A sunset over a coastal landscape with a small island surrounded by water.

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Stock Island holiday homes

A clear swimming pool with lounge chairs and palm trees.

1. Slice of Paradise

Slice of Paradise
Stock Island
10.0 out of 10, Exceptional, (4 reviews)
"House was clean, what we expected, host responded promptly and accurately, pool was great."
United States
Cathy S.
The price is HK$2,117
HK$4,468 total
includes taxes & fees
13 Sept - 14 Sept
Slice of Paradise
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building in the background.

2. Gone Coastal

Gone Coastal
Stock Island
9.6 out of 10, Exceptional, (22 reviews)
"Great place , clean and close to everything!"
United States
april
The price is HK$2,352
HK$4,772 total
includes taxes & fees
9 Sept - 10 Sept
Gone Coastal
A clear swimming pool surrounded by palm trees and lounge chairs, with a building in the background.

3. Spacious 3-bedroom townhome on Stock Island with resort style pool.

Spacious 3-bedroom townhome on Stock Island with resort style pool.
Stock Island
10.0 out of 10, Exceptional, (7 reviews)
"Perfect for our family trip to Key West. Great location and we enjoyed the pool and nearby restaurants. Easy check in and check out process and clear, timely communication with the owner. "
United States
Samantha P.
The price is HK$2,321
HK$4,729 total
includes taxes & fees
10 Sept - 11 Sept
Spacious 3-bedroom townhome on Stock Island with resort style pool.
A clear swimming pool with lounge chairs and palm trees.

4. Another Day in Paradise

Another Day in Paradise
Stock Island
9.6 out of 10, Exceptional, (4 reviews)
"It was perfect for what we were looking for"
United States
Megan A.
The price is HK$2,344
HK$4,887 total
includes taxes & fees
22 Sept - 23 Sept
Another Day in Paradise
A clear swimming pool surrounded by palm trees and lounge chairs.

5. Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (38 reviews)
"Great to stay. Good places to eat close by."
United States
Robert B.
The price is HK$2,579
HK$5,155 total
includes taxes & fees
7 Sept - 8 Sept
Paradise found
A dining area with a wooden table, woven placemats, and a chandelier.

6. 3-bedroom townhome in Key West with fitness room, WiFi

3-bedroom townhome in Key West with fitness room, WiFi
Stock Island
9.8 out of 10, Exceptional, (15 reviews)
"Great place for 3 couples. "
United States
Emily F.
The price is HK$4,057
HK$8,970 total
includes taxes & fees
6 Sept - 7 Sept
3-bedroom townhome in Key West with fitness room, WiFi
A wooden deck with outdoor seating, a large tree, and a marina with boats in the background.

7. Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (69 reviews)
"We stayed here for our honeymoon and it was perfect. The place was clean and well appointed. The pool right outside was huge and we spent lots of time there. Highly recommend!"
United States
DeAnna Z.
The price is HK$1,305
HK$2,295 total
includes taxes & fees
7 Sept - 8 Sept
Poolside Cottage #411
A wooden deck with a large tree, outdoor seating, and a marina in the background.

8. Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (36 reviews)
"Very pleasant and generally a nice quiet community. "
United States
Julia M.
The price is HK$1,305
HK$2,318 total
includes taxes & fees
15 Sept - 16 Sept
Poolside Cottage #412
A building with a red door, a covered porch, and a bamboo plant in the foreground.

9. Road's End | Prime Old Town Location! Updated Home w/ Pool

Road's End | Prime Old Town Location! Updated Home w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (23 reviews)
"The property was very clean with an excellent location. "
United States
Mike T.
The price is HK$1,104
HK$3,499 total
includes taxes & fees
8 Sept - 9 Sept
Road's End | Prime Old Town Location! Updated Home w/ Pool
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with bar stools.

