JeffRating, 5 stars5 months ago
This is an ideal location in the heart of Old Town. But it is relatively quiet, facing into a private courtyard. Having an extra half bath is unusual for a one-bedroom. We enjoyed sitting outside. The kitchen worked well so we didn't have to eat out all the time. There is a great Cuban coffee shop right across the street.
Superhost
Condo in Key West
4.84 out of 5 average rating, 232 reviews

Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

DilshadRating, 5 stars2 weeks ago
Absolutely gorgeous place, amazing views, squeaky clean and nicely designed and organized. We enjoyed watching the beautiful sunrise, the yatchs in the marina and the pelicans, from the large balcony! It is right on the water and has all the amenities we wanted, with a great pool and close to many restaurants and main attractions. 5 mins drive to Duval Street. Jennifer was very helpful, friendly and responsive. Will definitely book again and recommend to everyone visiting the area!
Guest favorite
Condo in Marathon
5 out of 5 average rating, 6 reviews

Seashells Getaway - Boat Slip, Ramp, Pool

TaraRating, 5 stars6 months ago
Hello. We Booked this place so I could be in the sun on a lounge chair and husband could fish. It was exactly what we wanted. We were able to hang out together and both get what we wanted. He caught fish like crazy! Place is beautiful and exactly how described. Getting an Uber/lyft was easy. Sombrero Beach was beautiful. Ana was excellent to communicate with. Condo bed was very comfy and the bedroom dark. The use of a cooler and beach chairs was appreciated. Would not hesitate to book again.
Guest favorite
Condo in Key West
4.81 out of 5 average rating, 165 reviews

Balcony, Pool, & Pet Friendly - St. Martin Suite

NatalieRating, 5 stars6 days ago
Very cozy and clean home, loved how everything was super close.
Superhost
Condo in Key West
4.81 out of 5 average rating, 31 reviews

La Maisonnette~ Gated Condominium 1 Block to Duval

KathleenRating, 5 stars3 months ago
This is a BEAUTIFUL condo in a GREAT area with a LOVELY COURTYARD for rest and relaxation. A nice little pool also. Very quiet and easy to get around. It was great to WALK or BIKE RIDE in the area. Would definitely stay there again.

Condo rentals with a pool

Guest favorite
Condo in Key Colony Beach
4.92 out of 5 average rating, 238 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

MikeRating, 5 stars2 weeks ago
We had a great stay at Kim's for our 25 year anniversary. The spot was even better than the pictures. And Kim was a great host, very proactive and extremely helpful. We'll definitely look to stay there again in the near future.
Guest favorite
Condo in Key Colony Beach
4.97 out of 5 average rating, 240 reviews

Keys Breeze Ocean View Condo & Pool - Key Colony

SamuelRating, 5 stars2 weeks ago
Great location, exactly as advertised! The condo was extremely clean when we checked in. The area was quiet and clean. Perfect location in the middle of the keys. Would definitely stay again!
Condo in Key West
5 out of 5 average rating, 4 reviews

2 Bedroom Townhouse Style Condo

KimberlyRating, 5 stars11 months ago
The place was exactly like the pictures. On the water and not far from old town key west. Michael was very responsive and gave us all the information we needed for check in and made sure we were able to check in during a certain time and if not other options were available. Would recommend if you want to stay in key west but far enough away from the busy nightlife and have a quiet night in.
Guest favorite
Condo in Key Colony Beach
4.95 out of 5 average rating, 192 reviews

Keys Time Condo Oceanfront Complex Heated Pool

TamaraRating, 5 stars1 month ago
We loved our stay in this beautiful property. Kim was amazing and so friendly I felt like we were friends for years! The condo was immaculate and the property was beautiful and well maintained. Every person on the property was so nice and engaging too. If you are looking for a quiet relaxing place this is it! Perfect location too! I will stay here again for sure !
Top guest favorite
Condo in Key Colony Beach
5 out of 5 average rating, 16 reviews

Private Beach in Marathons Key Colony Beach

KimberlyRating, 5 stars1 month ago
This was a repeat stay with us at Darene's place, and we will come again. Darene is great with communication and responds quickly. Her place is great! The ocean view never gets old. The beach at the condos is perfect, and the proximity to the pool is also perfect! The condo is nice and accomodating. The beds are very comfortable. We had everything that we needed during our stay, and we can't wait to return again! Thank you Darene!
Guest favorite
Condo in Key West
4.9 out of 5 average rating, 207 reviews

"Abaco" Key West • 2/2 End Unit Waterfront+Dockage

SusanRating, 5 stars1 week ago
The condo was exactly as pictured, clean, quiet and close enough you could walk to some things, I would suggest taking an uber to downtown especially during the summer. The restaurant/bar Mac’s next door has good food. The noise others complain about we could not really hear inside the condo, so not sure why that was mentioned by others. We had a great time, ate some great food and explored a lot of what Key West has to offer. We would definitely stay in this condo again. Thanks Jennifer for sharing your beautiful place with us.
Condo in Key West
4.86 out of 5 average rating, 44 reviews

Corner Unit 2BR | Deck | Pool | W/D

CindiRating, 5 stars2 months ago
Great place to stay ! The listing should include that it is upstairs, didn’t notice that or I would have looked for something else. Very clean and nicely decorated.
Guest favorite
Condo in Key Colony Beach
4.91 out of 5 average rating, 305 reviews

Coastal Key Colony Beach Condo, Oceanfront Complex

VictoriaRating, 5 stars1 month ago
Kim’s condo was PERFECT for our stay, and Kim was an outstanding host. The apartment was clean, comfortable, and well stocked. It is a rarity to find reasonably priced lodging in the keys that has its own charming private beach!! I appreciated that we had access to a kitchen to cook in, outdoor gas grills, and a laundry area (takes $2 in quarters to cycle- bring a little change!). Kim gave us great recommendations on things to do in the area, and even gave me a tour of her incredible garden beds including a bed of pineapple plants! We can’t wait to return.

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