Vacation Home Rentals By Owner In Duck Key, FL

Showing 75 Of 75 Vacation Rentals

$528.08

Harbor Village Home with Boat Dockage: Canalside 3BR/2.5BA Cottage 7061

Duck Key, Florida, United States

Check out our video tour! 7061 of Village at Hawks Cay Villas offers the best in Florida Keys living: boating, sailing, sport fishing, and many more exciting activities are just steps from your door! It's also only a short walk to Dolphin Connection where kids can interact with playful dolphins and learn about local marine life, so bring the whole family along! This spacious villa has room for everyone and room for your toys with up to 32 feet of dock space. A waterway lies just beyond the backyard, offering drive-up boat access. Steer a boat up to the dock, have your family or friends hop aboard, and enjoy an evening cruise with beautiful sunset views.brbrbrbrbrThis rental includes a 32' boat slip in the canal nearby the home. Grassy Key Marina is located just 2.2 miles from Duck Key for launching your boat, trailer parking, wet slips, fishing pole rentals, and live or frozen bait. Additional costs apply.brbrbrbrbrAlthough our rental homes are located at Hawks Cay, the Village at Hawks Cay Villas & Duck Key Condos by KeysCaribbean are not affiliated with Hawks Cay Resort. Our guests do not have access to hotel-owned amenities. Duck Key amenities available to the public include several restaurants and bars, Calm Waters Spa and Fitness Center (available to spa patrons), Dolphin Connection, tennis, private cruises, fishing charters, and boat rentals. There are a variety of water sports equipment rentals and charters available at SolÃ© Watersports which operates out of Hawks Cay Marina. Their activities include kayaking, paddle boarding, snorkeling, sunset cruises, and day-trips to local sand bars.

Bed

Bath

Sleeps

Exceptional(15)

$584.38

/ Nightly

Private Vacation Home

Ocean-View 3BR/3BA Cottage 5004 with Private Pool: Village at Hawks Cay Villas

Duck Key, Florida, United States

Check out our video tour! Bring both friends & family and have room to spare at Village at Hawks Cay Sunset Village Villa 5004! This colorful townhouse emanates a calming and tropical atmosphere. Prepare with sunscreen for some rest and relaxation while you bask in the sun overlooking the Atlantic Ocean and enjoy use of the private splash pool with drink in-hand. With a fully-equipped kitchen, spacious dining room and living space, you'll never have to leave the Sunset Village Villa 5004 to enjoy the perfect Florida Keys vacation.brbrbrbrbrPlease note that slip space is not included. Grassy Key Marina is located just 2.2 miles from Duck Key for launching your boat, trailer parking, wet slips, fishing pole rentals, and live or frozen bait. Additional costs apply.brbrbrbrbrAlthough our rental homes are located at Hawks Cay, the Village at Hawks Cay Villas & Duck Key Condos by KeysCaribbean are not affiliated with Hawks Cay Resort. Our guests do not have access to hotel-owned amenities. Duck Key amenities available to the public include several restaurants and bars, Calm Waters Spa and Fitness Center (available to spa patrons), Dolphin Connection, tennis, private cruises, fishing charters, and boat rentals. There are a variety of water sports equipment rentals and charters available at SolÃ© Watersports which operates out of Hawks Cay Marina. Their activities include kayaking, paddle boarding, snorkeling, sunset cruises, and day-trips to local sand bars.

