Stock Island Rentals

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624 Houses

Comfortable condo w/ shared pool, private balcony, and beach access

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

“Relaxing and Fun” Very good location..steps away from Smathers beach. Parked car then rode bikes, scooters, and walked around the entire Key. Condo was very nice and comfortable with everything needed for a week or more stay. The only negative is that the in laid wood bedroom floors creek on every step--annoying at night. Maybe a few rugs could solve this issue. We really enjoyed the hot tub--relaxing.

Responds fast! avg. 40 minutes

Price per night from

$305

Dog-friendly, tropical escape with central location, hot tub, and shared pool

Stock Island house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 40 minutes

Price per night from

$217

NEW LISTING! Waterfront condo w/ shared pool and hot tub & amazing water views

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 37 minutes

Price per night from

$215

NEW LISTING! Dog-friendly, waterfront retreat w/ shared hot tub, pool, views

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$130

Cute, updated Key West home w/ private pool - close to Duval Street, dogs ok!

Stock Island house

3 bedrooms / 2 bathrooms / sleeps 10

“What a fun time !!!” I brought my daughter & her boyfriend, my middle daughter and her boyfriend, my son who is a freshman at psu, my girlfriend suzie & myself. We golfed( great golf course ) !!! We jet skiied around key west... you guys have to do this!!! great and wonderful guides, we chartered a boat for a three- four hour tour. we all caught fish. & one was for dinner:) black fin tuna, and a trophy fish 5' 6" barracuda;) !!! The people were friendly, the atmosphere was warm and cozy. The Pool was great, The rooms were more than enough. Easy access to Duval street. Many clubs and eateries on duvalt street. The books left on the counter tops for things to do were very very very helpful. The night life is fun. and everybody was very friendly and helpful...I will be back with my family

Responds fast! avg. 40 minutes

Price per night from

$410

Newly furnished suite w/ shared pool & hot tub, tennis, balcony, parking, dog ok

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$188

Newly remodeled family home with a shared swimming pool and fitness center!

Stock Island house

3 bedrooms / 3 bathrooms / sleeps 6

“Cute place” Excellent home and a gated community with great amenities. Exercise room and gated pool are clean and well kept.

Responds fast! avg. 40 minutes

Price per night from

$297

Sunrise Suites condo w/balcony, shared pool & hot tub, tennis, & covered parking

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$203

Key West home w/shared pool and just steps from historic Old Town

Stock Island house

2 bedrooms / 3 bathrooms / sleeps 5

Responds fast! avg. 40 minutes

Price per night from

$215

A Little Slice Of Paradise

Stock Island house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$73

Kokomo

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$73

Dog-friendly studio condo w/ free WiFi, in the heart of Old Town Key West

Stock Island studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 40 minutes

Price per night from

$125

Shared pool & hot tub, parking spot, balcony - one dog ok! Family friendly!

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$194

Beautiful condo with a deck/patio & shared pool - walk to beaches, Duval & more!

Stock Island house

2 bedrooms / 1 bathroom / sleeps 4

“Key West Vacation Rentals was great to work with.” We loved our stay at Truman annex at the Secret Garden. Working with Key West Vacation Rentals was awesome. Had a little problem when we first checked in with construction going on in the unit next door. We went back to the office and they were very accommodating and helpful. They allowed us to change units and even helped us carry our luggage to our new unit. When we return to Key West we will definitely book through Key West Rentals. Very close to everything that Key West has to offer. Rented bikes from Eaton Bike Rentals and enjoyed every mile we rode. Go to Key West and enjoy !

Responds fast! avg. 40 minutes

Price per night from

$173

Recently renovated home w/ shared pool, furnished patio area - in town, dogs ok

Stock Island house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 40 minutes

Price per night from

$339

Sprawling condo w/ ocean views, dock, & shared pool - dog-friendly!

Stock Island house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$110

Bogey's Retreat

Stock Island house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$73

Spacious home w/ private hot tub, back patio, and awesome location!

