Search Vacation Homes in Stock Island

  • 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

Check prices for these dates

Compare 675 Vacation Homes in Stock Island with updated reviews, rates, and availability.

Feb 2-5 spec 279.lodg. + extras Close to beach w full kitchen. & patio

9.6 out of 10, Exceptional, (212)
"Great location. The room met our needs. It was clean and comfortable. The owner did a great job of communicating everything we needed to know. Everything was walkable, which we appreciated. "
Feb 2-5 spec 279.lodg. + extras Close to beach w full kitchen. & patio

Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach

9.0 out of 10, Wonderful, (158)
"Our stay was great. Marilyn provided us with all necessary information. The house itself is very clean but tiny. It is good for a couple or two people. It was perfect for our needs ! :)"
Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach

DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!

9.2 out of 10, Wonderful, (188)
"This was a great property. Nice and quiet. Gated for privacy. Would use again and will recommend. "
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!

A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!

9.8 out of 10, Exceptional, (76)
"Located 1 block away from Duval Street. Property Manager answered our few questions almost immediately. We enjoyed the pool and ease of checking in and out. Centrally located by everything. I would recommend if you need 3 bedrooms downtown. Off street parking for one car is also included. "
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!

Captain's Daughter: Oversized home for the whole family w/private pool & dock

9.8 out of 10, Exceptional, (122)
"Our stay was absolutely incredible. The condo was bigger than we were expecting so we had plenty of room to spread out and relax. The property management website was super helpful and the customer service was amazing as well! Nothing but good reviews from everyone who stayed there!"
Captain's Daughter: Oversized home for the whole family w/private pool & dock

LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!

9.6 out of 10, Exceptional, (209)
"We loved the location of the Lady Admiral and were able to walk to any of the places we wanted to see. The pool was also a great amenity to have. I would highly recommend this listing if you are looking to enjoy your Key West vacation."
LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!

NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool

10.0 out of 10, Exceptional, (10)
"This was the perfect spot to walk to most places in old town! The beds were very comfortable and the rooms were spacious. We loved being able to enjoy the quiet back yard and pool. There is a resident rooster who does a great job of patrolling the parking lot and may be an alarm clock for some. We did have a hiccup with checking in- we were provided the wrong code and it took a few times to get ahold of the host. But the host was always very friendly and helpful. We also found small bugs...
The price is SAR 2,836
SAR 5,162 total
includes taxes & fees
6 Apr - 7 Apr
NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

9.8 out of 10, Exceptional, (90)
"Clean, roomy, comfortable. Adequate seating and dishes for 6 adults. Great mattresses and pillows. "
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

Cudjoe Cottages, swimming pool, just 20 miles from Key West

8.8 out of 10, Excellent, (133)
"My sister and friend from north Alabama and my youngest daughter and I decided on a last minute mini vacation. We found this little gem of a place while looking for places to stay in the Keys. Although it could use some TLC, we found the property to be clean, well-stocked and perfect for a short stay, some family time, rest and relaxation. We truly enjoyed our stay and would definitely consider staying here again,"
The price is SAR 1,107
SAR 2,355 total
includes taxes & fees
13 Mar - 14 Mar
Cudjoe Cottages, swimming pool, just 20 miles from Key West

BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!

9.6 out of 10, Exceptional, (69)
"I could not suggest anything that could have made this place any better (someone to peel grapes and feed them to me?) really ideal on every front location accommodations cleanliness communication all 10!"
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!

Conch Cove - 3br/3ba with private heated pool and private parking

10.0 out of 10, Exceptional, (5)
"Great location, clean and loved the heated pool! Rick was so accommodating and he and his staff were so kind! Would stay there again! "
The price is SAR 2,998
SAR 6,035 total
includes taxes & fees
18 Mar - 19 Mar
Conch Cove - 3br/3ba with private heated pool and private parking

Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location

10.0 out of 10, Exceptional, (7)
"Richard was great, place was clean and great location! Would come again for sure!"
The price is SAR 1,783
SAR 3,878 total
includes taxes & fees
12 Mar - 13 Mar
Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location

Tropical Key West out of the way

9.4 out of 10, Exceptional, (160)
"We've stayed many places in Key West, including other Coral Hammock properties, hotels, Shipyard and Duval square condos - this was the most 'turn key' property that we have stayed in. It was ready to go with paper towel, toilet paper, soap...even bottled water and a bottle of wine in the refrigerator. The closet had beach towels, a cooler, some pool toys, family games, and some fishing poles. The kitchen had all the necessities, and there were several condiments in the cupboard - salt &...
Tropical Key West out of the way

Island Chic: Luxury 3-Bedroom Waterfront Home with Private Pool AND Dock!

9.8 out of 10, Exceptional, (119)
"My husband and I stayed at this lovely three-story home with two other couples. The home is well furnished and well stocked and immaculate. We thoroughly enjoyed the outdoor deck and pool area for cocktails, playing cards or just relaxing. We would definitely stay again!"
Island Chic: Luxury 3-Bedroom Waterfront Home with Private Pool AND Dock!

The Flower Power House - Boho Beautiful

2.5 star property
8.8 out of 10, Excellent, (26)
"We truly enjoyed our stay at the Flower Power House! The house was awesome, in a great neighborhood and had everything we needed! The property manager was very pleasant, responsive and accommodating! We will definitely return the next time we are in Key West! Thank you! "
The Flower Power House - Boho Beautiful

3-bedroom townhome in Key West with fitness room, WiFi

2.0 star property
10.0 out of 10, Exceptional, (1)
"The home was very clean and well-appointed. Hosts were very responsive."
3-bedroom townhome in Key West with fitness room, WiFi

Private Secluded Ocean View & Pool Near Key West

8.4 out of 10, Very Good, (86)
"Nice property. We enjoyed our stay."
Private Secluded Ocean View & Pool Near Key West

Luxury two floor apartment in prime location of famous Duval Street

9.6 out of 10, Exceptional, (75)
"We loved the location and style of this apartment. Perfect for small families or couples. "
The price is SAR 1,482
SAR 3,188 total
includes taxes & fees
1 Apr - 2 Apr
Luxury two floor apartment in prime location of famous Duval Street

Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!

9.8 out of 10, Exceptional, (221)
"2nd year staying at this property will boook again. 5 start accomodations and location"
The price is SAR 3,748
SAR 7,125 total
includes taxes & fees
27 Mar - 28 Mar
Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!

Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

8.0 out of 10, Very Good, (3)
"Had everything we needed. Great location. Generally comfortable, but the sofa bed was really old, did not lay flat, and was almost unusable. That said they just need to pick up a new one because otherwise the place was really good and if you do not need the sofa bed, I would definitely recommend it."
The price is SAR 972
SAR 1,942 total
includes taxes & fees
12 Mar - 13 Mar
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
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, (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 SAR 460
SAR 1,146 total
includes taxes & fees
12 Mar - 13 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 SAR 634
SAR 1,041 total
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.