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Featured Condo Rentals in Stock Island

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (807)
"Great property for families. Only downside - if you have a room about be, you can hear everything. So ask for higher rent rates m. Great location, spacious chairs nod and super clean. Loved self cater/clean unit!! "
Coconut Mallory Resort And Marina By Kees Vacations

Chagall’s Corner | Newly Remodeled!

9.6 out of 10, Exceptional, (8)
"We enjoyed our stay. The place was nice and clean. It was exactly what we expected. "
The price is AU$803
includes taxes & fees
2 Apr - 3 Apr
Chagall’s Corner | Newly Remodeled!

SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

9.8 out of 10, Exceptional, (77)
"Our room was perfect for the short stay.Finding a parking spot was a little challenging but once we found a spot and got settled we ventured out to explore the area.We will definitely recommend to our friends and family."
The price is AU$799
includes taxes & fees
2 Apr - 3 Apr
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

Duval Delight | Recently Remodeled Condo on Duval!

9.6 out of 10, Exceptional, (10)
"The property was exactly as deceived. Clean and right on Duval Street. We are coming. Ack in April and will try to stay here again. "
The price is AU$1,237
includes taxes & fees
27 Mar - 28 Mar
Duval Delight | Recently Remodeled Condo on Duval!

STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!

9.8 out of 10, Exceptional, (85)
"We had an amazing stay at Stripes for a girls trip. The house was clean and lovely and perfect for a group. We enjoyed the heated pool and the second floor balcony was a great place to enjoy a coffee in the morning or happy hour. The street was quiet but an easy walk to all of the entertainment of Duval Street. There is a great coffee shop around the corner which we enjoyed everyday. Everyone on the trip commented that they would stay there again. 10 out of 10!"
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!

La Brisa - Ocean Views Across from Smathers Beach

10.0 out of 10, Exceptional, (123)
"Excellent, we will stay everytime we come to Keywest. Love the view. Would not stay anywhere else.The owner was very helpful and got back to us quickly anytime we needed anything! The condo was quiet, and the others at the condo were quiet and thoughtful of everyone staying there!"
La Brisa - Ocean Views Across from Smathers Beach

Tranquility by Smathers and 10 minute bike downtown Key West value savings

9.4 out of 10, Exceptional, (106)
"The property was very clean, is convenient to Key West “Old Town” and is adjacent to the airport. My wife and I stayed there with friends. We used the 2nd bedroom and our friends used the master. Bedding in the 2nd bedroom isn’t great, but was okay for a short stay. If I owned the unit I would definitely update the mattress in the 2nd bedroom. The unit needs some repairs, especially to the closet doors. The closet doors in the master br were the only ones that closed properly. One funny...
Tranquility by Smathers and 10 minute bike downtown Key West value savings

Private Parking & Near Downtown - Sea Breeze

9.4 out of 10, Exceptional, (36)
"Excellent location -you really can’t do better. Management company is excellent and readily available. Linens and kitchen equipment all plentiful. We had a problem with the refrigerator and it was promptly dealt with. Would def stay here again. "
The price is AU$1,276
includes taxes & fees
1 Apr - 2 Apr
Private Parking & Near Downtown - Sea Breeze

Oceanfront Marina Condo With All Luxuries

9.8 out of 10, Exceptional, (140)
"I stay here, if available when visiting Key West. The condo is fantastic, the location is superb."
Oceanfront Marina Condo With All Luxuries

Leo’s Lodge | Newly Updated!

8.0 out of 10, Very good, (4)
"The property is well maintained. The room and property were clean. Staff is top notch and very helpful with any need. Highly recommend this property! Close to deval and the night life."
The price is AU$587
includes taxes & fees
23 Mar - 24 Mar
Leo’s Lodge | Newly Updated!