Stock Island house

8 bedrooms / 7 bathrooms / sleeps 24

Responds fast! avg. 40 minutes

Price per night from

$961

Dog-friendly getaway w/ furnished patio & shared pool - blocks from the beach

Stock Island house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 40 minutes

Price per night from

$163

Sunny condo w/ entertainment, balcony, & great location near the beach! Dogs OK!

Stock Island house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 40 minutes

Price per night from

$228

Dog-friendly Sunrise Suites condo w/ private balcony, views, shared pool/hot tub

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$203

Dog-friendly retreat w/shared pool & hot tub, tennis, & balcony w/pool views

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$192

Dog-friendly home in a quiet neighborhood w/ shared pool & private hot tub!

Stock Island house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$264

Family friendly condo w/ shared pool, hot tub & dogs ok!

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$192

Dog-friendly condo in prime location - walk to dining & sights, near the beach!

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$101

Two-level dog-friendly cottage w/shared pool, outdoor shower - near the beach

Stock Island house

1 bedroom / 2 bathrooms / sleeps 4

“An piece of paradise” To keep it short and sweet, from the moment we checked in it was a welcoming feel. The staff at KW Vacation Rentals are accommodating and friendly. We picked up our keys and headed to the "Little Havana". From the moment my wife and I walked in we were ear to ear smiles. The courtyard is so peaceful, impeccably maintained and friendly guests. We entered into our own little get-a-way and the lights were already on for us and the aC set perfectly. We knew it was going to be an incredible place to spend our anniversary. The drawbacks were we didn't stay longer! Also, the radio only has 2 stations so if your music lovers bring some Cd's. I hope youenjoy the little piece of paradise among the hustle and bustle of Duval Street as much as we did.

Responds fast! avg. 40 minutes

Price per night from

$201

Family friendly condo w/tennis, shared pool, hot tub, & private balcony- dogs ok

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$192

Contemporary beachside escape with shared pool and close to local attractions

Stock Island house

2 bedrooms / 1 bathroom / sleeps 4

“261 Lazy Lane- Vacation!!!” The condo was clean and had all of the necessary items needed for a 10 day stay (cleaning products, laundry, etc). It was a nice place to stay and would stay there again next time

Responds fast! avg. 40 minutes

Price per night from

$226

Dog-friendly home w/ private pool - walk to the beach and restaurants!

Stock Island house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 40 minutes

Price per night from

$529

Couple's dog-friendly getaway with central location and access to a shared pool

Stock Island house

1 bedroom / 2 bathrooms / sleeps 4

“Great Key West Stay” My Wife and I enjoyed our recent stay at the Bermuda Suite. The location was perfect. Stores and attractions were only a short walk or bike ride away. You won't need a car in Key West. A CVS market was around the corner and Fausto's market is only a few blocks away. We suggest the Eaton Street Seafood Market for fresh seafood. The grounds at the unit were lovely and the pool, although small, was just right. The good news is that you can rent bikes and scooters next door at a&M; Scooter. The bad news is that this unit backs up to the shop and it can be a little noisy during the day when they open. We would recommend this rental and would stay again.

Responds fast! avg. 40 minutes

Price per night from

$200

Cozy ground-floor suite in historic home w/ shared pool - close to boardwalk!

Stock Island studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 40 minutes

Price per night from

$342

NEW LISTING! Cozy condo with private balcony with a shared hot tub and pool!

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 40 minutes

Price per night from

$82

Deluxe, ground-floor studio w/ view of the courtyard and pool - close to shops

Stock Island studio

Studio / 1 bathroom / sleeps 4

“Tranquil, beautiful property” The gardens and pool area are just beautiful and tranquil. We enjoyed sitting outside in our quiet, secluded paradise, but were not far from all the hub bub and attractions of Old Key West. We loved our little apartment too, although it was a little small for 4 adults. We spent most of our time outdoors though, but the room was clean and comfortable. We used the kitchen quite a bit and saved money on eating out.

