Vacation rentals with a pool in Duck Key

Waterfront Island Escape with Private Plunge Pool

Come and relax in your own private plunge pool that overlooks a turquoise canal on the beautiful Duck Key. The outdoor living space is quiet and serene, making it a perfect place to unwind. Families and honeymooners alike can enjoy this island oasis. Centrally located at Mile Marker 61, Duck Key is just a short drive to Key West. Explore everything the Florida Keys have to offer or stay locally to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.

Family · Value · Indoor spaces

Beachy Townhome Perfect For A Relaxing Getaway!

Beautiful and spacious 2B/2.5 Ba townhouse in Duck Key, FL. Enjoy the crystal clear waters and amazing wildlife that calls this island home, while staying in a comfortable home of your very own! High speed internet (273 download/10 upload Mbps), and large 4k smart tv's provide great indoor entertainment, while the private plunge pool provides that calming outdoor experience for all. Enjoy a morning cup of coffee or an evening glass of wine on the back patio while watching the sun paint the sky.

Family · Location · Bathroom

Top guest favorite

Guest favorite

Duck Key *Delight* private plunge pool

This beautiful townhouse was remodeled in late 2021 with a modern tropical inspired scheme. High speed internet-1,000 mbps, and 4K Smart TV's provide great entertainment. The patio's lush landscape with torches create a cozy setting at night and during the day the water sounds over the plunge pool allow for relaxation and fun. Take a break, lounge, have a morning cup of coffee and observe nature wake up. Explore close by fun tropical activities and great restaurants. Delve into Conch life!

Value · Location · Nearby

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Guest favorite

Hawks Cay Island Retreat - Duck Key - Pool & Patio

Welcome to our tropical Conch Cottage, a lovely place to create memories on your idyllic Florida Keys vacation in paradise. Our stylish waterfront villa sits alongside a clear turquoise canal on picturesque Duck Key, inside the Hawk's Cay resort, and just 10 minutes from busy Marathon. Get involved in on-site activities like snorkeling, scuba diving, fishing, boating and dolphin encounters—or simply lay out on the coral stone patio, soak up the sun, and slide into your private plunge pool.

Location · Family · Condition

Beautiful View! 3BR 3 BA, Cabana Club Membership!

Sun Kissed Tails in Hawks Cay on Duck Key is a 3 bedroom 3 bath townhome with a fully stocked kitchen in the Hawks Cay resort on Duck Key, MM61. This property does not have a boat slip, but you can possibly rent one based on availability. Enjoy the local beaches a short drive away (Coco Plum Beach and Sombrero Beach) and ENJOY THE POOL AND BEACH AT THE OCEAN FRONT CABANA CLUB, just a 15 drive to Key Colony Beach. The Cabana Club has a pool, Tiki Bar and restaurant, ocean front sandy beach!

Location · Value · Outdoor spaces

Sunrise View Condo - Key Colony - Private Beach

Ground floor condo in oceanfront complex in Key Colony Beach. Three doors from our private beach. Comfy king bed, well-equipped kitchen with full-size appliances & everything you need to cook and serve meals. Fast, free, reliable WiFi, and SmartTV for a great stay. Enjoy stunning views of sunrise from the private balcony each morning. Enjoy the heated pool and private sandy beach just steps away. Sunset Park is next door - perfect for catching a beautiful Keys sunset nightly.

Family · Location · Wifi

Top guest favorite

Guest favorite

Private Pool Tropical Oasis - Centrally Located

Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

Family · Location · Quiet

4BR 3B, Heated Pool & Spa, 60' Dock

Enjoy breathtaking views of the Gulf and Ocean from the screened in patio of this beautiful 4 BEDROOM/3 BATH canal front home. Bring your boat to the 60' dock on a 200' wide canal just 10' away from the Ocean. Relax by the pool/spa area after a day of fishing. A pool heater is offered as an option for your convenience. Please inquire about water heater fee and operating instructions before booking. (VR Lic # PLR2020-00104)

Location · Family · TV

Top guest favorite

Guest favorite

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Perfect for families, couples, groups, or solo travelers, this spacious home offers 5 bedrooms, 3 bathrooms, an open living room, and a fully stocked kitchen. Easy to reach and simple to access, it’s set in a peaceful neighborhood close to island fun and water adventures. Just a short walk to Sweet Savannah’s Ice Cream & Sweets Parlor, this retreat is ideal for relaxing or exploring. We look forward to hosting you!

Family · Location · Getting around

Villa in Paradise. Plunge pool. Middle of the Keys

Baja Breeze 🏝, a freshly updated, family-friendly, resort-style villa in the ♥ of the Keys. ♥ Please save Baja Breeze by clicking on the heart in the top right hand corner, this will help you find it again and share with others! 🛶 Waterfront canal view 🌴 Gated Resort Area 👙 Private spa pool 📍 Halfway between Key Largo and Key West ☀️ Outdoor dining/lounge area 🍳 Fully stocked Kitchen 📶 300Mbps+ Wifi

Family · Value · Decor

Private Paradise in the Florida Keys

Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool and loungers. In the evening, unwind with a refreshing drink and outdoor lighting or in the heated pool. The villa includes a high chair, pack and play and kids dishware.

Location · Value · Backyard

Seas the Keys Getaway with plunge pool/spa

Waterfront Spa Villa with Private Plunge Pool/spa, located in beautiful Hawks Cay situated conveniently between Marathon and Islamorada in the Florida Keys. Enjoy world-class fishing, diving & snorkeling, boating adventures and more. Swim with Dolphins, visit the Dolphin Research Center or spend the day at a tropical adventure park, all just minutes from your front door!

Location · Value · Kitchen