Villa vacation rentals in Stock Island

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

(#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!

Coral Villa by AvantStay| Close 2 DT Key West!

Welcome to Coral Villa by AvantStay. Soft earth tones, sunlit interiors, and a quiet gated-community setting make this Key West townhome feel like a true island retreat — with Duval Street, Smathers Beach, and the airport all just minutes away. 🚗 Gated community w/ off-street parking for 2 🏌️ Across from Key West Golf Course 🏊 Shared community pool & clubhouse 🍹 Minutes from restaurants, bars & marinas

Beachfront • Heated Pool • Hot Tub • Oceanview

Welcome to Colson Cudjoe Key 916 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. Welcome to your slice of paradise in Cudjoe Key! This two-story Oceanview villa combines tropical serenity with modern comfort, perfect for families, couples, or friends. Enjoy a private heated pool and spa, spacious living areas, and breathtaking Atlantic views from the master suite.

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.

Coral Palm by AvantStay | Mins From DT Key West

- Shared Pool - Located in the private gated community - >5 miles from downtown Key West - Private porch & outdoor dining space