Responds fast! avg. 40 minutes

Price per night from

$220

Contemporary dog-friendly cottage with easy beach access and shared pool

Stock Island house

1 bedroom / 2 bathrooms / sleeps 4

“Did not want to leave!” This trip was a spur of the moment decision. Visiting Key West has been on my bucket list, and driving there was the cherry on top. We drove from BHM, AL down the west coast & back up the east coast. It was fantastic! Key West was so great, I really tried every excuse not to leave. The cottage we stayed in was wonderful. Plenty of room, secluded, but only one block from Duval Street and all the fun. We stayed five days and I wish it would have been alot longer. I will go back & back & back, till I eventually stay for good!!! Key West Vacation Rentals were great. Thanks for the best vacation I've ever had.

Responds fast! avg. 40 minutes

Price per night from

$200

Historic house w/ private pool & easy beach access - ideal for groups! Dogs OK!

Stock Island house

7 bedrooms / 9 bathrooms / sleeps 18

Responds fast! avg. 40 minutes

Price per night from

$1,272

Dog-friendly condo w/ private hot tub & shared pool - close to shops & beaches

Stock Island house

2 bedrooms / 3 bathrooms / sleeps 4

“excellent stay” place exactly as advertised, staff at rental agency are great and helpful with local suggestions

Responds fast! avg. 40 minutes

Price per night from

$332

Quiet, family-friendly home w/full kitchen, patio, and shared pool

Stock Island house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$282

Coral Breeze

Stock Island house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$73

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rentals in Stock Island

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Top Destination reviews

Key West home w/shared pool and just steps from historic Old Town
Beautiful

The place was even more beautiful than the photos and was just steps from all of the action in Key West yet far enough away to still be relaxing … see more
Family friendly condo w/ shared pool, hot tub & dogs ok!
Awesome stay

Place was clean and exactly how described. We arrived late but it was a Very easy checkin! We had a blast! … see more
Dog-friendly Key West cottage with a private hot tub & an unbeatable location!
The perfect home base for Key West!

This house suited our needs perfectly. We had 7 adults so the 3 kings and pull out sofa and 2 full baths worked well. ( I think one of the rooms should have 2 twins instead but that's my opinion!) GREAT, GREAT GREAT location!! Close to everything but still quiet and private. It was a little tight if it had been rainy but luckily we did not have to find out. The hot tub was awesome and very clean. Well appointed, could use a little sprucing up but all in all a perfect starting location for your Key West adventure!see more
Family-friendly home w/ private pool, furnished patio, and parking - Dogs OK!
short stay .

we stayed at this property for one night and had wonderful experience . I liked the way they made easy access after office hours . This property is very conveniently located close to Duvall street so you can walk and enjoy . it has parking available and clean swimming pool . it is very spacious and has almost all the amenities . over all good experience and I will recommend to other visitors .see more
Bright, clean home w/private hot tub & shared pool, close to everything, dogs ok
Rent this condo

If you are coming to Key West, this is the condo to rent. The location can't be beat. You are on the quiet section of Duval Street, within walking distance of everything. The condo itself is spacious, comfortable, and clean (except for the mold in the master bathroom). After a long day of walking you come back and relax in the hot tub. I am so glad we were able to rent this condo.see more
Dog-friendly condo w/ shared pool, full kitchen & parking - central location!
Nice place

Stayed for a long weekend. Right in the heart of everything. We had another couple with us and had enough privacy. We also had two more couples stay in the same "compound". Perfect for togetherness and enough space to do your own thing. Pool is the size of a hot tub. Has a blender and coffee maker. Bed was comfy. Street is a little noisy if you are a light sleeper. Clean, plenty of towels. Cleaning lady comes every morning just like a hotel. Parking is a little tight. Definitely will stay again! Way better than a hotel and less cost. This was our 5th trip in 5 years. We have stayed at the Westin and on Duval. This is the only place for now on. Pictures are true to experience.see more

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