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

The Perry Hotel & Marina Key West - Stock Island, FL
9.2 2522 reviews
Stock Island, FL
23/10 – 31/10
$442/nighttotal: $3536 (8 )

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.
Apartment ∙ 8 Bedrooms ∙ 16 Guests - Stock Island, FL
Stock Island, FL
23/10 – 31/10
$4634/nighttotal: $37072 (8 )

Apartment ∙ 8 Bedrooms ∙ 16 Guests

8 2
apartment , Key West
This detached house is located in a gated community in Key Haven/Stock Island, offering convenient access to public boat ramps and local rentals, with straightforward travel options by car, boat, or plane.
This eight-bedroom, eight-bathroom residence accommodates up to sixteen guests, featuring spacious indoor and outdoor living areas, a fully equipped kitchen, private washer/dryer, and is pet-friendly for animals under 18kg, with a dedicated Guest Experience Manager available to arrange private boat excursions and chauffeur services.
Apartment ∙ 4 Bedrooms ∙ 10 Guests - Stock Island, FL
Stock Island, FL
23/10 – 31/10
$2621/nighttotal: $20968 (8 )

Apartment ∙ 4 Bedrooms ∙ 10 Guests

4 2
apartment , Key West
Springtide House, a four-bedroom Key West property, is located in a gated community near Key Haven and Stock Island, offering convenient access to public boat ramps.
This spacious residence sleeps ten guests, boasting four king-size beds, a sleeper sofa, a fully equipped kitchen, private washer/dryer, high-speed internet, a fenced yard, gated dock access, driveway parking for up to four vehicles and a boat trailer, and complimentary access to the FYT gym; private boat excursions and chauffeur services are also available.
Keys Livin - Yacht Rental - Stock Island, FL
9.8 5 reviews
Stock Island, FL
23/10 – 31/10
$614/nighttotal: $4912 (8 )

Keys Livin - Yacht Rental

1 2
apartment , Stock Island
This Key West apartment is ideally situated less than 0.5 km from Mallory Square and 0.8 km from Duval Street, offering easy access to Key West Aquarium, Mallory Dock, and the Curry Mansion Museum.
Sleeping up to 11 guests, this self-catering property boasts one bedroom, four bathrooms, free Wi-Fi, private parking, a fully equipped kitchen including an oven and microwave, and a washing machine; enjoy sea views from the outdoor dining area.

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

Casa Caribe 2bed2bath Sleeps 6 Beautiful Decorated - Stock Island, FL
9.9 26 reviews
Stock Island, FL
23/10 – 31/10
$678/nighttotal: $5424 (8 )

Casa Caribe 2bed2bath Sleeps 6 Beautiful Decorated

1 2
apartment , Stock Island
This Stock Island apartment, conveniently located in [Insert Specific District/Area of Stock Island, if known; otherwise remove this section], offers a two-bedroom, two-bathroom dwelling sleeping up to six guests.
The 2-bedroom flat boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a swimming pool, fitness centre, parking, and internet access; further details on proximity to Stock Island's beaches and marinas are unavailable.
Stay At Sunrise Suites 203! - Stock Island, FL
9.2 122 reviews
Stock Island, FL
23/10 – 31/10
$680/nighttotal: $5440 (8 )

Stay At Sunrise Suites 203!

2 2
apartment , Key West
This Key West condo is situated 1.9 km from Smathers Beach and 1.9 km from the Fort East Martello Museum and Gallery, with other attractions such as the Key West Art & Historical Society within a 3.2 km radius.
This 74 square metre, two-bedroom, two-bathroom apartment sleeps six, offering a fully equipped kitchen, private balcony, in-unit laundry, swimming pool, jacuzzi, fitness centre and spa access.
Strictly Pleasure | Unique Yacht Stay In The Keys - Stock Island, FL
10 11 reviews
Stock Island, FL
23/10 – 31/10
$597/nighttotal: $4776 (8 )

Strictly Pleasure | Unique Yacht Stay In The Keys

1 2
barge , Stock Island
This uniquely docked yacht, Strictly Pleasure, is situated at Perry Marina in Stock Island, offering marina views and convenient access to downtown Key West, approximately 8 kilometres away, via the local trolley service.
This pet-friendly accommodation provides two bedrooms, two bathrooms, and can host up to four guests, featuring a galley kitchen with a fridge, freezer, and microwave, air conditioning, a swimming pool, garden, and fitness centre, with parking available directly in front of the vessel.
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.

