Compare Vacation Rentals & Airbnb in Stock Island, FL

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Stock Island, FL vacation rentals
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179 Rentals and Airbnb in Stock Island, FL

Best family friendly Stock Island, FL vacation rentals

Among the 179 accommodations in Stock Island, FL, here are the 4 best family friendly rentals

Docked In Paradise - Stock Island, FL
9.0 7 reviews
Stock Island, FL
12/10 – 17/10
$634/nighttotal: $3170 (5 )

Docked In Paradise

1 2
houseboat , Stock Island
This Stock Island houseboat, situated at The Perry Hotel & Marina in Key West, offers convenient access to downtown Key West via a free shuttle service and is within a reasonable distance of attractions such as the Ernest Hemingway Home and Museum and the Southernmost Point.
The one-bedroom, one-bathroom floating home sleeps four guests and includes air conditioning, a relaxing deck, and access to hotel amenities such as pools, restaurants, and a fitness centre.
'Oceanside Oasis' Direct Ocean Views & 3 Br's - Stock Island, FL
10 150 reviews
Stock Island, FL
12/10 – 17/10
$873/nighttotal: $4365 (5 )

'Oceanside Oasis' Direct Ocean Views & 3 Br's

3 2
apartment , Stock Island
This Stock Island apartment, situated less than 1.6km from the Stock Island Yacht Club & Marina and Boca Chica Nude Beach, offers easy access to boating and unique beach experiences.
This 137 square metre, three-bedroom, two-bathroom property sleeps six, boasting a kitchen with dishwasher, air conditioning, a swimming pool, Jacuzzi, terrace, garden, parking, and free Wi-Fi; barbecue facilities are also available on-site.
The Guava Duff - Beautiful Kw Home With Space To Chill & Lots Of Free Parking!! - Stock Island, FL
9.8 9 reviews
Stock Island, FL
19/09 – 18/12
$338/nighttotal: $30420 (90 )

The Guava Duff - Beautiful Kw Home With Space To Chill & Lots Of Free Parking!!

4 2
house , Stock Island
This Stock Island house, 4km from Key West International Airport, offers easy access to the Ernest Hemingway Home and Museum (7.6km) and Duval Street (7.7km).
The 105 square metre property boasts four bedrooms, two bathrooms, a fully equipped kitchen, a jacuzzi, free bikes, and ample private parking, comfortably accommodating families or groups.
Eddie Griffiths Overnight Charters And  Vacation Rentals!!!!! - Stock Island, FL
9.4 43 reviews
Stock Island, FL
12/10 – 17/10
$558/nighttotal: $2790 (5 )

Eddie Griffiths Overnight Charters And Vacation Rentals!!!!!

1 2
houseboat , Stock Island
This houseboat offers a prime waterfront position in Stock Island's city centre, just 500 meters from the Ernest Hemingway Home and Museum and Southernmost Point.
Accommodating up to six guests across 56 square meters, this floating residence features one bedroom and one bathroom, with amenities including a full kitchen, air conditioning, and an on-site swimming pool, with fishing opportunities directly from the dock.

Best Stock Island, FL vacation rentals with a pool

Among the 179 accommodations in Stock Island, FL, here are the 4 best rentals with a pool

Poolside Suite With Direct Pool Access - Stock Island, FL
Stock Island, FL
19/09 – 18/12
$360/nighttotal: $32400 (90 )

Poolside Suite With Direct Pool Access

1 2
apartment , Key West
This Key West condo, located in the north of the island, offers direct access to the Gulf of Mexico and is situated just 1.6 kilometres from Duval Street.
This one-bedroom apartment accommodates up to four guests and features a private balcony with pool views, a fully-equipped kitchen, air conditioning, internet, and access to an on-site heated swimming pool and hot tub, with complimentary shuttle service to local attractions.
Key Haven Retreat-4 Bedroom 3 Bath Canal Front Home W/private Pool, Boat Dock - Stock Island, FL
9.2 27 reviews
Stock Island, FL
19/09 – 18/12
$480/nighttotal: $43200 (90 )

