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Featured Condo Rentals in Stock Island

TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!

9.2 out of 10, Wonderful, (165)
"We found the tides on Simonton online and booked it immediately. When we arrived, the check-in process was very easy and the location is very nice. We ate down the street at Duffys twice during our stay and it is an amazing place. I highly recommend their prime rib. we will definitely be back "
TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!

Sunny Condo w/ Entertainment, Balcony, & Great Location Near Beach - Dogs OK

9.4 out of 10, Exceptional, (156)
"2nd time staying here and it never disappoints. Great place to stay and always helpful & very quick to answer when you have questions."
The price is AU$637
includes taxes & fees
11 Dec - 12 Dec
Sunny Condo w/ Entertainment, Balcony, & Great Location Near Beach - Dogs OK

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (797)
"Great condo for family."
Coconut Mallory Resort And Marina By Kees Vacations

Amazingly Transformed in 2022 Luxurious renovation Fantastic Ocean View

8.8 out of 10, Excellent, (109)
"Amazing property & host. Fantastic views & has some great common facilities (pool, hot-water jacuzzi, gym, parking) within the gated compound. Property was as described. Neat, clean & well maintained. Instructions for check-in were clear & smooth. Clean towels, bedsheets, well-stocked kitchenette (with ice-maker in the fridge). We loved the family time there & will definitely recommend a stay at this apartment if you planning to visit Key West! It's around 5-6 mins drive to Doval street - so...
Amazingly Transformed in 2022 Luxurious renovation Fantastic Ocean View

CORONA ~ Adults Only, King Suite with Community Pool at Azul Mansion!

9.8 out of 10, Exceptional, (127)
"Parking on site. The property manager is amazing! Very quiet house, located near everything. "
The price is AU$704
includes taxes & fees
14 Dec - 15 Dec
CORONA ~ Adults Only, King Suite with Community Pool at Azul Mansion!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

10.0 out of 10, Exceptional, (65)
"This was a great spot for our anniversary weekend getaway to Key West! Two blocks off Duval st and central to pretty much everything. The property and room were immaculately clean. The Golden Nugget is quite cozy but perfect for a couple's weekend. "
The price is AU$608
includes taxes & fees
2 Dec - 3 Dec
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

9.8 out of 10, Exceptional, (190)
"Place was everything we need plus some. Well updated and plenty of space! "
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

**SUITE SANCTUARY @ THE BEACH** Oceanfront Condo & Pool + LAST KEY SERVICES...

10.0 out of 10, Exceptional, (9)
"The condo was great. It was stock really well. Brian came and met us showed us Around the condo and gave us some great information. We definitely will stay there again"
**SUITE SANCTUARY @ THE BEACH** Oceanfront Condo & Pool + LAST KEY SERVICES...

FUENTE ~ Adults Only, Spacious Poolview King Suite at Azul Mansion!

9.4 out of 10, Exceptional, (106)
"Brought my girlfriend here for suprise getaway. Place was great! Super clean, easy to get around. Beautiful grounds and close enough to strip but far enough as well. Really had no interactions besides cleaning lady. Would definitely go back, very romantic and quiet venue"
The price is AU$537
includes taxes & fees
18 Dec - 19 Dec
FUENTE ~ Adults Only, Spacious Poolview King Suite at Azul Mansion!

Our Nautical Home in Key West is available for amazing prices Summer of 2023

9.2 out of 10, Wonderful, (95)
"We enjoyed ourselves. Floors were a little dirty though."
Our Nautical Home in Key West is available for amazing prices Summer of 2023

Bright condo with charms of historic Key West - amazing walkable locale

8.6 out of 10, Excellent, (128)
"We were first time visitors to Key West and this property was exactly as advertised. It was right off of Duval Street but we had no noise at night. it was an easy walk to all the bars and restaurants as well as historical sites like the Hemingway and Truman houses. The parking garage was perfect for our vehicle and the building was safe and secure."
The price is AU$1,306
includes taxes & fees
4 Dec - 5 Dec
Bright condo with charms of historic Key West - amazing walkable locale

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

9.4 out of 10, Exceptional, (112)
"Quit little place."
The price is AU$484
includes taxes & fees
1 Dec - 2 Dec
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!

