
Villa holiday rentals in Stock Island
Find and book unique villas on Airbnb
Top-rated villa rentals in Stock Island
Guests agree: these villas are highly rated for location, cleanliness and more.

Harbor hideaway 50’dock 3Br/2Ba All amenities
VACA-23-42 is a charming villa that perfectly serves as your cozy retreat, featuring a private saltwater pool right by the water’s edge. There’s ample space available for your boat, trailer, and several vehicles. Enjoy our bicycles and kayaks during your stay. The property also boasts a tiki hut equipped with a commercial ice machine, grill, and a fish freezer for all your fishing needs. This unique getaway is conveniently situated near all local attractions, making your trip planning a breeze.

Aqua Verde ~ Waterfront Lux Gem ~ Dock ~ Game Room
Welcome to this stunning brand-new 3BR 3BA waterfront retreat in Marathon, Florida Keys. This vibrant two-story canal-front home offers the perfect blend of modern luxury and island living with its contemporary design, heated pool, game room, and private 50-foot dock with direct ocean access. ✔ 3 Spacious BRs ✔ Open Concept Living ✔ Full Gourmet Kitchen ✔ Heated Swimming Pool ✔ Game Room (Foosball, Arcade, Dominoes Table) ✔ Waterfront Yard (BBQ, Outdoor Dining) ✔ 50ft Private Dock (Fishing Stat

Howard House on the Sea
Oceanfront coastal elegant 10.5 feet from door to ocean with an extraordinary, unobstructed view of sunrises. Dock your 30’ boat here. Designed to make you feel like it’s your home from the minute you walk in the door. Fresh,clean and fabulously landscaped. Gourmet kitchen. Kayaks. Pool. Hot tub, tennis/pickle ball courts, washer/dryer, high speed internet and smart TV. Only 20 minutes north of key west. Fish off the dock! $100 gift card to Square Grouper or Broils for 7 or more night stay

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock
#4: A WAVE💦 FROM IT ALL (Partial Ocean View Property-approximately 150 ft from beach entrance)🌸 Totally Private😉- Turn-Key and fully Stocked- Single Family Home 4BR/3BA with your own Heated-Cooled Private Swimming Pool 🤿and BBQ Patio. Includes Private Guest Beach🏖 with Kayaks and Paddle boards and Private powered ⛵Boat Dock right on the Gulf of Mexico! 🌅🥂 Kick back and completely🍷 relax in our Beautiful and 🍹comfortable home! Perfect for 🍻Adults and kids of all Ages!

Pilar House Key West
Beautiful townhouse in the heart of Key West. Three bedrooms, a bright living room, a cozy kitchen, and a private deck. Perfectly located for exploring Old Town—Pilar House sits steps from top attractions. Just one corner from iconic Sloppy Joe’s and the Duval Loop stop on Caroline Street, offering free and easy rides around the island.

Villa Sombrero
Relax with the whole family at this peaceful place to stay.
Popular amenities for villa rentals in Stock Island
Private villa rentals

Villa Sombrero

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

Pilar House Key West

Harbor hideaway 50’dock 3Br/2Ba All amenities

Howard House on the Sea

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Aqua Verde ~ Waterfront Lux Gem ~ Dock ~ Game Room
Villa rentals with a pool

Villa Sombrero

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

Harbor hideaway 50’dock 3Br/2Ba All amenities

Howard House on the Sea

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Aqua Verde ~ Waterfront Lux Gem ~ Dock ~ Game Room
Quick stats about villa rentals in Stock Island

Nightly prices starting at
Stock Island holiday rentals start at £404 per night before taxes and fees

Verified guest reviews
Over 120 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Stock Island rentals

4.8 Average rating
Stock Island stays are highly rated by guests – averaging 4.8 out of 5!
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- Sombrero Beach
- Smathers Beach
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Bahia Honda State Park
- Fort Zachary Taylor Historic State Park
- The Turtle Hospital
- Florida Keys Aquarium Encounters
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- Southernmost Point
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