Penthouse Beach Ocean Views- Live the Dream

9.6 out of 10, Exceptional, (233)
"We thoroughly enjoyed the condo, its surroundings and location. Pool, beach area and convenient location to Smathers beach were excellent! Unit was very clean and well furnished. Beds were a little firm for our liking, but unit was very clean and well stocked. We can't wait to return!"
Penthouse Beach Ocean Views- Live the Dream

Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi

10.0 out of 10, Exceptional, (287)
"Wonderful and quiet. "
Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi

Galleon Resort beach hotel luxury in Old Town Key West

9.8 out of 10, Exceptional, (126)
"the location is great. Ed was easy to communicate with on all items. Rooftop area is awesome for a private sunset watch. The 1 Bedroom unit had everything we could need for stay and the ability to walk everywhere is a big plus while also being in a quiet corner."
Galleon Resort beach hotel luxury in Old Town Key West

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

9.4 out of 10, Exceptional, (74)
"Enjoyed our short stay - only negative was the connecting door / noise transmission with the adjoining unit"
The price is AU$610
includes taxes & fees
11 Mar - 12 Mar
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Luxury Waterfront at Galion Resort in Old Town

9.6 out of 10, Exceptional, (81)
"The only complaint would be the garden tub. Very hard to get in to get a shower!!! Especially when you have short legs"
Luxury Waterfront at Galion Resort in Old Town

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (122)
"The property was lovely and very peaceful and quiet. It was delightful to take a dip in the warm pool after a busy day at Dry Tortugas N.P. or mid-day between shopping and going to dinner. The kitchen was very convenient for preparing a light breakfast or lunch"
The price is AU$600
includes taxes & fees
13 Mar - 14 Mar
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

Ocean Front Presidential Suite | Beachside Resort

10.0 out of 10, Exceptional, (2)
"Our 3-bedroom suite was spacious and we loved the fact that there was a washer/dryer in the suite and a well stocked kitchen. The heated pool was great! Parking convenient."
The price is AU$1,929
includes taxes & fees
1 Apr - 2 Apr
Ocean Front Presidential Suite | Beachside Resort

Andy’s Attic | Budget-Friendly!

9.0 out of 10, Wonderful, (6)
"Good experience overall nice to have a kitchenette pool area was lovely"
The price is AU$581
includes taxes & fees
19 Mar - 20 Mar
Andy’s Attic | Budget-Friendly!

THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!

9.4 out of 10, Exceptional, (3)
"Great accommodations. Perfect location."
The price is AU$860
includes taxes & fees
13 Mar - 14 Mar
THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!

Private Balcony & Parking - Villa Positano

8.2 out of 10, Very good, (10)
"Very nice and clean property in a fantastic location,"
The price is AU$1,345
includes taxes & fees
23 Mar - 24 Mar
Private Balcony & Parking - Villa Positano
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Stock Island

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (121)
"We enjoyed the small deck that allowed us to watch the boat activity. The shower was so slick it was dangerous to use. It was a little inconvenient to either walk on the short gravel path or walk on the decking and step over all the hoses that were used by the fishing boats. Overall, it was about what we expected from the web site description."
The price is AU$710
includes taxes & fees
20 Mar - 21 Mar
Aqua Lodges at Hurricane Hole Marina

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

10.0 out of 10, Exceptional, (3)
"I didn’t really know what I was getting into, but I’m glad I didn’t cancel. This was such a beautiful experience to have shared with just myself. The bed was comfortable and I slept really well both nights. The second night, I had to rent a kayak from the marina (40) to get to the house. It was a beautiful sunset paddle. It’s easy enough, but even as an experienced paddler, it’s about 20 minutes . I had to leave around 5am to catch my flight and paddled back to the marina in pitch black. It was...
The price is AU$447
includes taxes & fees
31 Mar - 1 Apr
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

10.0 out of 10, Exceptional, (4)
"Was just a teaser initial trip to Key West but staying on the water was awesome! Beautiful views and great amenities. Kevin and Captain Philip were great throughout the whole process including great local recommendations! One thing to note, if you are 6’ plus, will need to watch your head and the steps downstairs require concentration. As a shorter person (barely 5’!) it all worked perfectly for me! Look forward to staying again and taking the boat out next time! "
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do condos in Stock Island cost?
Condos in Stock Island range from AU$581 to AU$1,929 per night. These stays offer plenty of space for the entire family at a price that fits your budget. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Stock Island?
Claim your holiday time and pick from 389 condos in Stock Island. For work-related travel, a weekend escape and everything in between, Expedia can help you find an ideal stay in just a click or two.
What is there to do in Stock Island near my condo?
You’ll find loads of awesome things that’ll fill up your itinerary in Stock Island. Make tracks to top attractions like Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park. Higgs Beach, Key West Aquarium and Boca Chica Nude Beach are other highlights.