Bed

Bath

Sleeps

$520.88

/ Nightly

Private Vacation Home

Oceanview 3BR/3BA Cottage 5009: Village at Hawks Cay Villas

Duck Key, Florida, United States

This welcoming 3-bedroom, 3-bath cottage invites you to settle in and savor the slower pace of island life. The layout offers plenty of room to spread out, with bright common spaces and an easy flow that makes gathering feel natural. Step onto the back porch and you’ll find peaceful ocean views that set the tone for quiet mornings or unwinding after a day in the sun. Just beyond the cottage sits a sunning beach—an ideal spot to relax, breathe in the salt air, and let the world fade for a while. It’s a comfortable, calming retreat designed for effortless downtime.brbrbrbrbrIn addition to the amenities list featured above, we also offer starter kits for your convenience, including two dishwasher tablets, dish soap, a sponge, a roll of paper towels, two trash bags, and single-use packs of laundry detergent and dryer sheets. A pack n' play crib and highchair are available upon request. Linens, including sheets, duvets, and towels, are provided, as well as hangers and a luggage rack.brbrbrbrbrPlease note that slip space is not included. Grassy Key Marina is located just 2.2 miles from Duck Key for launching your boat, trailer parking, wet slips, fishing pole rentals, and live or frozen bait. Additional costs apply.brbrbrbrbrAlthough our rental homes are located at Hawks Cay, the Village at Hawks Cay Villas & Duck Key Condos by KeysCaribbean are not affiliated with Hawks Cay Resort. Our guests do not have access to hotel-owned amenities. Duck Key amenities available to the public include several restaurants and bars, Calm Waters Spa and Fitness Center (available to spa patrons), Dolphin Connection, tennis, private cruises, fishing charters, and boat rentals. There are a variety of water sports equipment rentals and charters available at Sole Watersports, which operates out of Hawks Cay Marina. Their activities include kayaking, paddleboarding, snorkeling, sunset cruises, and day-trips to local sandbars.

Bed

Bath

Sleeps

Exceptional(1)

$471.65

/ Nightly

Private Vacation Home

Duck Key Retreat: 3BR+Bonus, Private Pool & Waterfront Dockage

Duck Key, Florida, United States

Escape to the heart of the Florida Keys in this beautifully appointed 3-bedroom, 3-bathroom home with a bonus room—perfect for families, couples, or groups seeking the ideal island getaway. Nestled on picturesque Duck Key, this two-story haven blends laid-back Keys living with modern comfort.brbrThe ground floor offers privacy and flexibility, featuring two inviting bedrooms, a full bathroom, and a cozy lounge area—ideal for kids or extra guests. Upstairs, you’ll find the bright and airy main living space with soaring ceilings, two additional bedrooms and bathrooms, and an open-concept kitchen and living room that opens up to a spacious screened-in porch. Sip morning coffee or enjoy sunset dinners al fresco with the sea breeze all around you.brbrOutdoors, unwind in your private pool, which can be heated or chilled to your preference (for an additional fee), rinse off in the outdoor shower, or fire up the grill for casual cookouts. Boaters will love the convenient dockage at the large seawall, providing easy ocean access for fishing, diving, and island hopping adventures.brbrWhether you're relaxing poolside, watching the water sparkle from your porch, or setting off for a day on the water, this Duck Key escape offers everything you need for an unforgettable Keys vacation.brbrThis property is managed by Star Properties Destinations LLC and is licensed (license # VRE-19-18)brBusiness Tax#25230-122730

Bed

Bath

Sleeps

$471.57

/ Nightly

Private Vacation Home

Canalside 2BR/1.5BA Bungalow Villa 7023 with Jetted Spa Pool: Village at Hawks Cay Villas

Duck Key, Florida, United States

Check out our video tour! Conch Villa 7023 is a laid-back, canal-side escape with a breezy, coastal vibe. This 2-bedroom, 1.5-bath retreat features a private patio that looks out over the canal—perfect for quiet mornings or evening lounging. Tucked into the corner is a jetted spa tub (heated to 88 – 90 degrees Fahrenheit) that’s more refreshing than steamy, offering a cool soak with a view. Inside, the space is simple and relaxed, with just the right touches to make it feel like home.brbrbrbrbrIn addition to the amenities list featured above, we also offer starter kits for your convenience, including two dishwasher tablets, dish soap, a sponge, a roll of paper towels, two trash bags, and single-use packs of laundry detergent and dryer sheets. A pack n' play crib and highchair are available upon request. Linens, including sheets, duvets, and towels, are provided, as well as hangers and a luggage rack.brbrbrbrbrPlease note that slip space is not included. Grassy Key Marina is located just 2.2 miles from Duck Key for launching your boat, trailer parking, wet slips, fishing pole rentals, and live or frozen bait. Additional costs apply.brbrbrbrbrAlthough our rental homes are located at Hawks Cay, the Village at Hawks Cay Villas & Duck Key Condos by KeysCaribbean are not affiliated with Hawks Cay Resort. Our guests do not have access to hotel-owned amenities. Duck Key amenities available to the public include several restaurants and bars, Calm Waters Spa and Fitness Center (available to spa patrons), Dolphin Connection, tennis, private cruises, fishing charters, and boat rentals. There are a variety of water sports equipment rentals and charters available at Sole Watersports, which operates out of Hawks Cay Marina. Their activities include kayaking, paddleboarding, snorkeling, sunset cruises, and day-trips to local sandbars.

