
Vacation rentals with a pool in Duck Key
Find and book unique homes with a pool on Airbnb
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.

Charming 2BR cottage in prime keys location w/pool
Your slice of Islamorada awaits at Key Lime Cottage! Step inside this 2-bedroom retreat and you’ll instantly feel at home. Tucked in a quiet neighborhood yet right in the heart of the Florida Keys, it’s the perfect blend of relaxation and convenience. Enjoy a full kitchen, access to a beautiful pool shared with just six homes, outdoor seating with a grill and fire pit and paddle boards. Whether you’re here to unwind, explore, or fish, everything you need for a perfect Keys getaway is right here.

Conch Cottage at Hawks Cay - Chic Tropical Retreat
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.

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!

Great key Largo home with water front and pool
we have a dog clean fee , always ask the before booking Fantastic canal front home located in Key Largo. Bring your own boat and enjoy it all! The home is minutes away from Gilbert resort, best seafood in the world at any number of local restaurants, Souvenir stores and the best fishing and diving spots. The home has 2 bedrooms and 2 bathrooms, fully furnished, spacious living room with large TV, Full kitchen with all appliances and amenities and a beautiful deck

Beachside Unit 12- Pool, Private Beach & Tiki Huts
Unit 12 Details: Second Floor Unit, Tub with shower, Two Queen Beds, Maximum Occupancy 4 Guests. No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath
Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!

Exquisite Oceanfront Paradise - Key Colony Beach
Experience a wonderful ocean view from our beachfront condo in Key Colony Beach. Newly renovated studio condo in Key Colony Beach, Florida Keys. Unit #10 offers one king bed, a fully equipped kitchen with full-size appliances and essentials, reliable WiFi, and a SmartTV for a comfortable stay. Enjoy the heated pool and private sandy beach just steps away. Sunset Park is next door-perfect for catching a beautiful Florida Keys sunset.

Ocean Shores Villa 2 with pool and boat slip
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boatslip,kayaks,bikes,fire pit,hammock and heated pool). 32ft dock slip and trailer parking are included in the rental. Conveniently located near Sandbars, State Parks and many attractions.

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

★Beautiful Gated Oasis★with private pool and patio
Enjoy a great family vacation with the conveniences of a modern home in this beautifully decorated gated house with private pool and patio, carport, 70" 4K Smart TV, high speed internet - 1,000 mbps, and fully equipped kitchen. Close to tropical activities and great restaurants. Relax, bond, and make new memories in the Florida Keys.
Popular amenities for Duck Key rentals with a pool
House rentals with a pool

Sanctuary Villa with Private Pool

Tiny Home on Waterfront | Bay Views | Deck | Pool

Marathon Keys Escape • Pool • Hot Tub • Near Beach

P01 - New 3 bed, 3 bath with private pool

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

Waterfront House with 37 ft Dock & Cabana Club

Marathon one-level home on the Marina - with slip!

Amazing Sunset & Water Views! Pool & Boat Slip!
Condo rentals with a pool

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Your Happy Place - Oceanfront

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

Enjoy sunsets & sunrise in your home away home.

Ocean Views at Ocean Pointe

Ocean views at “Sangria Sunrise” 10% off Charters

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

🏝 Oceanfront Paradise Awaits You
Other vacation rentals with a pool

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Sea Glass Beach Bungalow in Key Colony Beach!

Ocean Pointe | Pool, Hot Tub, View, Beach, Parking

Easy Ocean Access 30' Dock House Pool Cabana Club

Tropical Villa with Boat Slip

Oasis3 Oceanfront Tiny House w/ Sunset Views

*NEW* Penthouse-Beach Front

Waterfront w/pool and hot tub
When is the best time to visit Duck Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R6,016 ZAR | R8,038 ZAR | R8,922 ZAR | R8,412 ZAR | R7,342 ZAR | R7,512 ZAR | R8,276 ZAR | R7,529 ZAR | R6,883 ZAR | R7,835 ZAR | R8,038 ZAR | R7,478 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 |
Quick stats about vacation rentals with a pool in Duck Key

Total vacation rentals
Explore 110 vacation rentals in Duck Key

Nightly prices starting at
Duck Key vacation rentals start at R4,249 ZAR per night before taxes and fees

Verified guest reviews
Over 2,030 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

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

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

4.7 Average rating
Duck Key stays receive an average rating of 4.7 out of 5 from guests
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Calusa Beach & Loggerhead Beach
- Long Beach
- Sea Oats Beach
- Bahia Honda State Park
- Theater of the Sea
- Conch Key
- Seven Mile Bridge
- Key Largo Kampground And Marina
- Calusa Campground
- Sunset Park
- Dolphin Research Center
- Robbies Marina Of Islamorada
- Florida Keys Aquarium Encounters
- Founder's Park
- The Turtle Hospital
- History Of Diving Museum
- Ernest F. Coe Visitor Center
- Harry Harris Beach and Park




