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
Located a mere 1.4 km from Key West Golf Club, Coral Villa By Avantstay Stock Island has an outdoor swimming pool and is ideal for up to 8 guests.
Coral Villa By Avantstay
- Cookware/ Kitchen utensils
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
Coral Villa By Avantstay
Located a mere 1.4 km from Key West Golf Club, Coral Villa By Avantstay Stock Island has an outdoor swimming pool and is ideal for up to 8 guests.
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 suite and is located approximately a 10-minute ride from Smathers Beach. Offering a swimming pool, 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 suite and is located approximately a 10-minute ride from Smathers Beach. Offering a swimming pool, 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
Situated 3.8 km from Sigsbee Park Island, the 4-bedroom Waterlane House -Pool & Boat Dock Villa Stock Island is suitable for 10 guests and provides a swimming pool for additional relaxation. Featuring fitness classes, as well as a fitness room for active guests, the villa is within reach of Key West Tropical Forest and Botanical Garden.
Waterlane House -Pool & Boat Dock
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Waterlane House -Pool & Boat Dock
Situated 3.8 km from Sigsbee Park Island, the 4-bedroom Waterlane House -Pool & Boat Dock Villa Stock Island is suitable for 10 guests and provides a swimming pool for additional relaxation. Featuring fitness classes, as well as a fitness room for active guests, the villa is within reach of Key West Tropical Forest and Botanical Garden.
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 an outdoor swimming 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.
The availability of fitness classes, along with a fitness room, ensures guests an active stay.
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 an outdoor swimming 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.
The availability of fitness classes, along with a fitness room, ensures guests an active stay.
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 a private parking lot, 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 a private parking lot, 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
Featuring a swimming pool, Springtide House -Dock & Home W Pool Stock Island is suitable for up to 10 people and is located 10 minutes by car from Fort East Martello Museum.
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
Featuring a swimming pool, Springtide House -Dock & Home W Pool Stock Island is suitable for up to 10 people and is located 10 minutes by car from Fort East Martello Museum.
Pet Friendly Vacation Rentals Stock Island
Mirador House -Pool & Dock!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Located about 15 minutes' walk from Key Haven, the 5-bedroom Mirador House -Pool & Dock! Villa Stock Island has a swimming pool and is ideal for up to 16 guests. Featuring fitness classes, as well as a fitness room for active guests, this holiday home is within a few blocks of Key West Tropical Forest and Botanical Garden.
Mirador House -Pool & Dock!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Mirador House -Pool & Dock!
Located about 15 minutes' walk from Key Haven, the 5-bedroom Mirador House -Pool & Dock! Villa Stock Island has a swimming pool and is ideal for up to 16 guests. Featuring fitness classes, as well as a fitness room for active guests, this holiday home is within a few blocks of Key West Tropical Forest and Botanical Garden.
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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
The 2-bedroom Cottage By The Pool By Avantstay Stock Island is located nearly 5 minutes' walk from FYT Fitness Center and provides guests with barbecue and a golf course to ensure a memorable stay. The welcoming villa is within 7 km of The Ernest Hemingway Home and Museum and features parking on site.
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
The 2-bedroom Cottage By The Pool By Avantstay Stock Island is located nearly 5 minutes' walk from FYT Fitness Center and provides guests with barbecue and a golf course to ensure a memorable stay. The welcoming villa is within 7 km of The Ernest Hemingway Home and Museum and features parking on site.
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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 an outdoor 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 an outdoor 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 is situated only 5 minutes' walk from Sheriff s Animal Farm, featuring such comforts as Wi-Fi and parking. Providing golf, this 3-bedroom holiday home is suitable for 6 guests and also offers an outdoor swimming pool.
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 is situated only 5 minutes' walk from Sheriff s Animal Farm, featuring such comforts as Wi-Fi and parking. Providing golf, this 3-bedroom holiday home is suitable for 6 guests and also offers an outdoor swimming pool.
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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
Featuring an outdoor swimming pool, the welcoming Paradise Retreat: Extended Stay with Pool Stock Island villa is suitable for up to 5 people and is located 7 km from The Ernest Hemingway Home and Museum. Providing guests with Wi-Fi and a car park, the 2-bedroom holiday home is a 10-minute drive from Fort East Martello Museum.
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
Featuring an outdoor swimming pool, the welcoming Paradise Retreat: Extended Stay with Pool Stock Island villa is suitable for up to 5 people and is located 7 km from The Ernest Hemingway Home and Museum. Providing guests with Wi-Fi and a car park, the 2-bedroom holiday home is a 10-minute drive from Fort East Martello Museum.
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
Featuring an outdoor swimming pool, the welcoming Paradise Point By Avantstay Stock Island villa is located 5 minutes' walk from FYT Fitness Center and is suitable for up to 4 guests. Located 7 km from The Ernest Hemingway Home and Museum, the 2-bedroom holiday home provides Wi-Fi and a car park.
Paradise Point By Avantstay
- Cookware/ Kitchen utensils
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
- Patio
Paradise Point By Avantstay
Featuring an outdoor swimming pool, the welcoming Paradise Point By Avantstay Stock Island villa is located 5 minutes' walk from FYT Fitness Center and is suitable for up to 4 guests. Located 7 km from The Ernest Hemingway Home and Museum, the 2-bedroom holiday home provides Wi-Fi and a car park.
Triple Crown Villa
- BBQ facilities
- Ironing facilities
- Tea and coffee facilities
- Golf centre
- Golf course
- Outdoor swimming pool
Located around 25 minutes' walk from the newly developed Stock Island Marina Village, the 4-bedroom Triple Crown Villa Stock Island has an outdoor swimming pool and is ideal for up to 8 guests.
Triple Crown Villa
- BBQ facilities
- Ironing facilities
- Tea and coffee facilities
- Golf centre
- Golf course
- Outdoor swimming pool
Triple Crown Villa
Located around 25 minutes' walk from the newly developed Stock Island Marina Village, the 4-bedroom Triple Crown Villa Stock Island has an outdoor swimming pool and is ideal for up to 8 guests.
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Beach access
Bogeys Retreat By Avantstay
- BBQ facilities
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
The 2-bedroom Bogeys Retreat By Avantstay Stock Island villa, located about a 5-minute walk from FYT Fitness Center, can host up to 4 guests. This accommodation boasts barbecue and a golf course, while Key West Golf Club is merely 1.3 km away.
Bogeys Retreat By Avantstay
- BBQ facilities
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
Bogeys Retreat By Avantstay
The 2-bedroom Bogeys Retreat By Avantstay Stock Island villa, located about a 5-minute walk from FYT Fitness Center, can host up to 4 guests. This accommodation boasts barbecue and a golf course, while Key West Golf Club is merely 1.3 km away.
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 opportunities for fisheries, the Stock Island villa can accommodate 8 guests and also boasts an outdoor swimming pool for extra relaxation.
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 opportunities for fisheries, the Stock Island villa can accommodate 8 guests and also boasts an outdoor swimming pool for extra relaxation.
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.