Bed

Bath

Sleeps

Exceptional(2)

$574.13

/ Nightly

Private Vacation Home

Turtle Time - Beautiful waterfront home with pool, dock and tropical landscaping

Duck Key, Florida, United States

brTurtle Time is for relaxing on screened in porches, swimming in the designer pool and playing with all the many amenities or just enjoying the beauty of the home.brbrOutdoor living space We have lots - upstairs screened porch with beautiful water views. Huge screened in porch downstairs with dining table/chairs, sitting area, ping pong table, domino table, ice cream maker and outdoor games. brbrMain house features the primary suite with king bed, ensuite bath, and French doors to the screened in porch. The decor is in an elegant West Indies palm tree style. Also in the main house, the Under the Sea guest room (queen bed) with it's own private balcony. There is another full bath off the hallway. The kitchen has stainless steel appliances including a Keurig coffee center for both individual cups and a full carafe. There are new granite countertops. Enjoy cooking with the newly added air fryer and all the utensils you need for a gourmet meal. The kitchen shares a bar with the dining room, giving additional seating to the large dining room table. The living room features 2 couches (one being a sofa bed), recliner and entertainment center with TV and games.brbrSeparated by a breezeway is the guest suite with 2 queen beds, baby bed and ensuite bathroom. It's hibiscus décor gives a tropical garden feel.brbrOutdoors is a tropical oasis with key lime trees (try the house recipe for key lime martinis), guava tree, mango tree, and coconut trees. Don't miss the butterfly garden, recently certified as a monarch sanctuary.brbrRelax by the turtle shaped pool or lounge under the tiki hut with a table/chairs and a hammock.brbrDock your boat(s) at the large dock complete with fish cleaning station for your daily catch. Feed tropical fish and view them at night with the underwater lighting.brbrRentals are a 28 day minimum. The 28 days must fall within a calendar month. Smoking is permitted outdoors only. Pet friendly with a pet deposit and pet fee. Pool heat available for an affordable additional fee. Plenty of parking with double driveways. Note: couch/chair covers are provided for your protection (cleaned after each visit) and to protect the furniture. They are not to be removed during the stay. Please cooperate with this request, as we had to buy new ones recently due to a guest accident. br

Bed

Bath

Sleeps

$471.38

/ Nightly

Private Vacation Home

Canalside 2BR/2BA Villa 7036 with Jetted Spa Pool: the Marlin House at Village at Hawks Cay Villas

Duck Key, Florida, United States

Check out our video tour! Conch Villa 7036 offers a relaxed canal-side setting with just the right mix of comfort and simplicity. With two bedrooms and two full baths, it’s an excellent fit for small groups or families who want a little extra space without losing that cozy, laid-back feel. The private patio is a standout, perfect for unwinding by the water, and the jetted spa tub adds a refreshing touch, more like a cool plunge than a steamy soak (heated to 88 – 90 degrees Fahrenheit). It’s a quiet, easygoing spot that makes slowing down feel effortless.brbrbrbrbrIn addition to the amenities list featured above, we also offer starter kits for your convenience, including two dishwasher tablets, dish soap, a sponge, a roll of paper towels, two trash bags, and single-use packs of laundry detergent and dryer sheets. A pack n' play crib and highchair are available upon request. Linens, including sheets, duvets, and towels, are provided, as well as hangers, a luggage rack, a first aid kit, and a Life Vac Choking Rescue Kit.brbrbrbrbrAdditional features and equipment: 3-in-1 toaster oven and air fryer, smart TV with cable, board games and cards, beach towels, a 30-quart rollable cooler, and throw blankets.brbrbrbrbrPlease note that slip space is not included. Grassy Key Marina is located just 2.2 miles from Duck Key for launching your boat, trailer parking, wet slips, fishing pole rentals, and live or frozen bait. Additional costs apply.brbrbrbrbrAlthough our rental homes are located at Hawks Cay, the Village at Hawks Cay Villas & Duck Key Condos by KeysCaribbean are not affiliated with Hawks Cay Resort. Our guests do not have access to hotel-owned amenities. Duck Key amenities available to the public include several restaurants and bars, Calm Waters Spa and Fitness Center (available to spa patrons), Dolphin Connection, tennis, private cruises, fishing charters, and boat rentals. There are a variety of water sports equipment rentals and charters available at Sole Watersports, which operates out of Hawks Cay Marina. Their activities include kayaking, paddleboarding, snorkeling, sunset cruises, and day-trips to local sandbars.