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Best Stock Island, FL vacation rentals with a balcony

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.
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.
Pool View Suite | Beachside Resort - Stock Island, FL
8.0 1 review
Stock Island, FL
19/09 – 18/12
$362/nighttotal: $32580 (90 )

Pool View Suite | Beachside Resort

1 2
apartment , Key West
This one-bedroom flat is located in north Key West, approximately a 10-minute drive from Duval Street and within easy reach of Florida Keys Beaches and Smathers Beach.
This luxury resort condo offers accommodation for up to four guests, featuring a fully-equipped kitchen with stainless-steel appliances, a private balcony with resort pool views, and access to on-site amenities including a heated swimming pool and hot tub.
A Key West State Of Mind At The Key West Golf Club - Stock Island, FL
8.0 1 review
Stock Island, FL
19/09 – 18/12
$610/nighttotal: $54900 (90 )

A Key West State Of Mind At The Key West Golf Club

3 2
apartment , Key West
This four-bedroom, three-bathroom townhome is located within the gated Key West Golf Club Community, a short 2.2-kilometre drive from the Ernest Hemingway Home and Museum and 2.7 kilometres from the Southernmost Point.
This property sleeps eight guests and offers a screened porch, a fully equipped kitchen with a gas grill, air conditioning, Wi-Fi, and access to community swimming pools and a gym.

Best Stock Island, FL vacation rentals with parking

Cozy Dog-friendly Condo W/ Shared Pool, Hot Tub, Private Deck & Parking - Stock Island, FL
8.8 124 reviews
Stock Island, FL
23/10 – 31/10
$663/nighttotal: $5304 (8 )

Cozy Dog-friendly Condo W/ Shared Pool, Hot Tub, Private Deck & Parking

2 2
apartment , Key West
This Key West condo is located near the sea, approximately 5.6 kilometres from Old Town and Duval Street, and within 6.4 kilometres of Mallory Square and Fort Zachary Taylor.
This 72 square metre apartment offers two bedrooms, two bathrooms, and accommodates up to six guests, featuring resort-style amenities including a heated swimming pool, hot tub, tennis courts, and a fitness centre, with a private deck providing tropical views and dog-friendly accommodation available for a nightly fee.
3-bedroom Ocean View Condo In Delightful Key West With Wifi, Ac - Stock Island, FL
9.8 20 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.
Signature King At Beachside Resort - Stock Island, FL
9.3 326 reviews
Stock Island, FL
23/10 – 31/10
$360/nighttotal: $2880 (8 )

Signature King At Beachside Resort

1 2
apartment , Key West
Beachside Resort & Residences, a guesthouse in Key West, Florida, boasts a seven-acre beachfront location on the Gulf of Mexico, offering easy access to Key West's attractions.
This self-catering unit features a king-size bed, private bathroom, and access to a resort pool, hot tub, fitness centre, and on-site restaurants including Tavern N Town and Chicken Walk, accommodating up to two guests.
Off Call ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool! - Stock Island, FL
9.8 111 reviews
Stock Island, FL
23/10 – 31/10
$591/nighttotal: $4728 (8 )

Off Call ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!

2 2
apartment , Stock Island
This Stock Island apartment, near mile marker 5, offers easy access to Key West (a short drive away) and the Key West Golf Course (one minute away), with three marinas also conveniently close by.
The 105 square metre (1130 square feet) property boasts three bedrooms, three bathrooms, sleeps six, and includes a swimming pool, terrace, parking for two cars, and a fully equipped kitchen; resort amenities are also available.
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