10. Sea Esta Suite | Located On Iconic Duval w/ Pool

Sea Esta Suite | Located On Iconic Duval w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (53 reviews)
"Located on Duval Street made all points of interest in old town an easy walk."
United States
Rick H.
The price is HK$1,449
HK$5,777 total
includes taxes & fees
15 Sept - 16 Sept
Sea Esta Suite | Located On Iconic Duval w/ Pool
An aerial view of a beach with clear turquoise waters, a sandy shore, and a cluster of umbrellas.

11. Luxury two floor apartment in prime location of famous Duval Street

Luxury two floor apartment in prime location of famous Duval Street
Old Town Key West
9.6 out of 10, Exceptional, (103 reviews)
"Great stay at a great location. Apartment was very clean. Enjoyed the balcony overlooking Duval St. "
United States
Gregory L.
The price is HK$1,529
HK$4,624 total
includes taxes & fees
7 Sept - 8 Sept
Luxury two floor apartment in prime location of famous Duval Street
A patio area with wicker furniture and a grill.

12. Southernmost Retreat | On Duval! With Hot Tub, Patio

Southernmost Retreat | On Duval! With Hot Tub, Patio
Old Town Key West
9.6 out of 10, Exceptional, (33 reviews)
"Awesome place great location communication with host was great would stay here again next time I’m in key west."
United States
Drew L.
The price is HK$2,311
HK$7,338 total
includes taxes & fees
4 Oct - 5 Oct
Southernmost Retreat | On Duval! With Hot Tub, Patio

13. Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The Best VRBO I have stayed in "
United States
Wilbert C.
The price is HK$4,696
HK$11,420 total
includes taxes & fees
8 Sept - 9 Sept
Capmar House at Lunara Bay

14. Aquaria House at Lunara Bay

Aquaria House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (45 reviews)
"Loved the property and the location!! It was perfect for me and the family. Short commute to everything we needed and wanted. I can't wait to go back for the next visit!!"
United States
Chris H.
The price is HK$4,696
HK$11,145 total
includes taxes & fees
13 Sept - 14 Sept
Aquaria House at Lunara Bay

15. The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (27 reviews)
"Great property, terrific hosts - amazing location!"
United States
Jason T.
The price is HK$4,696
HK$11,122 total
includes taxes & fees
8 Sept - 9 Sept
The Seagate Estate at Lunara Bay
A wooden deck with a hanging hammock and a view of a green landscape.

16. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
The price is HK$1,824
HK$4,914 total
includes taxes & fees
7 Sept - 8 Sept
Starlight Serenity - Hideaway w Stunning Views

17. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
"Excellent location - clean, quiet, well-kept community. Boat launch was key for us. Pool and beach looked very nice, but we didn't use. The unit is as described and has a nice patio out back that we used every day."
United States
Cheryl V.
The price is HK$1,235
HK$4,329 total
includes taxes & fees
7 Sept - 8 Sept
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

18. Spindrift House at Lunara Bay

Spindrift House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (35 reviews)
"Great host!"
United States
Mario C.
The price is HK$4,696
HK$11,255 total
includes taxes & fees
8 Sept - 9 Sept
Spindrift House at Lunara Bay
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.

19. SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.8 out of 10, Exceptional, (96 reviews)
"Great location, wonderful hosts!"
United States
Blue Mountain Footwear F.
The price is HK$1,168
HK$3,379 total
includes taxes & fees
7 Sept - 8 Sept
SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A spacious living room with a large L-shaped sectional sofa, a round coffee table, and a staircase leading to an upper level.

20. Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The house is perfect for our family. Access to water, pool and close enough to key west!"
United States
John F.
The price is HK$4,696
HK$11,420 total
includes taxes & fees
8 Sept - 9 Sept
Evershore Estate at Lunara Bay | Wellness Home
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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Top Stock Island Hotel Reviews

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Beautiful hotel,great location and very friendly and helpful staff."
Ann 3-night trip
Posted 3 hours ago
The Reach Key West, Curio Collection by Hilton

Find out more about Stock Island

Stock Island Vacation Homes information

Number of reviews
2
Accommodation
892 Vacation Homes
Lowest Price
HK$10,412
Highest Price
HK$22,125

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