Search Stock Island Condo Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

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, (801)
"Great location, clean, and good customer service. wish they had fishing rods and more to do around the property, and the AC didn't keep the upstairs cool, very hot up there at night. overall, happy about the stay."
Coconut Mallory Resort And Marina By Kees Vacations

Sunrise 308-2BR/2BA condo near beaches with pool, parking, balcony

10.0 out of 10, Exceptional, (4)
Sunrise 308-2BR/2BA condo near beaches with pool, parking, balcony

Atlantic Paradise Found modern luxury Best pool in Key West fine finishes

9.4 out of 10, Exceptional, (120)
"The condo is absolutely gorgeous, and so big, I wanted to invite some other people!! Lol. On the listing, it should definitely specify very clearly that you can walk down the steps that is attached to the balcony and be right on the sand from your own place"
Atlantic Paradise Found modern luxury Best pool in Key West fine finishes

KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Shared Pool, Scarlet Mango Inn!

10.0 out of 10, Exceptional, (56)
"Great location Great bed and bedding"
The price is AU$873
includes taxes & fees
8 Jan - 9 Jan
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Shared Pool, Scarlet Mango Inn!

Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.

9.8 out of 10, Exceptional, (10)
"We really enjoyed our stay. The refrigerator wasn’t working but they tried to inform us when we were in flight and we worked with property management to make it right. They were there to fix it as soon as the part was in. Great pool and beach access (walking). Comfortable for our family"
Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.

**THE LARK’S LANDING @ SUNRISE SUITES** Condo & Pool + LAST KEY SERVICES…

9.8 out of 10, Exceptional, (12)
"We had a wonderful time staying here. Communication with the property manager was excellent; they were always willing to help. The unit was immaculate. When we arrived, they had all the lights on and music playing. They even left a yummy gift in the fridge. I would recommend this property and will be back. "
**THE LARK’S LANDING @ SUNRISE SUITES** Condo & Pool + LAST KEY SERVICES…

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

9.8 out of 10, Exceptional, (126)
"Nice property, quiet location with amenities nearby!"
The price is AU$805
includes taxes & fees
6 Jan - 7 Jan
CLARO ~ Adults Only, Pool View King Suite in Azul Mansion!

Top floor amazing view Toms Chicken Coop awaits your next stay. Best value

9.8 out of 10, Exceptional, (132)
"!"
Top floor amazing view Toms Chicken Coop awaits your next stay. Best value

Casa Papa Del Mar Ocean Front 1800 Atlantic spectacular view and Island charm

9.4 out of 10, Exceptional, (159)
"The ocean views from the unit, especially to the south and west, were absolutely stunning, particularly at sunset. The pool and spa were impeccably maintained, and we never had trouble finding a lounge chair or umbrella to relax by the pool. Our only concerns were the check-in process—there was no welcome packet, and we didn’t receive keys or a door remote initially. After calling a few times, someone from the rental agency arrived and delivered them to us. The unit itself was beautifully...
Casa Papa Del Mar Ocean Front 1800 Atlantic spectacular view and Island charm

Luxury Waterfront at Galion Resort in Old Town

9.6 out of 10, Exceptional, (80)
"From the friendly staff to the awesome amenities and view, the Galleon exceeded our expectations!"
Luxury Waterfront at Galion Resort in Old Town

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

9.0 out of 10, Wonderful, (16)
"This condo was in a great location away from touristy areas. The area was quiet and had plenty of parking. The condo was excellent! It had two full bedrooms and bathrooms with a washer and dryer. Communication from the host was amazing. Highly recommend!!!"
The price is AU$960
includes taxes & fees
8 Jan - 9 Jan
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

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

9.6 out of 10, Exceptional, (117)
"Fantastic loved this place!"
The price is AU$531
includes taxes & fees
6 Jan - 7 Jan
CORTEZ ~ Adults Only, Poolview King Suite at Azul Mansion!

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

10.0 out of 10, Exceptional, (285)
"We’ve been to KW many times, first time staying in the Truman Annex. Truly the best location! Brucie’s is perfect for two. Susan is a great host, great communication. Everything we needed was provided. Location, pool, bikes, shareware to Fort Zack Beach, short walk to water front. We loved it all. Hoping we can book this again in 2025❤️❤️"
Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi

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

9.8 out of 10, Exceptional, (95)
"Five star location, very beautiful and spacious property. Huge community kitchen, great parking, plus the AC WAS INCREDIBLE! We will be back for sure"
The price is AU$873
includes taxes & fees
7 Jan - 8 Jan
CAPTIVA ~ Adults Only, King Suite with Community Pool at Azul Mansion!

Cozy, Dog-Friendly Townhome with Shared Pool & Courtyard - Walkable Locale

9.4 out of 10, Exceptional, (175)
"The condo was nice and the courtyard was well maintained. The pool was smaller than it looked but very clean."
Cozy, Dog-Friendly Townhome with Shared Pool & Courtyard - Walkable Locale

Elegant Condo with Entertainment & Private Parking - Great Central Location

8.8 out of 10, Excellent, (149)
"Fantastic location for walking to all the festivities on Duval Street"
The price is AU$760
includes taxes & fees
16 Jan - 17 Jan
Elegant Condo with Entertainment & Private Parking - Great Central Location

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

9.4 out of 10, Exceptional, (115)
"The property was great and as advertised. Overall location was very good in terms of proximity to Duval St, museums etc. Truman st can get very busy but ended up not being an issue. Would recommend the Inn to friends. "
The price is AU$571
includes taxes & fees
2 Jan - 3 Jan
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!

FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!

9.4 out of 10, Exceptional, (109)
"Easy location and overall peaceful neighborhood. Surprisingly peaceful for how close it is to main roads"
The price is AU$586
includes taxes & fees
4 Jan - 5 Jan
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!

FLOR DE CANA ~ Adults Only, Poolview Queen Suite at Azul Mansion!

9.8 out of 10, Exceptional, (116)
"This was a perfect spot to be. Walkable and clean. "
The price is AU$665
includes taxes & fees
4 Jan - 5 Jan
FLOR DE CANA ~ Adults Only, Poolview Queen Suite at Azul Mansion!

Harbor House Suite A | 4 Bed, 4 Bath

9.8 out of 10, Exceptional, (7)
"Harbor House was the perfect place for a girls weekend in Keywest. It’s right off of Devaul and Mallory’s Square which made it very easy and walkable around the entire island. The place was extremely clean and had everything you need. The best part was the size of the rooms, we couldn’t tell which was the master bedroom, because they were all so nice and had their own bathrooms! It was the perfect place. The front gate was jammed when we first got there, so we had a slight problem accessing...
The price is AU$3,533
includes taxes & fees
4 Jan - 5 Jan
Harbor House Suite A | 4 Bed, 4 Bath
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.
Don't see what you're looking for?
See all available properties in Stock Island
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Stock Island

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (108)
"Family had a great time "
The price is AU$562
includes taxes & fees
8 Jan - 9 Jan
Aqua Lodges at Hurricane Hole Marina

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

9.8 out of 10, Exceptional, (16)
"Staying on the Grand Admiral was really awesome for my wife and I. The location at Perry Marina was exceptional. The whole process was very easy, working with Kathy for booking, Stephanie for check-in and Captain John for our charter, everything went smooth. "
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

9.0 out of 10, Wonderful, (32)
"Peaceful and paradise!"
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
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$531 to AU$3,533 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 381 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.