Key Haven Retreat-4 Bedroom 3 Bath Canal Front Home W/private Pool, Boat Dock

4 2
apartment , Key West
This Key Haven waterfront house, offered as '30 Noches De Estancia Mínima Requisito. Asilo Clave Retreat - 4 Dormitorio Casa', is located in Key West, Florida, close to the Ernest Hemingway Home and Museum and the Southernmost Point.
The 168 square metre (1804 sq ft) property features four bedrooms, three bathrooms, sleeping up to ten guests, a private pool, and a dock with boat and trailer parking; amenities include a kitchen with dishwasher, air conditioning, Wi-Fi, and in-unit laundry.
Wake Up On The Water With Southernmost Serenity - Stock Island, FL
10 1 review
Stock Island, FL
12/10 – 17/10
$468/nighttotal: $2340 (5 )

Wake Up On The Water With Southernmost Serenity

2 2
barge , Stock Island
Experience a unique waterfront stay aboard this comfortable yacht, docked at the Perry Hotel & Marina on Stock Island, offering convenient access to downtown Key West attractions just 5 kilometres away, with a complimentary shuttle service running every half hour.
This yacht accommodation sleeps up to five guests across two bedrooms, featuring a kitchen with a fridge and microwave, air conditioning, a swimming pool, jacuzzi, garden, fitness centre, and on-site parking, plus access to marina showers and bathrooms, and opportunities for water sports and excursions.
One Bedroom Suite | Beachside Resort - Stock Island, FL
10 2 reviews
Stock Island, FL
19/09 – 18/12
$361/nighttotal: $32490 (90 )

One Bedroom Suite | Beachside Resort

1 2
apartment , Key West
This luxury resort in North Key West, situated on seven acres of waterfront, offers direct Gulf of Mexico views and is located 1.6 kilometres from Duval Street, placing it close to Florida Keys Beaches and Smathers Beach.
This one-bedroom, two-bathroom apartment accommodates up to four guests and features a fully equipped kitchen with stainless-steel appliances, a private balcony, access to a heated swimming pool and hot tub, and is conveniently located near attractions such as the Ernest Hemingway Home and Museum and the Southernmost Point.

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Best Stock Island, FL vacation rentals with a balcony

Coral Palm By Avantstay | Key West Walkable| Gated Community & Shared Pool - Stock Island, FL
9.4 60 reviews
Stock Island, FL
12/10 – 17/10
$742/nighttotal: $3710 (5 )

Coral Palm By Avantstay | Key West Walkable| Gated Community & Shared Pool

1 2
house , Stock Island
This Stock Island seaside villa boasts a prime waterfront location, less than 1.6km from the Key West Tropical Forest & Botanical Garden, Lower Keys Medical Center, and Stock Island Yacht Club & Marina.
The self-catering property offers three bedrooms, a sofa bed, a fully equipped kitchen including a fridge and dishwasher, a swimming pool, terrace, garden, parking, and free Wi-Fi; it comfortably accommodates families or groups and is within easy reach of local amenities.
Ocean Views! <Br>i Didnt Do It Too - Stock Island, FL
9.8 58 reviews
Stock Island, FL
12/10 – 17/10
$843/nighttotal: $4215 (5 )

Ocean Views! <Br>i Didnt Do It Too

2 2
houseboat , Stock Island
This barge is situated on Stock Island in Key West, close to Robbie's and the Key West Golf Club, offering a peaceful waterfront location. It has consistently received excellent ratings for user experience, location, and cleanliness.
The barge features two bedrooms, comfortably accommodating up to six guests. It is equipped with a full kitchen, a spacious rooftop deck with stunning views, and modern amenities like a washer and dryer, dishwasher, and air conditioning, as well as access to kayaking, paddleboarding, and boating.
Watch Sunsets From Your Deck, Shared Pool/hot Tub - Perfect For The Whole Family - Stock Island, FL
8.8 216 reviews
Stock Island, FL
12/10 – 17/10
$456/nighttotal: $2280 (5 )

