Vacation Rentals By Owner In Duck Key, FL

$577.18

Convenient Location! Outdoor Pool Access, Full Kitchen! Near Beach!

Duck Key, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 350 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool is available, open 24 hours.brbr✦ Paid valet parking, available for $15 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $55.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

2

Bed

1

Bath

6

Sleeps

$516.35

/ Nightly

Hotel

A Place You'll Surely Enjoy! Full Kitchen, Outdoor Swimming Pool!

Duck Key, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool is available, open 24 hours.brbr✦ Paid valet parking, available for $15 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $55.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

2

Bed

1

Bath

6

Sleeps

$516.35

/ Nightly

Hotel

Amazing Location in the Middle of Florida Keys! Full Kitchen! Onsite Pools

Duck Key, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool is available, open 24 hours.brbr✦ Paid valet parking, available for $15 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $55.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

2

Bed

1

Bath

6

Sleeps

$580.44

/ Nightly

Hotel

Unwind and Relax! Amazing Unit w/ Spacious Living Room, Balcony, Onsite Pool

Duck Key, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool is available, open 24 hours.brbr✦ Paid valet parking, available for $15 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $55.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

2

Bed

1

Bath

6

Sleeps

$580.44

/ Nightly

Hotel

Perfect for Family and Friends! Gorgeous Villa with Full Kitchen! Pool Access

Duck Key, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool is available, open 24 hours.brbr✦ Paid valet parking, available for $15 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $55.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

Bed

Bath

Sleeps

$430.08

/ Nightly

Villa

Waterfront Island Escape with Private Plunge Pool

Duck Key, Florida, United States

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.brbrCentrally 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.brbrWith ample space to sleep 6, this 2 bedroom 2.5 bath villa is the ideal retreat for families, couples, adventurers, and those that are looking to experience the spirit of the Florida Keys.brbrThe property has 2 bedrooms each with a full private bath. The master bedroom has a queen bed and the second bedroom has 2 twin beds. An upstairs veranda sits off of the twin bedroom. A sleeper sofa is available in the living room downstairs where a half bath is present.brbrThe kitchen is fully equipped for all of your culinary needs.brbrA washer and dryer are located on the first floor of the villa. All of your bath and laundering needs are provided.brbr1000 Mbps high-speed Xfinity internet is available. With the Xfinity service, free HBO is included. The entire unit is smart-home integrated with Nest products including Chromecast, allowing you to stream all of your favorite services.brbrNest smart speakers are located throughout the villa with unlimited access to YouTube music offering uninterrupted entertainment.brbrThe downstairs patio overlooks the canal behind the villa and is equipped with a plunge pool that has a heating option.brbrFor the beachgoer: Beach towels, beach chairs, a cooler, and a beach bag are available for use.brFor the fisherman: Fishing poles and light tackle are available for use.brbrThe villa is privately owned and not affiliated with Hawks Cay Resort. Hawks Cay Resort amenities and resort pools are unavailable to guests. The resort restaurants Angler & Ale and Sixty-One Prime are open to the public. Hawks Cay Marina and Sole Watersports have fishing charters and watersport activities available to the public. Calm Waters Spa and The Dolphin Connection are open for guests to use as well.brbrThe villa comes with two parking spaces directly in front of the unit. brbrBoat and trailer parking are available on the property but have to be reserved separately through Hawks Cay Resort reservation department. A boat launch is also available on the resort property but has to be arranged independently through Hawks Cay Resort. Boat slips on the resort property can be rented separately through Hawks Cay Resort while staying at the villa. Duck Key Marina and Grassy Key Marina are also very close to the property and offer boat slip rentals, boat and trailer storage, and boat launches. brbr***A similar property is available for rent within the resort grounds and can be rented in conjunction with this villa. Combining the two properties would provide sleeping arrangements for up to 12 guests.*** ***https://abnb.me/3n8rKSvJBDb***

