Stock Island Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Stock Island vacation rentals

Front of property

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (186 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
Aqua Lodges at Hurricane Hole Marina
Apartment | 2 bedrooms

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
Grand Marina Suite by Brightwild Waterfront
Pool

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great house and location. We have found our rental for our yearly stay in Key West. "
United States
Elizabeth F.
Paradise found
Outdoor pool

47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.6 out of 10, Good, (37 reviews)
"The location was fabulous, due to the hotel’s amenities. Ie the hourly transport to downtown.pools and restaurants. The accommodations were a bit dated but adequate. The host responded immediately to our request! "
United States
Leigh P.
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Marina

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (60 reviews)
"Friendly host and unique location"
United States
Scott
Living the Dream Key West Style
Beach

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (32 reviews)
"Good condo and staff help me out on phone with me till we found the condo. "
United States
Raamkumaran
Grand Marina Suite - Poolside & Waterfront Condo
Property grounds

Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (7 reviews)
Docked in Paradise
Miscellaneous

Resort Chic on the water Perry Marina

Resort Chic on the water Perry Marina
Stock Island
Resort Chic on the water Perry Marina
Property grounds

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Stock Island
10.0 out of 10, Exceptional, (22 reviews)
"Great spot , only a short drive downtown. Condo was excellent, clean and kept up beautifully. Had everything you needed and was a great place to spend the week"
United States
William H.
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Property grounds

Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.6 out of 10, Exceptional, (5 reviews)
"A unique location with all you need"
United States
Stefanie S.
Waterfront & Heated Pool - Away Awai Floating Villa
Outdoor dining

Living Life Dockside

Living Life Dockside
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"This place was welcoming to pets & humans alike, what a place."
United States
Stephen R.
Living Life Dockside
Pool

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, (5 reviews)
"Location, pool, comfy beds. Will definitely return and recommend to others "
United States
janet n.
Spacious 3-bedroom townhome on Stock Island with resort style pool.
Pool

Slice of Paradise

Slice of Paradise
Stock Island
10.0 out of 10, Exceptional, (1 review)
"As beautiful as the photos"
United States
Sheila S.
Slice of Paradise
Private kitchen

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Stock Island
9.0 out of 10, Wonderful, (2 reviews)
"We thoroughly enjoyed our stay on "Somewhere" and the excursion was the highlight. The Yacht Club was also fantastic - great pool and we had a chance to meet fellow boaters and joined them for yoga. The boat was more spacious than we thought. "
United States
Michelle C.
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Miscellaneous

Affordable, Adventurous Houseboat on-the-water in Key West Florida

Affordable, Adventurous Houseboat on-the-water in Key West Florida
Stock Island
Affordable, Adventurous Houseboat on-the-water in Key West Florida
Marina

Cozy Houseboat

Cozy Houseboat
Stock Island
Cozy Houseboat
Outdoor pool

Charming 1-Bedroom, Sailboat in wonderful Key West

Charming 1-Bedroom, Sailboat in wonderful Key West
Stock Island
6.8 out of 10, (3 reviews)
"Loved the experience of sleeping on a boat. We laughed every night trying to get in/out of the bed. The free shuttle to town was great. "
United States
Brian
Charming 1-Bedroom, Sailboat in wonderful Key West
Dining

Key West Luxury Houseboat

Key West Luxury Houseboat
Stock Island
8.8 out of 10, Excellent, (10 reviews)
"This was our first houseboat vacation and it didn’t disappoint! We love seeing all the hustle and bustle of Key West but loved coming back to our peace and tranquillity each night and waking up and having coffee on one of the decks! We will definitely do it again!"
United States
Trish R.
Key West Luxury Houseboat
Marina

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
Stock Island
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely amazing place to stay… better than we imagined! The host, Tom was fantastic and made us feel right at home. We loved the views and the amenities, Truely an awesome place to stay!"
United States
John C.
Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
Outdoor pool

Gone Coastal

Gone Coastal
Stock Island
9.8 out of 10, Exceptional, (21 reviews)
"Great place , clean and close to everything!"
United States
april
Gone Coastal
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"High prices for water in room when you can go to store down Duvall and get it for half the price. Found a roach in my room the last day. Staff great!!!! Resort beautiful!!!"
Lorraine 4-night trip
Posted 3 hours ago
Southernmost Beach Resort and Guesthouses

Find out more about Stock Island

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