Watch Sunsets From Your Deck, Shared Pool/hot Tub - Perfect For The Whole Family

2 2
apartment , Key West
This two-bedroom condo, situated on Key West's eastern edge, offers west-facing views ideal for watching the sunset and is located a few kilometres from Key West International Airport and the downtown area's attractions.
This 72-square-meter apartment accommodates up to four guests and features a private balcony with ocean views, a fully equipped kitchen, air conditioning, on-site swimming pool, jacuzzi, exercise room, and is dog-friendly.
Paradise Point By Avantstay | Golf Course Living - Stock Island, FL
Stock Island, FL
19/09 – 18/12
$286/nighttotal: $25740 (90 )

Paradise Point By Avantstay | Golf Course Living

2 2
apartment , Key West
This Key West holiday home is situated less than 1.6km from both the Key West Golf Club and the Key West Tropical Forest and Botanical Garden.
The 72 square metre property offers two bedrooms sleeping four, a fully equipped kitchen with fridge, freezer, and dishwasher, a private balcony, swimming pool, and free Wi-Fi; it's also within a mile of the Lower Keys Medical Center and Florida Keys Community College Library.

Best Stock Island, FL vacation rentals with parking

Stay Aboard Elegant Sailboat - Stock Island, FL
10 1 review
Stock Island, FL
12/10 – 17/10
$579/nighttotal: $2895 (5 )

Stay Aboard Elegant Sailboat

2 2
houseboat , Stock Island
This Hunter 380 sailboat, part of the Perry Hotel and Marina on Stock Island, offers convenient access to Key West's Old Town via a free 15-minute shuttle service (approx. 8km).
The two-bedroom, one-bathroom vessel sleeps four, includes air conditioning, internet access, and provides access to hotel amenities such as two swimming pools and a gym; nearby attractions include the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
The Flight Deck - 3 Bedroom / 3 Bathroom With Shared Pool & Fitness Center! - Stock Island, FL
9.4 17 reviews
Stock Island, FL
19/09 – 18/12
$741/nighttotal: $66690 (90 )

The Flight Deck - 3 Bedroom / 3 Bathroom With Shared Pool & Fitness Center!

3 2
apartment , Stock Island
This three-bedroom townhouse is situated in the Coral Hammock Community on Stock Island, just 6.4 kilometres from the centre of Key West.
The property offers a private escape with a garden, a swimming pool, and a terrace, perfect for families or groups of up to six guests.
3-bedroom Ocean View Condo In Delightful Key West With Wifi, Ac - Stock Island, FL
9.8 19 reviews
Stock Island, FL
19/09 – 18/12
$930/nighttotal: $83700 (90 )

3-bedroom Ocean View Condo In Delightful Key West With Wifi, Ac

3 2
apartment , Stock Island
This three-bedroom, two-bathroom apartment in Key West, Stock Island, is situated directly above Oceanside Marina, offering immediate access to wet slip rentals and the Yellowfin Bar and Grill, and is within a few kilometres of Duval Street's nightlife and numerous restaurants.
The property sleeps eight guests comfortably, boasting a large balcony, assigned covered parking, a fully equipped kitchen including a microwave and dishwasher, a swimming pool, and excellent guest reviews; nearby attractions include Smathers Beach.
The Perry Hotel & Marina Key West - Stock Island, FL
9.2 2521 reviews
Stock Island, FL
12/10 – 17/10
$304/nighttotal: $1520 (5 )

The Perry Hotel & Marina Key West

1 2
resort , Stock Island
The Perry Hotel & Marina Key West is located on Stock Island, just 8km from Key West's Old Town and 5km from Key West International Airport. It has excellent user ratings, with particularly high marks for cleanliness and location.
The hotel has a waterfront setting with two pools and direct marina access. Guests can enjoy a range of amenities, including restaurants, a spa, a fitness centre, tennis courts, and complimentary shuttle service to Old Town.
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