Bed

Bath

Sleeps

Exceptional(6)

$722.3

/ Nightly

Private Vacation Home

Private Pool Home: 3BR/2.5BA Sanctuary Village Villa 7221

Duck Key, Florida, United States

Check out our video tour! Bring the whole family and have room to spare at Village at Hawks Cay Sanctuary Villa 7221! Over 1,800 square feet of generous living space awaits you in this tropical townhouse with a thoughtful layout and an easy flow. Relaxed island ambiance decorated with an understated flair. Just off the dining area is the kitchen featuring wooden cabinetry and rich granite counters. Just outside the living area is a patio where you may enjoy cocktails or that book you've been waiting to read in the perfect setting while preparing to take a dip in your own private pool. You'll never have to leave to enjoy this perfect vacation home in the fabulous Florida Keys.brbrbrbrbrPlease note that slip space is not included. Grassy Key Marina is located just 2.2 miles from Duck Key for launching your boat, trailer parking, wet slips, fishing pole rentals, and live or frozen bait. Additional costs apply.brbrbrbrbrAlthough our rental homes are located at Hawks Cay, the Village at Hawks Cay Villas & Duck Key Condos by KeysCaribbean are not affiliated with Hawks Cay Resort. Our guests do not have access to hotel-owned amenities. Duck Key amenities available to the public include several restaurants and bars, Calm Waters Spa and Fitness Center (available to spa patrons), Dolphin Connection, tennis, private cruises, fishing charters, and boat rentals. There are a variety of water sports equipment rentals and charters available at SolÃ© Watersports which operates out of Hawks Cay Marina. Their activities include kayaking, paddle boarding, snorkeling, sunset cruises, and day-trips to local sand bars.

Bed

Bath

Sleeps

Exceptional(14)

$763.88

/ Nightly

Private Vacation Home

Private Pool Home: 4BR/2.5BA Sanctuary Village Villa 7222

Duck Key, Florida, United States

Check out our video tour! Note as of Nov 2024: our swimming pool is newly replastered, so you can enjoy a fresh surface and swim experience. We're changing the way you vacation at Village at Hawks Cay Villa 7222 with 4 bedrooms and 2.5 baths. You'll never have to stress again assuring your guest's comfort and privacy or accommodating extended family on a budget. Whether you're entertaining the family throughout the open layout of the kitchen, dining and living area, have your feet up on the private patio and prepare to cool off in your own private pool next to that special someone, or are basking in the sun from your pool deck; the only regret will be that you didn't stay longer!brbrbrbrbrPlease note that slip space is not included. Grassy Key Marina is located just 2.2 miles from Duck Key for launching your boat, trailer parking, wet slips, fishing pole rentals, and live or frozen bait. Additional costs apply.brbrbrbrbrAlthough our rental homes are located at Hawks Cay, the Village at Hawks Cay Villas & Duck Key Condos by KeysCaribbean are not affiliated with Hawks Cay Resort. Our guests do not have access to hotel-owned amenities. Duck Key amenities available to the public include several restaurants and bars, Calm Waters Spa and Fitness Center (available to spa patrons), Dolphin Connection, tennis, private cruises, fishing charters, and boat rentals. There are a variety of water sports equipment rentals and charters available at SolÃ© Watersports which operates out of Hawks Cay Marina. Their activities include kayaking, paddle boarding, snorkeling, sunset cruises, and day-trips to local sand bars.

