
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.

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 68 acres and one side is surrounded by a nature preserve.

Florida Keys Cottage with Pool - Hawks Cay Resort
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.

Anchors Away Condo - Key Colony Beach Oceanfront
Beautiful new renovation in Key Colony Beach ocean front complex. Unit #4 is a studio condo on the 1st floor (no stairs to climb) within steps of the heated pool and private beach. #4 features a crisp, clean white interior with new kitchen, bathroom and furnishings. Kitchen has everything needed to cook a complete meal (dishes, cookware, stove, oven, toaster, microwave, blender, fridge, etc). Guests can enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

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!

2br/1ba w heated pool, 1 mile to robbies marina
Your slice of Islamorada awaits at the Key Lime Cottage! Step inside this charming 2 bedroom cottage and you will instantly feel at home. Located in the heart of the Florida Keys yet nestled in a serene neighborhood, it offers the perfect blend of comfort and relaxation. With a full kitchen, access to a gorgeous pool shared with only 6 other homes, outside seating with grill and a fire pit, beach chairs and key lime treats - there is something for everyone!

Cozy Keys Efficiency 8a
Efficiency has a queen size bed, a 3-seat sofa and a small dining table with 2 chairs. Private bathroom. AC will keep you cool. Kitchen is fully equipped with 4 burner stove, microwave, medium size refrigerator with freezer. Enjoy the breezes on your patio, each unit has a gas BBQ grill and a picnic bench outside. Enjoy a swim in our shared pool. Optional boat slip can be rented for $25/night Efficiency has a 2 person maximum occupancy - no exceptions.

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.

Beachside Unit 22 - Private Beach on Atlantic
Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests, 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.”

Paradise in Key Colony Beach + Cabana Club
Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.

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

Waterfront Condo w/ Pool, Tiki Bar & Marina
Welcome to THE MAD MAHI – your ultimate waterfront getaway! This stunning 1-bedroom condo (sleeps 4) in Marathon is the perfect spot for a relaxing retreat. Enjoy the season while relaxing with a full kitchen, private balcony, resort pool, Tiki Bar, restaurant, & Marina with boat ramp, trailer parking, boat and slips. Located between Key Largo & Key West, with shops and dining just a walk or bike ride away.

Key Largo! Tavernier! Welcome to Paradise!
A perfect tropical getaway! Life is good today! Bright, airy, 500 plus sq ft., canal front studio, close to the bay. From the dock you can KAYAK to mangrove tunnels, fish, or just relax. Cold drink in your hand, life is good today! You are going to have an awesome vacation!! ( NOTE: THE POOL MAY BE SHARED ON OCCASION, WITH OUR FAMILY. A SIGNED LIABILITY RELEASE IS REQUIRED AT CHECK IN )
Popular amenities for Duck Key rentals with a pool
House rentals with a pool

Sanctuary Villa with Private Pool

Sea Ray Cove w/ Pool, Beach, 80' Dock & Tiki hut

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

Marathon Keys Escape • Pool • Hot Tub • Near Beach

Key Largo Waterfront: Tiki, Dock, Kayak & Pool

Waterfront Home 37.5-ft dock, Cabana Club Included

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes

Waterfront House with 37 ft Dock & Cabana Club
Condo rentals with a pool

Luxury Top Floor Suite W/ Unobstructed Ocean View

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Florida Keys Getaway - Slps 4 - Ocean View

Ocean Views at Ocean Pointe

Modern and Coastal Ocean Pointe 2307

Ocean views at “Sangria Sunrise” 10% off Charters

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Other vacation rentals with a pool

Islamorada bungalow 2 bed & pool

Grouper Getaway @ Ocean Isles Fishing Village

Waterfront Oasis w/Private Pool-Dockage-Beach

Chiquita Waterfront Canal Home

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

Gated Oceanfront Heated Pool

Waterfront Home Dock, Pool & Mini Golf Near Beach

3/3 Village at Hawks Cay 5004 - TROPICAL SUN & FUN
When is the best time to visit Duck Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $484 CAD | $647 CAD | $718 CAD | $677 CAD | $591 CAD | $605 CAD | $666 CAD | $606 CAD | $554 CAD | $376 CAD | $382 CAD | $498 CAD |
| 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 $137 CAD per night before taxes and fees

Verified guest reviews
Over 1,930 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
110 of Duck Key vacation rentals include wifi 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
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Hotel rooms Duck Key
- Fitness-friendly rentals Duck Key
- Pet-friendly rentals Duck Key
- Townhouse rentals Duck Key
- Rentals with beach access Duck Key
- Beachfront rentals Duck Key
- Waterfront rentals Duck Key
- Apartment rentals Duck Key
- Family-friendly rentals Duck Key
- Rentals with outdoor seating Duck Key
- House rentals Duck Key
- Rentals with a washer and dryer Duck Key
- Rentals with a patio Duck Key
- Rentals with a hot tub Duck Key
- Villa rentals Duck Key
- Rentals with pools Monroe County
- Rentals with pools Florida
- Rentals with pools United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Cocoa Plum Beach
- Calusa Beach & Loggerhead Beach
- Cannon Beach
- Sea Oats Beach
- Far Beach
- Conch Key
- Theater of the Sea
- Long Key State Park
- Long Beach
- Horseshoe Beach
- EAA Air Museum
- Bahia Honda State Park
- Windley Key Fossil Reef Geological State Park
- Sandspur Beach
- Keys' Meads