ATLANTIC HIDEAWAY- Key West

9.8 out of 10, Exceptional, (44)
"The unit had anything you would need for staying in or hanging out at the beach. The sheets were exceptional! The pool and jacuzzi area was a beautiful private oasis. The manager was very responsive. We could not have had a better experience!"
ATLANTIC HIDEAWAY- Key West

CLARO ~ Adults Only, Pool View King Suite in Azul Mansion!

9.8 out of 10, Exceptional, (121)
"Room was nice just a bit small only room to walk around the bed. In a good location to everything."
The price is AU$483
includes taxes & fees
30 Nov - 1 Dec
CLARO ~ Adults Only, Pool View King Suite in Azul Mansion!

CORTEZ ~ Adults Only, Poolview King Suite at Azul Mansion!

9.6 out of 10, Exceptional, (113)
"This stay became an adventure. The unit was convenient to everything and served all of our needs. Unfortunately, we had to leave a day early via rental and drive back up to Asheville because of the hurricane disrupting our flight."
The price is AU$470
includes taxes & fees
1 Dec - 2 Dec
CORTEZ ~ Adults Only, Poolview King Suite at Azul Mansion!

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

8.8 out of 10, Excellent, (189)
"Close to everything and not crowded Night walk along the ocean is amazing "
The price is AU$454
includes taxes & fees
4 Dec - 5 Dec
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

The Trinidad | Pool View & Parking

9.2 out of 10, Wonderful, (24)
"The property was in the perfect location for family time and the pool was a great amenity for cooling off after a day of adventure. We traveled with our adult children, their spouses and our 18 month old grandchild. The pool facing balcony was nice and added to the living room space. The large walk-in closet in the primary bedroom was converted into the babies room and was perfect for napping and early bedtime. The tropical grounds were clean and well maintained, parking was never a problem, and...
The price is AU$821
includes taxes & fees
1 Dec - 2 Dec
The Trinidad | Pool View & Parking

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

9.2 out of 10, Wonderful, (84)
"Property was located in a nice private spot. Very nice. Enjoyed our stay. "
The price is AU$933
includes taxes & fees
1 Dec - 2 Dec
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key Wes't Best- Upgraded condo 5 mins to Smathers Beach Fantastic value

9.4 out of 10, Exceptional, (130)
"Enjoyed our stay. Unit was nicely done by rest of property is kind of dated. We would still stay here again. "
Key Wes't Best- Upgraded condo 5 mins to Smathers Beach Fantastic value

Panoramic Ocean: Beach from every window

9.8 out of 10, Exceptional, (295)
"Condo room was perfect- updated full kitchen, plenty of seating, beautiful ocean views, nice bathrooms, plenty of closet/drawer space."
Panoramic Ocean: Beach from every window
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, (104)
"Nice for affordable price "
The price is AU$448
includes taxes & fees
3 Dec - 4 Dec
Aqua Lodges at Hurricane Hole Marina

SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!

10.0 out of 10, Exceptional, (14)
"BOOK THIS BOAT!!!’ TOP 10 vacations ever!!! Hannah was so accommodating and onboarded us to The Grand Admiral. Beautiful marina with easy access to The Perry hotel and bar, making it a very very comfortable stay. And then the excursion 😍!! Captain Jeff made our day exceptional. We encountered dolphins, lounged on the sandbar, and grilled while watching a breathtaking sunset. We will be making this an annual trip! Thank you Captain Jeff for the best day ever."
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!

Luxury 62' Yacht! In a Beautiful Resort

10.0 out of 10, Exceptional, (7)
"Excellent boat, excellent stay. Would love to return."
Luxury 62' Yacht! In a Beautiful Resort
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

How much do condos in Stock Island cost?
Condos in Stock Island range from AU$470 to AU$1,306 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 383 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.