Stock Island Holiday Rentals

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Holiday Rentals in Stock Island

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (106)
"Nice for affordable price "
The price is AU$597
includes taxes & fees
12 Jan - 13 Jan 2025
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!

5 star resort living w/ pool! Family sized w/ full kitchen & great views!

7.6 out of 10, Good, (13)
"Had alot of fun on this Classic...Host was very kind."
The price is AU$1,078
includes taxes & fees
13 Jan - 14 Jan 2025
5 star resort living w/ pool! Family sized w/ full kitchen & great views!

LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!

9.8 out of 10, Exceptional, (78)
"Don't overthink it - just do it and the rewards will follow - Boat - well cared for Marina - very well appointed Hotel - fantastic - Stuttle helped make it easier to get to town You are off the beaten path of the craziness of Duval which is both nice and frustrating depending on your vision for the time there - RECOMMEND the boat out for the over night worth every penny! "
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!

Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach

10.0 out of 10, Exceptional, (232)
"House was very clean and nicely decorated. The house was centrally located to all Key West activities. Host was also very responsive. "
Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (358)
"very clean, was able to park the car and walk to where we wanted to go. I would stay again."
The price is AU$514
includes taxes & fees
9 Jan - 10 Jan 2025
Steps from Duval, Pool on Site & Bikes Included!

Poolside Cottage #411

10.0 out of 10, Exceptional, (33)
"Really nice place to stay. We had a pleasant stay and the property was great "
The price is AU$848
includes taxes & fees
8 Jan - 9 Jan 2025
Poolside Cottage #411

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (29)
"The property was great and the host was very responsive to communication. "
34’ Catamaran Sailboat

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

8.8 out of 10, Excellent, (204)
"I recently stayed at this property and had a generally pleasant experience. The property itself is nice and well-maintained, with a great location that adds to its appeal. The surrounding area is excellent, making it convenient and enjoyable. However, there were a few downsides to my stay. The internet was not working, which was quite inconvenient. Additionally, while the property is good overall, it could benefit from having a few more amenities. The bathroom, in particular, could use some...
The price is AU$638
includes taxes & fees
2 Jan - 3 Jan 2025
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

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$692
includes taxes & fees
4 Jan - 5 Jan 2025
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!

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$665
includes taxes & fees
2 Jan - 3 Jan 2025
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!

RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!

9.6 out of 10, Exceptional, (172)
"We stayed at Riptides this last week. Centrally located, this efficient unit is nestled right into the neighborhood just a few streets off of Duvall. It is still very quiet while close to action. Check in and communication with our host Whitney was great! Comfy bed, little kitchen and easy stay. It lived up to the positive ratings!"
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

9.4 out of 10, Exceptional, (214)
"Very clean. Could use some updating such as fresh paint. "
The price is AU$1,164
includes taxes & fees
9 Jan - 10 Jan 2025
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (219)
"Perfect location with sunset views and kayaking "
The price is AU$1,204
includes taxes & fees
7 Jan - 8 Jan 2025
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

The Crystalmarine Suite – Rustic Luxury on the Sea

10.0 out of 10, Exceptional, (2)
"This VRBO is a dream for those looking to escape the hustle and bustle of everyday life. With its unique location, it provides a perfect blend of adventure and relaxation. Whether you're looking to reconnect with nature or simply unwind in a beautiful setting, this floating house offers an unparalleled experience."
The price is AU$1,425
includes taxes & fees
4 Jan - 5 Jan 2025
The Crystalmarine Suite – Rustic Luxury on the Sea

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

9.6 out of 10, Exceptional, (82)
"Great trip with 16 people for a 50th birthday party. Host was very helpful and informative throughout the trip. Great for large groups."
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

The Caroline Suite | 1 bed, 1 bath condo w/shared pool

9.4 out of 10, Exceptional, (12)
"Place was clear, ready, and in a great area. If your looking for a good place in key west this is it"
The price is AU$1,005
includes taxes & fees
11 Jan - 12 Jan 2025
The Caroline Suite | 1 bed, 1 bath condo w/shared pool

Bahama Village studio @ the Galleria!

9.6 out of 10, Exceptional, (10)
"The property was great. It was nice and quiet, close proximity to everything. We enjoyed our stay. The kitchen are came very nicely equipped. "
Bahama Village studio @ the Galleria!

Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing

9.8 out of 10, Exceptional, (117)
"This has been our go to place to stay while in the keys. We love the pool, hot tub and beach. My boys can walk right out into the beach and start fishing. It is out of the hustle and bustle but not too far out. Highly recommend!"
Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing
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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Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1539)
"We celebrated 28 years of marriage here and it was everything we hoped for. The view of the ocean was beautiful, the people were friendly and kind, and amenities exceeded our expectations."
The price is AU$613
includes taxes & fees
8 Jan - 9 Jan 2025
Oceans Edge Key West Resort, Hotel & Marina

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1008)
"Our experience with customer service was outstanding—truly remarkable in every sense. They genuinely prioritize customer happiness, not just in one aspect but in every conceivable way. From check-in to our entire stay and even the checkout process, we felt valued and cared for. We did encounter a minor issue with the restaurant, but Regina went above and beyond to rectify it. Her dedication made a significant difference, and we left feeling completely satisfied. If you're looking for a quaint,...
The price is AU$514
includes taxes & fees
5 Jan - 6 Jan 2025
The Perry Hotel & Marina Key West

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2204)
"Southernmost was great from the renovated rooms/baths to the staff who were all SO accommodating! The pools are nice, it is lovely to have restaurant/bars on site! A great experience!"
The price is AU$849
includes taxes & fees
12 Jan - 13 Jan 2025
Southernmost Beach 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.