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

72 M² House ∙ 2 Bedrooms ∙ 4 Guests - Stock Island, FL
Stock Island, FL
19/09 – 18/12
$286/nighttotal: $25740 (90 )

72 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 2
house , Key West
This detached property is located on Stock Island, adjacent to the Key West Golf Club, offering direct views of the course and situated approximately 1.6 to 2.4 kilometres from Key West's main attractions.
This family-friendly house accommodates up to four guests across two bedrooms and one bathroom, featuring air conditioning, a fully-equipped kitchen, a private patio, and access to two shared swimming pools, with AvantStay providing 24/7 support and optional services.
40ft Sailboat, 3 Bdrm, 2 Bath, Sleeps Up To 6 - Stock Island, FL
10 1 review
Stock Island, FL
19/09 – 18/12
$737/nighttotal: $66330 (90 )

40ft Sailboat, 3 Bdrm, 2 Bath, Sleeps Up To 6

3 2
houseboat , Stock Island
This luxury yacht, docked at Perry Marina on Stock Island, Key West, offers easy access via free shuttle to Key West's attractions such as the Ernest Hemingway Home and Museum and Smathers Beach, with the exact distances not specified.
The 12-metre vessel boasts three staterooms, two bathrooms, sleeping up to six guests, and includes a kitchen with a fridge, air conditioning, and access to Perry Marina's pools, restaurants, fitness centre, and free parking.
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.
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.

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

Salt Ponds | Work & Relax In Key West | Poolside Condo  Balcony  Near Beach - Stock Island, FL
Stock Island, FL
19/09 – 18/12
$326/nighttotal: $29340 (90 )

Salt Ponds | Work & Relax In Key West | Poolside Condo Balcony Near Beach

2 2
apartment , Key West
This furnished condominium is located in the Salt Ponds community of Key West, a short drive from Old Town and Duval Street, and approximately 0.5 kilometers from Smathers Beach.
This 72 square meter flat offers 2 bedrooms and 2 bathrooms for up to 4 guests, featuring a resort-style heated pool, Jacuzzi, private balcony, in-unit washer and dryer, and is ideal for stays of 28 days or more.
Island Retreat - Key West - Stock Island, FL
10 2 reviews
Stock Island, FL
19/09 – 18/12
$344/nighttotal: $30960 (90 )

Island Retreat - Key West

1 2
apartment , Key West
This Key West condo, situated in the Salt Ponds community, is a 1.6km walk from the beach and a short drive or cycle ride from Key West's Old Town.
The two-bedroom, two-bathroom apartment sleeps four, boasts a newly renovated interior with all new furniture, a swimming pool, and parking, offering a peaceful retreat with a view of the salt ponds.
Ocean Memories Condo- 2 Bedroom, 2 Bath Oceanfront W/ Pool & Hot Tub - Stock Island, FL
10 103 reviews
Stock Island, FL
19/09 – 18/12
$882/nighttotal: $79380 (90 )

Ocean Memories Condo- 2 Bedroom, 2 Bath Oceanfront W/ Pool & Hot Tub

2 2
apartment , Stock Island
This waterfront apartment is located on Stock Island, just 3.2 kilometres from the Stock Island Yacht Club & Marina and 4.8 kilometres from Key West Tropical Forest and Botanical Garden.
The apartment offers a spacious 139 square metre living space with two bedrooms, two bathrooms, a balcony, and a fully equipped kitchen, comfortably accommodating up to four guests.
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.

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Best Stock Island, FL vacation rentals with a balcony

Rare For Kw, Beautiful 3-bedroom House On Swimmable Water + Pool - Stock Island, FL
Stock Island, FL
19/09 – 18/12
$764/nighttotal: $68760 (90 )

Rare For Kw, Beautiful 3-bedroom House On Swimmable Water + Pool

3 2
apartment , Stock Island
This Stock Island holiday let offers oceanfront living, with Old Town Key West's museums and shops a mere 5-minute drive (approximately 8 kilometres) away.
This spacious 3-bedroom house, accommodating up to 8 guests, boasts a private swimming pool, direct safe open water access from a private dock for swimming and watersports, and a separate den/rec room, with kayaks and a paddleboard provided.
Seaside Escape- 2 Bed/2 Bath Condo With Shared Pool & Parking - Stock Island, FL
9.4 3 reviews
Stock Island, FL
19/09 – 18/12
$566/nighttotal: $50940 (90 )

