Stock Island Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 15 - Aug 17
Next weekend
Aug 22 - Aug 24

Vacation Rentals in Stock Island

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (160)
"The stay was beautiful "
The price is ￥11,676
￥37,818 total
includes taxes & fees
Aug 17 - Aug 18
Aqua Lodges at Hurricane Hole Marina
Living the Dream Key West Style
Marina

Living the Dream Key West Style

10.0 out of 10, Exceptional, (21)
"Great hosts and great accommodations!"
The price is ￥39,625
￥49,586 total
includes taxes & fees
Aug 16 - Aug 17
Living the Dream Key West Style
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Interior

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

8.4 out of 10, Very Good, (9)
"The ideal getaway, I brought a grill and a pan and did all the cooking outside on the deck. Took paddle boards through mangrove tunnels and saw tons of fish. Had a baby sea turtle swim up to the boat. "
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Property grounds

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

8.8 out of 10, Excellent, (55)
"Peaceful and paradise!"
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Super-cozy boat in 5 Star Key West Marina.
Marina

Super-cozy boat in 5 Star Key West Marina.

10.0 out of 10, Exceptional, (1)
"We had the best experience in this charming boathouse - it was just the right size for our group of four. From the moment we stepped inside, we felt right at home in its cozy and comfortable atmosphere, it felt like a bit of home away from home, but with the added novelty of being right on the water. Lori's thoughtful touches throughout made the small space extra inviting and relaxing. She and her husband were amazing hosts and always responded quickly to answer any of our questions, I loved...
Super-cozy boat in 5 Star Key West Marina.
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
Marina

Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew

The price is ￥883,500
￥1,119,395 total
includes taxes & fees
Aug 26 - Aug 27
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Outdoor pool

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

7.8 out of 10, Good, (22)
"Loved everything about the stay, "
The price is ￥36,813
￥72,742 total
includes taxes & fees
Aug 16 - Aug 17
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Grand Marina Suite by Brightwild Waterfront
Apartment

Grand Marina Suite by Brightwild Waterfront

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
The price is ￥62,061
￥105,598 total
includes taxes & fees
Aug 20 - Aug 21
Grand Marina Suite by Brightwild Waterfront
Hyatt Vacation Club at Sunset Harbor, Key West
Exterior

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (309)
"EXCELENT LOCATION AND SUNSET VIEW"
The price is ￥35,210
￥43,752 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Vacation Club at Sunset Harbor, Key West
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
1 bedroom, free WiFi, bed sheets

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (18)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is ￥12,811
￥47,298 total
includes taxes & fees
Aug 19 - Aug 20
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Steps from Duval, Pool on Site & Bikes Included!
Exterior

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (395)
"this was exactly as advertised and close to all the action"
The price is ￥13,120
￥33,499 total
includes taxes & fees
Aug 21 - Aug 22
Steps from Duval, Pool on Site & Bikes Included!
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Beach nearby

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

9.6 out of 10, Exceptional, (139)
"This property was great, it had everything needed, extremely clean and walking distance to Davual st.The pool area is wonderful and it was the perfect temperature!Would highly recommend."
The price is ￥13,989
￥36,262 total
includes taxes & fees
Aug 20 - Aug 21
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Heart of Downtown Key West Cottage With Off-Street Parking
Exterior

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (133)
"May not be a better location"
Heart of Downtown Key West Cottage With Off-Street Parking
Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking
Terrace/patio

Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking

9.6 out of 10, Exceptional, (8)
"The units were perfect and the customer service was amazing. "
The price is ￥35,929
￥119,368 total
includes taxes & fees
Aug 31 - Sep 1
Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking
Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Terrace/patio

Claude Monet Suite | Cozy Studio with Pool & Patio Access!

9.4 out of 10, Exceptional, (20)
"Great location. Everything was perfect!"
The price is ￥13,253
￥39,740 total
includes taxes & fees
Aug 19 - Aug 20
Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
Exterior detail

Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!

9.6 out of 10, Exceptional, (13)
"Great place to stay! Very clean and steps to Duval Ave."
The price is ￥16,492
￥58,249 total
includes taxes & fees
Aug 17 - Aug 18
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
Beach nearby

WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.4 out of 10, Exceptional, (11)
"Great time staying there "
The price is ￥12,958
￥34,807 total
includes taxes & fees
Aug 17 - Aug 18
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Beach nearby

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (141)
"We had a great stay places is amazing"
The price is ￥13,400
￥35,452 total
includes taxes & fees
Aug 18 - Aug 19
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!
A heated pool

DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!

10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay at the Delaney house. The pool and outdoor area were lovely and private, the location was excellent and walking distance from fun Key West spots but quiet and cozy, and the beds were all incredibly comfortable! Would definitely recommend this place to everyone!"
DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Exterior

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (179)
"Place is centrally located which is ideal for walking from place to place. House was very clean and had everything needed for my time spent there"
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stock Island Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Great property and excellent staff. Very clean and enjoyable stay."
Charles 1-night trip
Posted 5 hours ago
Hilton Garden Inn Key West / The Keys Collection