Bed

Bath

Sleeps

Exceptional(27)

$692.75

/ Nightly

Private Vacation Home

Charming 3-bedroom house featuring a heated private pool.

Duck Key, Florida, United States

This kick back family-friendly private residence in Duck Key presents a spacious and inviting environment, featuring three comfortably appointed bedrooms and three bathrooms, making it an ideal choice for a memorable getaway. Each bedroom is thoughtfully furnished with a plush king-sized bed, ensuring restful and restorative nights for all guests. The property boasts an array of excellent amenities, including high-speed WiFi and efficient air conditioning throughout, providing a seamless and comfortable stay. We eagerly anticipate the opportunity to welcome you to this beautiful retreat, where every detail is designed to make your vacation truly exceptional.

Bed

Bath

Sleeps

Exceptional(3)

$286.84

/ Nightly

Private Vacation Home

3BR/3BA Duck Key Island Retreat With Private Pool

Duck Key, Florida, United States

In the Heart of the Florida Keys, this three bedroom and three bath Duck Key retreat is located within just minutes of the ocean! Enjoy the outdoors from the screened-in porch or take a swim in the NEW private, heated pool below. Each bedroom is incredibly spacious and tastefully decorated with modern Florida Keys furnishings. Both the master bedroom and second bedroom feature a king-sized bed, and the third bedroom has a queen-sized bed. While we highly recommend many of the local restaurants, you'll have the option to eat-in using the fully-equipped, gourmet kitchen and dining is covered with seating for eight.brbrbrbrbrPlenty of parking! 1 covered space plus 4 additional off street parking spaces. There's also a secured area to store a boat and trailer if needed. What are you waiting for This home has everything you need for the perfect vacation in the Fabulous Florida Keys!

Bed

Bath

Sleeps

Exceptional(8)

$335.89

/ Nightly

Private Vacation Home

Florida Keys Paradise Getaway | Private Beach Club Access | Spectacular Sunsets

Duck Key, Florida, United States

Florida Keys Paradise Getaway | Private Beach Club Access | Spectacular Sunsets brbrEscape to your own tropical retreat in the heart of the Florida Keys! This stunning 2-bedroom, 2-bathroom vacation rental is the perfect blend of comfort, style, and island charm — complete with breathtaking sunset views every evening.brbr✅ Highlights:brbr Private balcony or patio with front-row sunset viewsbr ️ 2 Spacious Bedrooms (sleeps up to 6 comfortably)br 2 Full Bathrooms with modern finishesbr In-unit Washer & Dryer – pack light & stay freshbr Fully equipped kitchen for home-style mealsbr Access to a Private Beach Club with a crystal-clear pool and sandy shorelinebr Free parking and minutes from top dining, snorkeling, and fishing spotsbrbrWhether you’re sipping cocktails on the balcony or soaking up the sun by the private beach, this Keys escape is made for relaxation and memory-making.brbrPerfect for:brbrFamily getawaysbrCouples retreatsbrSnowbirds escaping the coldbrLong weekends or extended stays. For more details, please visit: https://thecabanaclubkeycolonybeach.com

