Best Stock Island Vacation Rentals
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Popular choice
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Beach access
Coral Villa By Avantstay
- Cookware/ Kitchen utensils
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
Coral Villa By Avantstay Stock Island is located a mere 1.4 km from Key West Golf Club and provides an outdoor swimming pool, ensuring a relaxing stay. With a maximum capacity of 8 guests, this 3-bedroom welcoming villa offers a car park.
Coral Villa By Avantstay
- Cookware/ Kitchen utensils
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
Coral Villa By Avantstay
Coral Villa By Avantstay Stock Island is located a mere 1.4 km from Key West Golf Club and provides an outdoor swimming pool, ensuring a relaxing stay. With a maximum capacity of 8 guests, this 3-bedroom welcoming villa offers a car park.
Capmar House -Huge Home & Pool
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
The 4-bedroom Capmar House -Huge Home & Pool Stock Island entices active guests with access to a fitness area and is located approximately a 10-minute ride from Smathers Beach. Featuring sea views, the Stock Island holiday home invites guests to visit Fort East Martello Museum, located 3.6 km away.
Capmar House -Huge Home & Pool
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Capmar House -Huge Home & Pool
The 4-bedroom Capmar House -Huge Home & Pool Stock Island entices active guests with access to a fitness area and is located approximately a 10-minute ride from Smathers Beach. Featuring sea views, the Stock Island holiday home invites guests to visit Fort East Martello Museum, located 3.6 km away.
Waterlane House -Pool & Boat Dock
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
The 4-bedroom Waterlane House -Pool & Boat Dock Villa Stock Island is located 4.8 km from Smathers Beach, giving access to various tourist spots nearby. With a maximum capacity of 10 guests, the villa offers private parking.
Waterlane House -Pool & Boat Dock
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Waterlane House -Pool & Boat Dock
The 4-bedroom Waterlane House -Pool & Boat Dock Villa Stock Island is located 4.8 km from Smathers Beach, giving access to various tourist spots nearby. With a maximum capacity of 10 guests, the villa offers private parking.
Cheap Stock Island Vacation Rentals
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Guest favorite
Spindrift House -Huge Pool, Dock
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Featuring a private pool, the 4-bedroom Spindrift House -Huge Pool, Dock Villa Stock Island is suitable for up to 12 people and is located nearly 15 minutes' walk from Key West Tropical Forest and Botanical Garden. Providing guests with Wi-Fi and private car parking, the property is 3.5 km from Monroe County Parks & Beaches.
Spindrift House -Huge Pool, Dock
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Spindrift House -Huge Pool, Dock
Featuring a private pool, the 4-bedroom Spindrift House -Huge Pool, Dock Villa Stock Island is suitable for up to 12 people and is located nearly 15 minutes' walk from Key West Tropical Forest and Botanical Garden. Providing guests with Wi-Fi and private car parking, the property is 3.5 km from Monroe County Parks & Beaches.
Infinite Horizons By Last Key Realty
- Free parking
- Ironing facilities
- Tea and coffee facilities
- Tennis court
- Spa centre
- Heated swimming pool
The 6-bedroom Infinite Horizons By Last Key Realty Stock Island villa hosts up to 12 guests and provides proximity to Big Coppitt Key Island, situated only a 5-minute walk away. Providing guests with Wi-Fi and private parking, this Stock Island holiday home is just 1.2 km from Shark Key Island.
Infinite Horizons By Last Key Realty
- Free parking
- Ironing facilities
- Tea and coffee facilities
- Tennis court
- Spa centre
- Heated swimming pool
Infinite Horizons By Last Key Realty
The 6-bedroom Infinite Horizons By Last Key Realty Stock Island villa hosts up to 12 guests and provides proximity to Big Coppitt Key Island, situated only a 5-minute walk away. Providing guests with Wi-Fi and private parking, this Stock Island holiday home is just 1.2 km from Shark Key Island.
Springtide House -Dock & Home W Pool
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Springtide House -Dock & Home W Pool Stock Island hosts up to 10 guests and is nestled 1.4 km from natural sites such as Key West Tropical Forest and Botanical Garden. Located a short way from Key Haven, this 4-bedroom villa provides Wi-Fi and a private parking lot.
Springtide House -Dock & Home W Pool
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Springtide House -Dock & Home W Pool
Springtide House -Dock & Home W Pool Stock Island hosts up to 10 guests and is nestled 1.4 km from natural sites such as Key West Tropical Forest and Botanical Garden. Located a short way from Key Haven, this 4-bedroom villa provides Wi-Fi and a private parking lot.
Pet Friendly Vacation Rentals Stock Island
Mirador House -Pool & Dock!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Situated about 15 minutes' walk from Key Haven, the 5-bedroom Mirador House -Pool & Dock! Villa Stock Island provides access to numerous tourist attractions in the area. With a maximum capacity of 16 guests, this holiday home offers private parking.
