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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Stock Island vacation homes

A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.

1. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Stock Island
9.6 out of 10, Exceptional, (137 reviews)
"I can't say enough about how wonderful this property is or the host."
United States
Linda
The price is ￥37,688
￥86,804 total
includes taxes & fees
Oct 20 - Oct 21
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
A clear swimming pool with lounge chairs and palm trees.

2. 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 ￥39,679
￥89,360 total
includes taxes & fees
Oct 20 - Oct 21
Slice of Paradise
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, (8 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 ￥42,665
￥93,034 total
includes taxes & fees
Oct 20 - Oct 21
Spacious 3-bedroom townhome on Stock Island with resort style pool.
A living room with a ceiling fan, a TV mounted on the wall, and a sofa.

4. Poolside Paradise

Poolside Paradise
Stock Island
The price is ￥46,790
￥101,173 total
includes taxes & fees
Oct 20 - Oct 21
Poolside Paradise
A clear swimming pool with lounge chairs and palm trees.

5. 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 ￥62,434
￥118,594 total
includes taxes & fees
Oct 28 - Oct 29
Another Day in Paradise
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, (16 reviews)
"Great place for 3 couples. "
United States
Emily F.
The price is ￥81,775
￥174,800 total
includes taxes & fees
Oct 30 - Oct 31
3-bedroom townhome in Key West with fitness room, WiFi
A wooden deck with a large tree, outdoor seating, and a marina in the background.

7. Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (37 reviews)
"Wonderful stay. Thank you."
United States
shannon b.
The price is ￥26,310
￥47,831 total
includes taxes & fees
Oct 25 - Oct 26
Poolside Cottage #412
A wooden deck with outdoor seating, a large tree, and a marina with boats in the background.

8. Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (70 reviews)
"I loved having the pool right outside the door! It was extremely clean and perfectly located for our needs. I really enjoyed sitting outside in the evenings. I would absolutely stay here again and recommend it to others!"
United States
Cristy D.
The price is ￥26,310
￥47,831 total
includes taxes & fees
Oct 20 - Oct 21
Poolside Cottage #411
A swimming pool with lounge chairs, palm trees, and a view of the sunset over the water.

9. One Bedroom Suite | Beachside Resort

One Bedroom Suite | Beachside Resort
Key West
10.0 out of 10, Exceptional, (8 reviews)
"Great property, room was amazing!"
United States
Daris Y.
The price is ￥26,705
￥47,703 total
includes taxes & fees
Oct 27 - Oct 28
One Bedroom Suite | Beachside Resort
Living Area

10. 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 ￥94,654
￥230,177 total
includes taxes & fees
Oct 25 - Oct 26
Capmar House at Lunara Bay
A white two-story house with a balcony and a swimming pool.

11. Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is ￥121,388
￥246,068 total
includes taxes & fees
Oct 25 - Oct 26
Capmar House by Brightwild Huge Home Pool
A living room with a beige sofa, a white coffee table with a plant, and a view through glass doors to an outdoor area.

12. Waterlane House at Lunara Bay

Waterlane House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (38 reviews)
"Everything was great"
United States
Justin S.
The price is ￥94,654
￥230,177 total
includes taxes & fees
Oct 20 - Oct 21
Waterlane House at Lunara Bay
Property Overview

13. Aquaria House at Lunara Bay

Aquaria House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (46 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 ￥94,654
￥230,177 total
includes taxes & fees
Oct 25 - Oct 26
Aquaria House at Lunara Bay
Pool Deck with Lounge Chairs

14. The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (29 reviews)
"Great property, terrific hosts - amazing location!"
United States
Jason T.
The price is ￥94,654
￥230,177 total
includes taxes & fees
Oct 21 - Oct 22
The Seagate Estate at Lunara Bay
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with bar stools.

15. 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, (56 reviews)
"Located on Duval Street made all points of interest in old town an easy walk."
United States
Rick H.
The price is ￥29,202
￥117,380 total
includes taxes & fees
Oct 29 - Oct 30
Sea Esta Suite | Located On Iconic Duval w/ Pool
Property Overview

16. Spindrift House at Lunara Bay

Spindrift House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (35 reviews)
"Property was good would stay here again!"
United States
Richard K.
The price is ￥94,654
￥230,177 total
includes taxes & fees
Oct 21 - Oct 22
Spindrift House at Lunara Bay
Property Overview

17. Suncoast House at Lunara Bay

Suncoast House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (43 reviews)
"Beautiful House, super clean, perfect location "
United States
carlos s.
The price is ￥94,654
￥257,179 total
includes taxes & fees
Oct 20 - Oct 21
Suncoast House at Lunara Bay
A spacious living room with a large L-shaped sectional sofa, a round coffee table, and a staircase leading to an upper level.

18. Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
9.8 out of 10, Exceptional, (30 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 ￥94,654
￥230,177 total
includes taxes & fees
Oct 21 - Oct 22
Evershore Estate at Lunara Bay | Wellness Home
A spacious dining area with a long table, multiple chairs, and large windows offering a view of the outdoors.

19. Palmgale Estate at Lunara Bay

Palmgale Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (14 reviews)
"Loved the fact that each bedroom had a private bathroom. This house is great for large family. "
United States
Sari v.
The price is ￥126,258
￥304,762 total
includes taxes & fees
Oct 25 - Oct 26
Palmgale Estate at Lunara Bay
An outdoor seating area with wicker chairs and a round table, surrounded by greenery and a view of the water.

20. The Starboard House at Solaire Lunara Bay

The Starboard House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend"
United States
Mack D.
The price is ￥157,862
￥355,368 total
includes taxes & fees
Oct 20 - Oct 21
The Starboard House at Solaire Lunara Bay
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"It was my first time to Key West with friends and we didnt know where to stay but we are glad we choose the Blue Flamingo. We had a late arrival from Miami and checked in about 130am which was quick and easy. Our room was clean, comfy beds, great AC 👌 since we were exhausted from traveling. We stayed 3 nights and enjoyed the pool. This location had security on-site for the parking lot also. We felt safe at night. I liked the scent of the front lobby. We didnt get a chance to enjoy any of the restaurants on property. We have no complaints and I would return."
Andrea 3-night trip
Posted 2 hours ago
Blue Flamingo Resort Key West

Find out more about Stock Island

Stock Island Vacation Homes information

Number of reviews
461
Accommodation
892 Vacation Homes
Lowest Price
￥47,703
Highest Price
￥355,368

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