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Vacation rentals with a pool in Duck Key

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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 3,234 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.

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Superhost
A bright and spacious living area features a large dining table with wooden chairs and a central coffee table. Soft seating is arranged around a sliding glass door that opens to the outdoor patio. Decorative curtains frame the windows, enhancing natural light.
Villa 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.

ValueFamilyCondition

4.89 out of 5 average rating, 118 reviews
Top guest favorite
A serene view of a canal populated by several pelicans floating on the water's surface. Palm trees line the shore, and colorful houses are visible in the background. A boat is docked nearby, enhancing the peaceful coastal scene.
Home in Key Colony Beach

Waterfront House with 37 ft Dock & Cabana Club

Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

FamilyLocationBeach

4.98 out of 5 average rating, 129 reviews
Top guest favorite
A thatched-roof gazebo provides a sheltered seating area with wooden adirondack chairs. The serene ocean glimmers in the distance, while green navigation markers are visible on the water's surface. The structure features a wooden railing surrounding the space, enhancing the coastal atmosphere.
Condo in Tavernier

Toes in the Sand - 2 Bedroom Condo Sleeps 4

Two bedrooms and two full bathrooms on the 4th floor with ocean views. Amenities include a huge heated pool and hot tub with a bar, a beach cafe serving food and drinks, a private Key's beach, viewing pier, rentable boat slips & boat trailer storage, tennis, pickleball courts, basketball, children's swings, and BBQ areas, and gated entry with 24-hour security! Just remember that you're on "Island Time," mon, relax and enjoy! Perfectly located between Key Largo and Islamorada, close to Penneka

FamilyValueBeach

4.86 out of 5 average rating, 271 reviews
Top guest favorite
Palm trees are seen swaying gently in the breeze, framing the entrance to the cottage, which features a welcoming front porch with two wooden chairs. The interior showcases a modern dining area, complete with a chandelier and decorative plants. A plunge pool is visible in the outdoor space, surrounded by tropical greenery.
Home in Marathon

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.

ValueLocationView

4.93 out of 5 average rating, 133 reviews
Top guest favorite
A paved outdoor patio features two lounge chairs and a small round table, surrounded by tropical plants and palms. The tranquil canal is visible in the background, offering a serene waterfront view.
Home in Key Colony 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.

FamilyLocationBathroom

4.94 out of 5 average rating, 144 reviews
Superhost
Three modern Aqua Lodges are positioned on water, featuring white exteriors and blue roofs. Each lodge has a furnished deck with chairs, providing relaxed seating options. A smooth, concrete path runs alongside the lodges, leading to a marina setting with sailboats in the background.
Villa in Marathon

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!

FamilyLocationAccuracy

4.86 out of 5 average rating, 609 reviews
Guest favorite
A private backyard features a swimming pool bordered by lounge chairs in a cool turquoise hue. Nearby, a shaded seating area with a round structure is visible. Lush greenery surrounds the space, enhancing the tropical ambiance.
Home in Marathon

Valhalla Beach House

Discover Valhalla (paradise) with everything you'll need for the perfect Florida Keys private getaway of a lifetime! Relax with the whole family at this peaceful tropical resort style backyard. Spend your day lounging by the private pool while enjoying your favorite drink, while the rest of the family can enjoy the pool table, ping-pong table, Dominoes and much more! This centrally located, fully equipped home is ready for your ultimate family vacation getaway!

ValueFamilyBathroom

4.93 out of 5 average rating, 101 reviews
Top guest favorite
A private backyard features a heated pool surrounded by tropical landscaping. Lounge chairs are positioned on the wooden deck beside the pool. The two-story home includes large glass doors that open onto the deck, providing easy access to outdoor spaces.
Home in Duck Key

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.

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 117 reviews
Guest favorite
Home in Marathon

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)

LocationFamilyGetting around

4.95 out of 5 average rating, 108 reviews
Superhost
An outdoor lounge area features a private spa pool surrounded by tropical plants and seating. Soft lighting creates a welcoming atmosphere, while the vibrant sunset sky adds a colorful backdrop. Sliding doors connect the space to the interior of the villa.
Villa in Marathon

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

ValueFamilyCondition

4.84 out of 5 average rating, 144 reviews
Guest favorite
A shaded outdoor dining area features a wooden table surrounded by chairs, with a view of the private canal lined with palm trees. Nearby boats are docked along the lush green banks, creating a serene waterfront setting.
Townhouse in Marathon

Boater’s Paradise 3br/2.5ba Villa with Slip!