Mirador House -Pool & Dock!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Mirador House -Pool & Dock!
Situated about 15 minutes' walk from Key Haven, the 5-bedroom Mirador House -Pool & Dock! Villa Stock Island provides access to numerous tourist attractions in the area. With a maximum capacity of 16 guests, this holiday home offers private parking.
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Great deal
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Beach access
Cottage By The Pool By Avantstay
- Cookware/ Kitchen utensils
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
- Patio
Up to 4 guests can stay at the 2-bedroom Cottage By The Pool By Avantstay Stock Island and enjoy FYT Fitness Center, located merely a 5-minute walk away. Providing guests with Wi-Fi and a car park, the welcoming villa is within 7 km of The Ernest Hemingway Home and Museum.
Cottage By The Pool By Avantstay
- Cookware/ Kitchen utensils
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
- Patio
Cottage By The Pool By Avantstay
Up to 4 guests can stay at the 2-bedroom Cottage By The Pool By Avantstay Stock Island and enjoy FYT Fitness Center, located merely a 5-minute walk away. Providing guests with Wi-Fi and a car park, the welcoming villa is within 7 km of The Ernest Hemingway Home and Museum.
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Beach access
Coral Breeze By Avantstay
- Cookware/ Kitchen utensils
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
- Patio
Located approximately a 20-minute walk from Sheriff s Animal Farm, the welcoming Coral Breeze By Avantstay Stock Island villa has a swimming pool and is ideal for up to 4 guests.
Coral Breeze By Avantstay
- Cookware/ Kitchen utensils
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
- Patio
Coral Breeze By Avantstay
Located approximately a 20-minute walk from Sheriff s Animal Farm, the welcoming Coral Breeze By Avantstay Stock Island villa has a swimming pool and is ideal for up to 4 guests.
Stock Island Vacation Rentals Oceanfront
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Beach access
Coral Palm By Avantstay
- Cookware/ Kitchen utensils
- Car park
- Air conditioning
- Outdoor swimming pool
- Patio
Located only 5 minutes' walk from FYT Fitness Center, the welcoming Coral Palm By Avantstay Stock Island villa has an outdoor swimming pool and is ideal for up to 6 guests.
Coral Palm By Avantstay
- Cookware/ Kitchen utensils
- Car park
- Air conditioning
- Outdoor swimming pool
- Patio
Coral Palm By Avantstay
Located only 5 minutes' walk from FYT Fitness Center, the welcoming Coral Palm By Avantstay Stock Island villa has an outdoor swimming pool and is ideal for up to 6 guests.
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Beach access
Place To Relax By Avantstay
- BBQ facilities
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
The welcoming Place To Relax By Avantstay Stock Island villa offers swift access to various city sites, such as Sheriff s Animal Farm, situated approximately 5 minutes' walk away. This 3-bedroom holiday home features opportunities for golf in the area, about 6 km from the downtown commercial zoned Duval Street.
Place To Relax By Avantstay
- BBQ facilities
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
Place To Relax By Avantstay
The welcoming Place To Relax By Avantstay Stock Island villa offers swift access to various city sites, such as Sheriff s Animal Farm, situated approximately 5 minutes' walk away. This 3-bedroom holiday home features opportunities for golf in the area, about 6 km from the downtown commercial zoned Duval Street.
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Beach access
Paradise Retreat: Extended Stay with Pool
- Cookware/ Kitchen utensils
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
- Patio
Nestled 3 km from Fort East Martello Museum, the welcoming Paradise Retreat: Extended Stay with Pool Stock Island villa entices guests to explore various tourist destinations nearby. The 2-bedroom holiday home hosts up to 5 guests and provides them with a car park.
Paradise Retreat: Extended Stay with Pool
- Cookware/ Kitchen utensils
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
- Patio
Paradise Retreat: Extended Stay with Pool
Nestled 3 km from Fort East Martello Museum, the welcoming Paradise Retreat: Extended Stay with Pool Stock Island villa entices guests to explore various tourist destinations nearby. The 2-bedroom holiday home hosts up to 5 guests and provides them with a car park.
Stock Island Vacation Rentals with Private Pool
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Beach access
Paradise Point By Avantstay
- Cookware/ Kitchen utensils
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
- Patio
The welcoming Paradise Point By Avantstay Stock Island villa, located 5 minutes' walk from FYT Fitness Center, can host up to 4 guests.
Paradise Point By Avantstay
- Cookware/ Kitchen utensils
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
- Patio
Paradise Point By Avantstay
The welcoming Paradise Point By Avantstay Stock Island villa, located 5 minutes' walk from FYT Fitness Center, can host up to 4 guests.
Triple Crown Villa
- BBQ facilities
- Ironing facilities
- Tea and coffee facilities
- Golf centre
- Golf course
- Outdoor swimming pool
The 4-bedroom Triple Crown Villa Stock Island offers proximity to nearby tourist spots, such as the newly developed Stock Island Marina Village, situated approximately 25 minutes' walk away.
