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.

Isla Luna ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

Indulge in this luxurious 4BR 4BA estate nestled on a gorgeous waterfront property in Marathon, FL. The 3-story Isla Luna offers the perfect retreat from bustling crowds with its modern design, high-end comforts, and scenic outdoors with heated pool, private dock, deck, Kayaks, Bikes, and Pac-Man arcade. ✔ 4 Comfortable BRs ✔ Open Design Living ✔ Chef's Kitchen ✔ Heated Pool ✔ Yard (BBQ, Games, Bikes, Kayaks) ✔ 42ft Dock (Fishing Station, Water) ✔ 3 Decks ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking

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

Canal Front! TV By Pool, Dock, Paddleboards, Kayak

This beautiful 4 bedroom, 3 bath home (duplex) is less than 2 minutes from Sombrero Beach just down the street (oceanfront) and less than 15 minutes to open water! The living room has a sleeper sofa (linens provided). Private pool with outdoor tv on the patio, dock (shared with unit 2), 2 bikes, 2 kayaks, 2 paddleboards, bait freezer, gas grill! Private dock that can accommodate up to a 30' boat. Four parking spots for your cars and boat trailer (covered parking for 2). Only ONE boat allowed.

Canal Front! Tiki Hut w/TV, Bikes, & Water Toys!

Dockside Retreat! Rent one side or both! This 4 bedroom 3 bath canal front home has a private pool, private dock, fish cleaning station, green light under at the dock, two kayaks, two bikes, and a Tiki Hut for the ultimate Keys vacation! With plenty of parking for vehicles and a boat trailer, a well-stocked vacation rental with everything you need, a neighborhood beach just down the street and located at mile marker 55, in the heart of Marathon, Dockside Retreat is your perfect vacation spot!

(#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

Villa Sombrero

Relax with the whole family at this peaceful place to stay.