Spectacular PET FRIENDLY 3 bed/2.5 bath 1350sf villa in beautiful Coral Lagoon, complete with a 40 foot wet slip and all the amenities! Spread out and enjoy the spacious, clean interior with free high speed wifi. Step outside to your boat and enjoy all the Gulf and Atlantic have to offer - both easily accessible in minutes. Relax with a drink at the pool after a long day of fun in the sun.

LocationFamilySleep quality

4.95 out of 5 average rating, 173 reviews
Guest favorite
The exterior of the newly renovated home is showcased, featuring a large covered porch supported by white columns. Palm trees line the surroundings, and warm lighting illuminates the entrance, creating an inviting atmosphere against the twilight sky.
Home in Marathon

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

***New Listing! Recently renovated with all new furnishings and appliances*** Beautiful oasis in the heart of the Florida Keys, Marathon is a fisherman's paradise. Coral Lagoon is the perfect destination for a relaxing family getaway and this home is all new with stylish interior and unbeatable location.

LocationFamilySleep quality

4.95 out of 5 average rating, 174 reviews

Popular amenities for Duck Key rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
An inviting outdoor area features a clear swimming pool surrounded by a paved patio. The two-story structure above includes spacious balconies with multiple seating options. Sunlight brightens the scene, and lush greenery is visible in the background, enhancing the tranquil environment.
Home in Marathon

Angler’s Eden

LocationFamilyBiking

4.97 out of 5 average rating, 114 reviews
Guest favorite
A tiki bar with a thatched roof offers seating along a glass countertop. Two cocktails rest on the counter, with serene water views visible beyond. Boats are docked discreetly along the shoreline, surrounded by greenery and natural light.
Home in Key Colony Beach

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

FamilyValueSleep quality

4.76 out of 5 average rating, 172 reviews
Superhost
Home in Duck Key

Private Paradise in the Florida Keys

LocationFamilyPool

4.58 out of 5 average rating, 12 reviews
Guest favorite
Home in Duck Key

Villa 7218 on Duck key - Boat Slip Available

LocationFamilyComfort

4.96 out of 5 average rating, 25 reviews
Superhost
Home in Marathon

Marathon Oceanfront 4BR Private Pool 60’ Boat Dock

FamilyLocationQuiet

5.0 out of 5 average rating, 4 reviews
Top guest favorite
Home in Key Colony Beach

Entire private two family water front home.

LocationFamilyParking

5.0 out of 5 average rating, 5 reviews
Top guest favorite
Home in Marathon

Serenity Oasis~Pool!~Putt-Putt!~Kayaks~Bikes~Spa

LocationFamilyCleanliness

5.0 out of 5 average rating, 51 reviews
Guest favorite
Home in Marathon

Beach House, Private Pool, Dock, Gulf View Sunsets

LocationValueCondition

4.93 out of 5 average rating, 81 reviews

Condo rentals with a pool

Guest favorite
The image showcases a vibrant living space within the Dapper Dolphin condo, featuring a stylish kitchen with granite countertops, a cozy dining area, and a comfortable bedroom with a king-sized bed. The outdoor area displays a large pool surrounded by lounge chairs, highlighting the resort's inviting atmosphere.
Condo in Marathon

Dapper Dolphin | Canal View + Breakfast + Pool

FamilyValueBiking

4.93 out of 5 average rating, 119 reviews
Guest favorite
Condo in Key Colony Beach

Bright Cheery Condo, Ocean Views in Key Colony

FamilyValueLaundry

4.97 out of 5 average rating, 334 reviews
Top guest favorite
Condo in Tavernier

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

LocationFamilyCheck-in

4.94 out of 5 average rating, 158 reviews
Guest favorite
A modern kitchen features white cabinetry and stainless steel appliances. A wooden cutting board is placed on the counter, complemented by cooking utensils. Soft lighting illuminates the space, enhancing the clean and functional design. A window with shutters allows natural light to enter.
Condo in Key Largo

Gorgeous lagoon-front 2BR Townhouse with 2 pools

ValueLocationBackyard

4.91 out of 5 average rating, 170 reviews
Guest favorite
A spacious living room features a light color palette with a large flat-screen television mounted on the wall. Comfortable seating is arranged around a coffee table, and large windows provide a view of the ocean and natural light. Coastal decor enhances the atmosphere.
Condo in Tavernier

