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Stock Island Rentals

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Stock Island Rentals

628 Houses

Mile Zero Studio

Stock Island studio

Studio / 1 bathroom / sleeps 2

Price per night from

$43

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Southard Square Hideaway

Stock Island condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$90

1 / 24

Shrimp Party

Stock Island townhouse

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$100

1 / 24

4BR Bahama Gardens Near Beach: Heated Pool, Spa, Lush Garden & Bikes!

Stock Island house

4 bedrooms / 1 bathroom / sleeps 10

Price per night from

$558

1 / 29

Conch Corner

Stock Island house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$100

1 / 24

Elegant, upscale home w/ heated pool moments from beach!

Stock Island house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 43 minutes

Price per night from

$134

1 / 29

Conch Republic Retreat

Stock Island cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$107

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

Stock Island house

1 bedroom / 2 bathrooms / sleeps 4

“Bermuda Suite was beautiful” Loved the condo. Beautiful courtyard, just a few steps from Duval street. Great experience.

Responds fast! avg. 3 hours 43 minutes

Price per night from

$113

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The Gallery

Stock Island townhouse

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$70

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

Stock Island house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 43 minutes

Price per night from

$93

1 / 27

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. 3 hours 43 minutes

Price per night from

$113

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Expansive group escape w/shared pool & five separate villas 1/2 block from Duval

Stock Island house

5 bedrooms / 7 bathrooms / sleeps 20

Responds fast! avg. 3 hours 43 minutes

Price per night from

$545

1 / 41

True Paradise

Stock Island condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$100

1 / 23

70 foot Half million dollar yacht key west

Stock Island boathouse

4 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$299

1 / 23

William's Loft

Stock Island cottage

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$83

1 / 23

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

Stock Island house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 43 minutes

Price per night from

$184

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Waterfront home w/ private pool, Jacuzzi, balcony w/ sweeping ocean views

Stock Island house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 43 minutes

Price per night from

$207

1 / 30

NEW LISTING! Gorgeous modern home with private pool near beach, fishing and more

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 43 minutes

Price per night from

$294

1 / 31

NEW LISTING! Gorgeous home w/lush patio & private pool-two blocks to Higgs Beach

Stock Island house

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 43 minutes

Price per night from

$117

1 / 33

Spacious studio with a shared courtyard and shared pool!

Stock Island studio

Studio / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 43 minutes

Price per night from

$90

1 / 32

NEW LISTING! Hemingway's former home w/shared tropical pool & courtyard

Stock Island apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 43 minutes

Price per night from

$72

1 / 34

Relax Key West Style in this 3 Bedroom 3 Bath Pool Home in the Tropics

Stock Island house

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 3 hours 35 minutes

Price per night from

$415

1 / 62

South Oceanside Two bedroom monthly rental

Stock Island condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$117

1 / 30

Cute dog-friendly tropical condo close to attractions w/a pristine shared pool

Stock Island house

1 bedroom / 2 bathrooms / sleeps 4

“Great time in Keys at Esperanza” Very Nice! Great location for Fantasy Fest and the Parrothead music week that follows. Separate upstairs bedroom and a couch downstairs with its own bathroom was great for a short term friend to stay. Very private with the courtyard and gate. We really liked it...

Responds fast! avg. 3 hours 43 minutes

Price per night from

$55

1 / 27

NEW LISTING! Dog-friendly studio within walking distance to Duval Street!

Stock Island studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 43 minutes

Price per night from

$73

1 / 27

Cozy, dog-friendly townhouse w/ shared pool & courtyard - walk to Duval & more!

Stock Island house

1 bedroom / 1 bathroom / sleeps 4

“Great location!!!” We had a great week at the abaco suite. Definitly better than a hotel or a B&B.; Awesome location a 1/2 block off Duval but you would think you are miles away it is so quiet and the grounds are beautiful!!! Very nice people.

Responds fast! avg. 3 hours 43 minutes

Price per night from

$102

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Mile Zero House

Stock Island house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$67

1 / 12

Lighthouse Villa

Stock Island house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$193

1 / 27

Mermaid's Dream

Stock Island condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$100

1 / 21

Elegant, waterfront home w/ private pool and covered deck with ocean views

Stock Island house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 43 minutes

Price per night from

$199

1 / 36

Stunning home near beach and town with private hot tub and shared pool - dogs OK

Stock Island house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 43 minutes

Price per night from

$100

1 / 24

Rosalie's House

Stock Island house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$167

1 / 24

NEW LISTING! Ocean-view condo w/shared pool & hot tub, town & beach nearby

Stock Island house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 43 minutes

Price per night from

$112

1 / 24

Inviting, waterfront home w/ private pool, Jacuzzi, & balcony w/ ocean views

Stock Island house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 43 minutes

Price per night from

$186

1 / 25

NEW LISTING! Sunny & bright townhouse w/furnished deck & shared pool

Stock Island house

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 43 minutes

Price per night from

$118

1 / 37

Roomy waterfront home w/ private pool, lanai, & deck - views from every window!

Stock Island house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 43 minutes

Price per night from

$206

1 / 38

NEW LISTING! Dog-friendly home with private pool and great central location!

Stock Island house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 43 minutes

Price per night from

$74

1 / 32

Cozy, waterfront home w/ private pool & Jacuzzi - near all major attractions!

Stock Island house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 43 minutes

Price per night from

$243

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