Bed

Bath

Sleeps

$140.17

/ Nightly

Private Vacation Home

Seaside Bungalow Florida Keys

Duck Key, Florida, United States

Escape to this fully renovated 3BR/3BA waterfront retreat in peaceful Conch Key (Marathon). Enjoy crystal-clear waters, dockside swimming, a 30’ boat lift, and a private 1-putt golf hole. Relax under the tiki hut, rinse off in the outdoor shower, or unwind by the outdoor TV. With a fish cleaning station, cozy seating, and beach access just steps away, this is the ideal spot for families, boaters, and beach lovers.brHouse Rules ✨brbrWe’re so happy to host you! To help us keep the home comfortable and enjoyable for everyone, please take a moment to review our house rules:brbr Pets – We welcome pets under 30 lbs. Please note that if there is excess shedding, an additional $35 cleaning fee may apply.brbr Guests – The home accommodates up to 7 guests. Please no additional visitors. (Extra guests are $40 per person, per night.)brbr⏰ Checkout – Standard checkout is by 10 AM. Late checkout past 12 PM may incur a fee of up to one night’s stay.brbr No Smoking – This is a smoke-free home. A $300 fee applies for violations.brbr No Parties or Events – To keep things peaceful for our neighbors and future guests, we kindly ask that you do not host parties or events. If this rule is violated, a $300 additional cleaning fee will apply.brbr ️ Garbage – Please dispose of all trash before departure. A $25 fee applies if garbage is left behind.brbr ️ Dishes – Kindly wash any used dishes before checkout, or you can load any used dishes into the dishwasher and start it before checking outbrbr ️ Damages – Please report any damages within 2 hours of check-in so we can address them right away.brbr Energy & Security – When leaving, please turn off lights, electronics, and lock the front door. Adjust the A/C to 76°.brbr Smart TV – Remember to log out of any personal accounts when you check out.brbr Parking – Parking is only allowed in designated areas. No street parking, please.brbr✨ Thank you so much for your understanding and cooperation. We truly appreciate it, and want your stay to be as smooth and enjoyable as possible. If you need any clarification, please don’t hesitate to reach out!

6

Bath

7

Sleeps

Exceptional(28)

$863.44

/ Nightly

Private Vacation Home

Piece of Paradise located at Hawks Cay in Duck Key

Duck Key, Florida, United States

brBeautiful 5 Bedroom , 3.5 Bath house in Hawks Cay. Former Owner's unit directly on the water with its own swimming pool. Large front porch and Patio for entertaining as well as a observation deck. Includes a full Kitchen and has its own clothes washer and dryer for convenience.

Bed

Bath

Sleeps

$281.98

/ Nightly

Condo

Tropical oasis near all the action with central AC & balcony

Duck Key, Florida, United States

Newly remodeled, this home away will feel like your very own tropical oasis here in the Middle Keys! With fun beach decor, a bright interior, and plenty of room for everyone to spread out, no one will have trouble slipping into relaxation mode. Step out to your balcony with a fresh cup of coffee each morning or a glass of wine in the evening and breathe the salty air. After a full day of fun in the sun, the open layout of the full kitchen, dining area, and living room will make for an effortless night of reminiscing and entertaining the whole group. Not to mention, the chef of the group will be in paradise with all of the appliances of home to whip up tasty meals each night.brbrWHAT'S NEARBYbrSitting within an easy drive south to Marathon and Key West or a short drive north to Islamorada and Key Largo, this getaway will be the perfect jumping-off point for your special vacation. Adventures await at Florida Keys Aquarium Encounters, Turtle Hospital, and Dolphin Encounters, snorkeling, jet ski rentals, scuba diving, fishing charters, and much more are also available to cater to each guest. brbrTHINGS TO KNOWbrThis 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).

2

Bed

3

Bath

6

Sleeps

$329.83

/ Nightly

Private Vacation Home

Immaculate oceanfront townhouse with ocean view & private beach access

Duck Key, Florida, United States

With a wonderful location and a private sandy beach just steps away, this family-friendly townhouse is all set up for your beach getaway. Step inside and you'll be greeted by the charming full kitchen, remodeled as of spring 2021 and featuring granite countertops and full-size appliances for your cooking projects. Central air-conditioning will help everyone relax in the well-furnished living room and stylish bedrooms. Relax on the furnished patio, or head up to the private balcony just off the main bedroom. Views of the ocean will set the tone for your adventures throughout the Keys!brbrThere are many attractions in the area including the Dolphin Research Center, within five miles from home. Long Key State Park, the Florida Keys Aquarium Encounters, the Marathon Air Museum, and Sunset Park are less than 10 miles away, and Channel #5 Bridge and Crane Point Hammock are within a 15-mile radius. brbrTHINGS TO KNOWbrFree cable.brNetflix streaming.brThis townhouse is not equipped with WiFi.brThe living room sofa bed provides extra sleeping space.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).