Lux Suite Open Ocean Views- 2 Balconies+Pool & Bar

LocationValueParks

4.91 out of 5 average rating, 166 reviews
Top guest favorite
A light-filled living space features a turquoise sofa with yellow accent pillows, paired with a round glass dining table. Rattan chairs complement the decor, which includes a vibrant tropical wall mural and a circular mirror. Modern appliances are visible in the kitchen area.
Condo in Tavernier

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

LocationFamilyTV

4.96 out of 5 average rating, 251 reviews
Guest favorite
A private beach area is visible, featuring soft white sand and arranged lounge chairs facing the calm ocean. Lush greenery lines the shore, with a small tree providing shade. In the background, a wooden pier extends into the water under a partly cloudy sky.
Condo in Tavernier

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

FamilyLocationNearby

4.9 out of 5 average rating, 337 reviews
Guest favorite
A well-lit living area showcases a comfortable sectional sofa and a wooden dining table with light-colored chairs. A decorative bowl of lemons sits at the center of the table, while large windows offer views of the surrounding landscape and allow natural light to fill the space.
Condo in Tavernier

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

LocationFamilyCondition

4.93 out of 5 average rating, 171 reviews

Other vacation rentals with a pool

Guest favorite
A bright and airy living area features a comfortable sofa and armchair, with large glass doors offering access to a private patio. A ceiling fan hangs above, and a TV sits on a light-colored entertainment unit, enhancing the space's open feel.
Townhouse in Marathon

Beachy Townhome Perfect For A Relaxing Getaway!

ValueLocationWalkability

4.84 out of 5 average rating, 79 reviews
Guest favorite
Townhouse in Marathon

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

LocationValueCleanliness

4.94 out of 5 average rating, 32 reviews
Guest favorite
A charming two-story villa is framed by swaying palm trees against a bright blue sky. Lush greenery borders the pathway leading to the entrance, which features a porch with round windows and white railings, emphasizing the inviting exterior of the residence.
Villa in Marathon

Seas the Keys Getaway with plunge pool/spa

FamilyLocationCheck-in

4.91 out of 5 average rating, 78 reviews
Top guest favorite
A private patio area features a plunge pool surrounded by lush tropical landscaping. Two lounge chairs are positioned nearby, offering a relaxing space. A light blue sky with scattered clouds creates an inviting ambiance, while palm trees add a touch of the tropics.
Townhouse in Duck Key

Duck Key *Delight* private plunge pool

LocationValueBackyard

5.0 out of 5 average rating, 91 reviews
Superhost
Home in Islamorada

Islamorada Bungalow #5

FamilyLocationCheck-in

4.81 out of 5 average rating, 42 reviews
Top guest favorite
A serene outdoor space features two wooden lounge chairs positioned on a grassy area beside calm waters. A small table is placed nearby, and a private dock extends towards the water, flanked by lush greenery in the background under a bright blue sky.
Townhouse in Key Colony Beach

Castillo Del Mar- Ocean access from your backyard

FamilyLocationCleanliness

5.0 out of 5 average rating, 15 reviews
Top guest favorite
A spacious outdoor area features a round table surrounded by chairs and a long wooden bench. Lush palm trees sway gently in the breeze, providing shade. A serene canal with docked boats is visible in the background, reflecting the clear blue sky.
Home in Key Colony Beach

Keys Retreat, Dock, King bed, Cabana Club, Pool.

ValueLocationQuiet

5.0 out of 5 average rating, 70 reviews
Superhost
A resort-style pool is surrounded by lounge chairs, set on a brick patio with a view of palm trees and the ocean. The scene is bright and open, showing a clear sky with scattered clouds, enhancing the outdoor leisure space.
Home in Marathon

Oceanview Rooftop Retreat 3BR 3BA in Marathon FL

ValueFamilyCleanliness

4.8 out of 5 average rating, 15 reviews

When is the best time to visit Duck Key?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 9,007 ZARR 9,961 ZARR 9,071 ZARR 9,071 ZARR 8,974 ZARR 8,085 ZARR 7,875 ZARR 7,163 ZARR 6,549 ZARR 7,454 ZARR 7,648 ZARR 7,115 ZAR
Avg. temp21°C22°C24°C25°C27°C29°C30°C30°C29°C27°C25°C23°C

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