
Vacation rentals with a pool in Duck Key
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Duck Key

Total vacation rentals
Explore 160 vacation rentals in Duck Key

Nightly prices starting at
Duck Key vacation rentals start at R 3,189 ZAR per night before taxes and fees

Verified guest reviews
Over 1,870 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
160 of Duck Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Duck Key rentals

4.6 Average rating
Duck Key stays receive an average rating of 4.6 out of 5 from guests
Top-rated rentals with a pool in Duck Key
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

Sunrise Escape - Ocean Front Villa - Sleeps 10
Wake up to the sunrise over the ocean and unwind with sunset views from your private jetty. This marina-front, ocean-view townhouse in Kawama Yacht Club puts you steps from kayaking, snorkeling, and the best of the Keys. Spacious, stylish, and designed for unforgettable family and friend getaways. Breathtaking sunrises from one of two private terraces, coffee in hand, overlooking the marina and the Atlantic Ocean. Located in an exclusive, quiet section of Kawama Yacht Club, this beautifully po

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.

Villa with Pool - Hawks Cay - Duck Key
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.

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!

Waterfront Home 37.5-ft dock, Cabana Club Included
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

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.

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)

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

Florida Keys Sanctuary
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 under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play and kids dishware.

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!
Popular amenities for Duck Key rentals with a pool
House rentals with a pool

Pet Friendly Half Duplex Pool Home with Boat Slip

Waterfront House with 37 ft Dock & Cabana Club

Villa 7218 on Duck key - Boat Slip Available

NEW!The Hideaway~Pool~Pickleball~Putt-Putt~Kayaks!

Oceanfront Sunsets | Kayaks-Pool-Dock-Putt Green

Beach House in Marathon with Amazing Backyard!

Beach House, Private Pool, Dock, Gulf View Sunsets

3/2 Home w Dock, lagoon, kayaks!
Condo rentals with a pool

Tequila Sunrise

Exquisite Luxury Oceanfront Complex Key Colony

Dapper Dolphin | Canal View + Breakfast + Pool

Best View Ocean Pointe Pool Beach King Bed, Gated

Beachside Unit 33-Private Tropical Beach Plus Pool

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba

Ocean Shores Villa 2 with pool and boat slip

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Other vacation rentals with a pool

Duck Key *Delight* private plunge pool

Castillo Del Mar- Ocean access from your backyard

P01 - New 3 bed, 3 bath with private pool

Islamorada Bungalow #5

Oceanview Rooftop Retreat 3BR 3BA in Marathon FL

Family Keys Escape: Speakeasy·Dock·Pool·BBQ Patio

Fishing Getaway | Dock, Pool & Sunrise

Cabana Club Condo: Key Colony Beach, FL
When is the best time to visit Duck Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 8,883 ZAR | R 9,824 ZAR | R 8,946 ZAR | R 8,946 ZAR | R 8,851 ZAR | R 7,974 ZAR | R 7,766 ZAR | R 7,065 ZAR | R 6,459 ZAR | R 7,352 ZAR | R 7,543 ZAR | R 7,017 ZAR |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Theater of the Sea
- Ernest F. Coe Visitor Center
- Key Largo Kampground And Marina
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- History Of Diving Museum
- Calusa Campground
- Conch Key
- Curry Hammock State Park
- The Rain Barrel Village