Seaside Escape- 2 Bed/2 Bath Condo With Shared Pool & Parking

2 2
apartment , Key West
This two-bedroom, two-bathroom condominium in the Sunrise Suites complex is located approximately 3.2 kilometres from Old Town Key West, offering a peaceful base near Smathers Beach and Key West International Airport.
This third-floor end unit provides private lanai views of the tennis courts and access to a communal swimming pool, fitness facility, and on-site convenience store, accommodating up to six guests with a fully equipped kitchen and en-suite bathrooms.
Cabana At The Golf Club-monthly Rental Charming 2- - Stock Island, FL
Stock Island, FL
19/09 – 18/12
$446/nighttotal: $40140 (90 )

Cabana At The Golf Club-monthly Rental Charming 2-

2 2
apartment , Key West
This Key West Golf Club holiday home, a short drive from Key West's Old Town and its attractions including the Ernest Hemingway Home and Museum, offers a peaceful retreat.
The 72-square-metre (775 sq ft) property features two bedrooms, two bathrooms, and sleeps six, boasting a private balcony, swimming pool access, and a fully equipped kitchen with modern appliances.
Painted Sky~2 Br/2 Ba Waterfront Condo At Sunset Marina W/ Pool & Boat Slip! - Stock Island, FL
8.0 1 review
Stock Island, FL
19/09 – 18/12
$408/nighttotal: $36720 (90 )

Painted Sky~2 Br/2 Ba Waterfront Condo At Sunset Marina W/ Pool & Boat Slip!

2 2
apartment , Key West
This Key West seaside condo is situated a short walk from the Key West Golf Club and Lower Keys Medical Center, and within 1.6km of the Florida Keys Community College Library and the Tennessee Williams Fine Arts Center.
This 95 square metre apartment sleeps six guests and boasts two bedrooms, two bathrooms, a fully equipped kitchen, private balcony, free Wi-Fi, swimming pool, Jacuzzi, tennis court, and concierge service.

Best Stock Island, FL vacation rentals with parking

Waterfront Boater's Paradise On Deep Water Canal, Boat Dock, Ocean Access - Stock Island, FL
Stock Island, FL
19/09 – 18/12
$655/nighttotal: $58950 (90 )

Waterfront Boater's Paradise On Deep Water Canal, Boat Dock, Ocean Access

4 2
apartment , Stock Island
This Stock Island waterfront bungalow, a 15-minute (24 km) drive from Key West's city centre, offers direct ocean access via a deep-water canal with a private dock.
The four-bedroom, two-bathroom houseboat sleeps eight guests and features kayaks, paddleboards, a barbecue, and outdoor shower; enjoy easy access to local shops and restaurants.
A Palm Tree Paradise @ The Key West Golf Club - Stock Island, FL
9.2 10 reviews
Stock Island, FL
19/09 – 18/12
$452/nighttotal: $40680 (90 )

A Palm Tree Paradise @ The Key West Golf Club

2 2
apartment , Key West
This two-bedroom apartment is situated on the only 18-hole golf course in the Florida Keys, just a short drive from Key West’s famous attractions like Ernest Hemingway Home and Museum, Fort Zachary Taylor Historic State Park, and Smathers Beach. The apartment has received excellent reviews from previous guests, highlighting its peaceful and secluded setting.
The apartment features an open-plan living area downstairs, ideal for families or groups of up to four. Guests can enjoy a range of amenities including two swimming pools, a gym, and ample parking, as well as access to the golf course.
2 Bedroom Town Home In A Gated Community With A Resort Sytle Pool. - Stock Island, FL
8.8 5 reviews
Stock Island, FL
19/09 – 18/12
$256/nighttotal: $23040 (90 )

2 Bedroom Town Home In A Gated Community With A Resort Sytle Pool.

2 2
apartment , Key West
This two-storey townhouse, part of the '2 Bedroom Town Home In A Gated Community With A Resort Style Pool' offer, is located within the Key West Golf Club, a short drive (a few kilometres) from Key West's Duval Street and its attractions.
The 72-square-metre property features two queen-sized bedrooms, two bathrooms, and accommodates four guests; amenities include a fully equipped kitchen, two community pools, a fitness centre, and interim housekeeping.
Uptown Quiet Cottage Close To Beaches, Restaurant & Shopping. - Stock Island, FL
10 8 reviews
Stock Island, FL
19/09 – 18/12
$154/nighttotal: $13860 (90 )

Uptown Quiet Cottage Close To Beaches, Restaurant & Shopping.

1 2
cottage , Key West
This charming cottage is situated in the New Town neighbourhood of Key West, just a short distance from the lively downtown area and within easy reach of attractions such as the Ernest Hemingway Home and Museum. It has received excellent ratings from previous guests.
The cottage has one bedroom and one bathroom, comfortably accommodating two guests. It offers a range of amenities, including a private swimming pool, a garden, and off-street parking, perfect for enjoying a relaxing stay in Key West.
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