Triple Crown Villa
- BBQ facilities
- Ironing facilities
- Tea and coffee facilities
- Golf centre
- Golf course
- Outdoor swimming pool
Triple Crown Villa
The 4-bedroom Triple Crown Villa Stock Island offers proximity to nearby tourist spots, such as the newly developed Stock Island Marina Village, situated approximately 25 minutes' walk away.
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Beach access
Bogeys Retreat By Avantstay
- BBQ facilities
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
Situated about a 5-minute walk from FYT Fitness Center, the 2-bedroom Bogeys Retreat By Avantstay Stock Island villa entices guests with views of the patio.
Bogeys Retreat By Avantstay
- BBQ facilities
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
Bogeys Retreat By Avantstay
Situated about a 5-minute walk from FYT Fitness Center, the 2-bedroom Bogeys Retreat By Avantstay Stock Island villa entices guests with views of the patio.
Beautiful Key Haven Home With Pool And Dock
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Staying at the 3-bedroom Beautiful Key Haven Home With Pool And Dock Stock Island, guests can visit the newly developed Stock Island Marina Village, which is just 1.7 km away. Providing fishing, the Stock Island villa is suitable for 8 guests and also offers an outdoor swimming pool.
Beautiful Key Haven Home With Pool And Dock
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Beautiful Key Haven Home With Pool And Dock
Staying at the 3-bedroom Beautiful Key Haven Home With Pool And Dock Stock Island, guests can visit the newly developed Stock Island Marina Village, which is just 1.7 km away. Providing fishing, the Stock Island villa is suitable for 8 guests and also offers an outdoor swimming pool.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Stock Island, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Coral Villa By Avantstay |
7.3 / 10 (3 Reviews) |
From 514$ | |
| Capmar House -Huge Home & Pool |
10.0 / 10 (1 Reviews) |
From 3255$ | |
| Waterlane House -Pool & Boat Dock |
10.0 / 10 (1 Reviews) |
From 3255$ | |
| Spindrift House -Huge Pool, Dock |
10.0 / 10 (1 Reviews) |
From 3459$ |
Frequently Asked Questions
Which vacation rentals on Stock Island are great for families?
Properties like Paradise Retreat and Springtide House offer spacious layouts and playgrounds. These rentals provide kid-friendly amenities and easy access to parks and beaches.
Check for homes with fenced yards for safe outdoor play, especially if your kids are younger.
What vacation rentals near the beach in Stock Island are best for relaxation?
Cottage By The Pool and Coral Breeze By Avantstay are both steps away from sandy shores. Enjoy sunbathing, swimming, and beach activities without traveling far.
Visit the beach early in the morning for the best sun and fewer crowds, especially during weekends.
Which Stock Island vacation rentals have pools for hot days?
Mirador House and Capmar House feature large pools perfect for cooling off. Spend your day enjoying the water right at your rental.
Plan a pool day on weekdays to avoid crowds; afternoons are generally busier.
What rentals on Stock Island are ideal for extended stays?
Consider Paradise Retreat: Extended Stay with Pool for a comfortable long-term choice. It offers amenities suited for daily living and relaxation.
Choose rentals with kitchens to prepare meals - it's more economical for longer visits.
Which Stock Island rentals offer beautiful views?
Beautiful Key Haven Home With Pool And Dock boasts stunning water views. Enjoy the scenery from your patio or balcony.
Book your stay during sunset hours for breathtaking views right from your rental's porch.
Are there pet-friendly vacation rentals on Stock Island?
Cottage By The Pool and Coral Villa By Avantstay welcome pets. These accommodations ensure your furry friends can enjoy part of your vacation with you.
Check the pet policy for any size restrictions or additional fees before booking.
Which vacation rentals have 2-bedroom options on Stock Island?
Waterlane House and Triple Crown Villa feature 2-bedroom arrangements perfect for larger families or groups. Each one has ample space for everyone.
Book early to secure a rental that offers two bedrooms and other desired amenities, especially in peak season.
What is the best time to visit Stock Island?
The best months are from November to April when the weather is mild and pleasant, perfect for outdoor activities. Expect lots of local events during this peak season.
Plan your visit during weekdays for fewer crowds at popular attractions like Water St. and local parks.
How can I get to Stock Island from Key West Airport?
Taxis and ride-sharing services like Uber are readily available at the airport. You can reach Stock Island in about 10 minutes depending on traffic.
Consider a rental car for flexibility during your stay, especially to explore surrounding areas.
What unique experiences should I not miss in Stock Island?
Do not miss visiting the Ocean Wellness Spa or enjoying a sunset cruise along the coast. These experiences offer a taste of local beauty and relaxation.
Book your spa appointments in advance, especially during weekends when they are more popular.