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Bath

Sleeps

$323.1

/ Nightly

Private Vacation Home

Restful waterfront townhome with deck, great water views & washer/dryer

Duck Key, Florida, United States

Located on the upscale Duck Key in a quiet neighborhood known as the Village in Hawks Cay, this waterfront townhouse offers the ideal restful retreat. Take in breathtaking views of the Duck Key Marina, Toms Harbor, and the Seven Mile Bridge in the distance!brbrSpend leisurely afternoons fishing from the shoreline, right outside your door. You'll also be able to easily access nearby fishing charters, watercraft rentals, diving and snorkeling trips, sunset cruises, Dolphin Connection, and excellent restaurants on this 568-acre island.br brAfter a day spent on the water, you can unwind in the open living area with a sofa bed and a flatscreen TV. Whip up tasty dishes in the well-equipped kitchen, outfitted with a full suite of stainless steel appliances and ample counter space. There is a quaint dining area, while the covered back deck makes a wonderful space for alfresco meals with a water view. The outdoor table provides additional seating. br brThe first bedroom has a flatscreen TV and a balcony with incredible water views, the second bedroom has a flatscreen TV, and the full bathroom has a tub/shower combination. A half-bath provides added convenience. Free WiFi and an in-home washer/dryer are provided as well.brbrClose to this great location, you can learn about the marine ecosystem and swim with dolphins at the Dolphin Research Center, go kayaking around Curry Hammock State Park, and enjoy fine and casual seafood dining on the island.brbrThings to KnowbrThis unit has 1 1/2 bathrooms, not two full bathrooms.brThis two-story townhome is accessed via five steps at the entryway.brThis is an individually owned villa and is not associated with Hawks Cay Resort. Your reservation is not through Hawks Cay Resort, therefore, you do not have access to some amenities offered by Hawks Cay Resort (including all resort pools). It is your responsibility as our guest to determine what if any Hawks Cay Resort amenities are available to you. A daily resort fee for access to Hawks Cay Resort amenities is not offered by Hawks Cay Resort.brAs a guest of this vacation rental, you can enjoy access to Angler & Ale, Sixty-One Prime, Dolphin Connection (with pre-purchased tickets/must purchase prior to being inside the resort), Calm Waters Spa, Duck Key Marina, and fishing charters at the Marina).brThis property is managed by Vacasa Florida, LLC.

Bed

Bath

Sleeps

Exceptional(13)

$470.22

/ Nightly

Private Vacation Home

4 Bedroom 3 bath on beautiful Duck Key!

Duck Key, Florida, United States

Beautiful 4 bedroom, 3 bath home with pool on beautiful and private Duck Key. br This home has it all! Professionally decorated. Stainless, Quartz, marble, 10'ceilings,br8' doors. No expense spared when building this home. Minutes from everything , but tucked away in a very restful area of Duck Key. This home is not on the water.... but it is only a 2 minute drive or 10 minute walk to the world famous Hawks Cay Resort, where charter fishing, boat and jet ski rentals are available. If you need to rent a slip for your own boat, Duck Key marina is even closer!

Bed

Bath

Sleeps

Exceptional(4)

$400.7

/ Nightly

Private Vacation Home

Ocean-View 2BR/2BA Conch Villa 5066: Village at Hawks Cay Villas

Duck Key, Florida, United States

Check out our video tour! The Village at Hawks Cay Villa 5066 on Sunset Village Drive is located on Duck Key, with Tom's Harbor at your back door. Sip on your favorite cocktails from the patio overlooking the water, or take a stroll through the splendid community. There is something for everyone in the Florida Keys! Come to visit, play and enjoy our hospitality when you do! We look forward to having you as our guests!brbrbrbrbrPlease note that slip space is not included. Grassy Key Marina is located just 2.2 miles from Duck Key for launching your boat, trailer parking, wet slips, fishing pole rentals, and live or frozen bait. Additional costs apply.brbrbrbrbrAlthough our rental homes are located at Hawks Cay, the Village at Hawks Cay Villas & Duck Key Condos by KeysCaribbean are not affiliated with Hawks Cay Resort. Our guests do not have access to hotel-owned amenities. Duck Key amenities available to the public include several restaurants and bars, Calm Waters Spa and Fitness Center (available to spa patrons), Dolphin Connection, tennis, private cruises, fishing charters, and boat rentals. There are a variety of water sports equipment rentals and charters available at SolÃ© Watersports which operates out of Hawks Cay Marina. Their activities include kayaking, paddle boarding, snorkeling, sunset cruises, and day-trips to local sand bars.

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Sleeps

Vacation Home Rentals By Owner In Duck Key, FL

$528.08

$584.38

$520.88

$471.65

$471.57

$574.13

$471.38

$722.3

$763.88

$692.75

$286.84

$335.89

$323.1

$470.22

$400.7

Rent a place that suits your needs

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