Bed

Bath

Sleeps

$853.93

/ Nightly

Villa

Florida Keys 3BR w/ Perks – No Hidden Fees

Duck Key, Florida, United States

Enjoy your stay in the Florida Keys at our 3-bedroom townhome villa! Our exceptional home is the perfect place for an adventurous holiday. This property features balconies with water views, comfortable bedrooms, and a full kitchen. As our guest, you'll have unlimited access to a wide range of activities and amenities, including swimming with dolphins, going on a shore excursion, and relaxing in the spa.brbrMandatory fees are now included in the price.brbr• Balconies w/ Water Viewbr• Full Kitchen + Open Living Areabr• Dolphin Connection - Unique Experience! br• Multiple Shared Outdoor Poolsbr• Unlimited Access to Spa & Fitness Centerbr• 24-Hour Front Desk brbrWelcome to our two-story 1320 sq. ft townhome villa in the Florida Keys. Here we've got you covered with all the amenities you need!brbr• 3 Bedrooms: 1 king & 2 queen beds or 1 king, 1 queen bed & 2 twin beds, flat-screen TV br• 2 Bathrooms: shower or bathtub - the number of bathrooms may varybr• Kitchen: fully equippedbr• Living Area: sofas, dining table, flat-screen TVbr• 2 Balconies w/ water viewsbrbrOther amenities at Hawks Cay Resort include (but not limited to): brbr• 2 Conference Centers + Wedding Venuesbr• Outdoor Hot Tub & Heated Poolbr• On-Site Gift Shops br• Bike, Fishing, Kayak & Paddleboard RentalsbrbrLOCAL FAVORITES (Resort-Wide) brbrFood and Drinksbrbr• Angler And Ale: right on the water, enjoy delicious food and gorgeous views at this seafood restaurant - Marinabr• Tiki Grill: a Florida Keys tiki bar serving fresh poolside fare - Resort Poolbr• Starbucks Coffee: get your coffee fix before going on your next adventure - Main Hotel brbrWater Activitiesbrbr• Dolphin Connection: If you’ve ever wanted to swim with the dolphins, this is the only resort in the US that offers dolphin viewing on-site and a variety of interactive programs for every age.br• Solé Watersports: book a snorkel and sandbar excursion for your group on the coral reefs br• Better Than Most SCUBA: accessible both for complete beginners to more experienced diversbrbrThings to Dobrbr• Coral Cay Activities & Adventure Club: this kid's club features a pirate ship pool, a playground, a game room, and all sorts of programs and events to make sure kids have an awesome timebr• Putting Course & Sports Field: have a game of basketball, volleyball, or tennis, or just practice your putting with a friend on our sports fieldbr• Island Time: get a nice souvenir from our on-site boutique before you leavebrbrOTHER THINGS TO NOTE:brInclusions & Perks brbr• Your stay includes a curated package of resort experiences and services, designed to elevate every moment:br• Unlimited use of the putting course, sports field, and both hard and clay court tennis facilitiesbr• Complimentary self-parking in front of the unitbr• Resort-wide Island Tram servicebr• Unlimited access to Coral Cay activities and adventuresbr• Full access to the Calm Waters Spa Fitness Centerbr• High-speed wireless internetbr• Local and toll-free phone callsbr• Complimentary bike rentals at Coral Caybr• Free use of kayaks and paddleboards at Tiki Beachbr• Housekeeping service, daily towel exchange, and trash pickup are complimentary and available upon prior request.brbrAdditional Optionsbrbr• Valet parking: Optional service available for $15br• Boat dockage is available for select villas around the harbor. Reservations must be made separately and do incur an additional charge. Please contact us to confirm availability.br• Pack-and-play units are offered based on availability.brbrImportant Notesbrbr• At check-in, you’ll receive a unit of the same type as shown in this listing, complete with the advertised size and number of rooms. Each unit is individually decorated; layout, décor, furniture, and views may vary.br• Bedding and number of bathrooms may vary.br• Pets are not permitted at this property.br

Bed

Bath

Sleeps

$708.77

/ Nightly

Villa

Villa with Resort Amenities | Full Kitchen

Duck Key, Florida, United States

Looking for a unique and exciting vacation rental in the Florida Keys This 2-bedroom townhome villa is perfect for families looking for a memorable holiday. The villa features a fully equipped kitchen and an open living area to bring everyone together. For some incredible experiences, take part in the unique dolphin program, where you can swim with bottlenose dolphins! Other amenities include a spa, a fitness center, multiple outdoor pools, and a kid's club!brbrMandatory fees are now included in the price.brbr• Balconies w/ Water or Ground Viewsbr• Full Kitchen w/ Breakfast Bar + Open Living Areabr• Dolphin Connection - Unique Experiences! br• Multiple Shared Outdoor Poolsbr• Short Walk to Spa & Fitness Centersbr• Unlimited Access to Resort FacilitiesbrbrThis two-story townhome villa features 780 square feet of Florida Keys ambiance. Hidden on the edge of the sea, the villa is within walking distance of the spa and the kid's club.brbr• Master Bedroom: queen bed, TVbr• Second Bedroom: 2 twin beds, TVbr• Bathrooms: walk-in shower or bathtub - the number of bathrooms may varybr• Kitchen: fully equippedbr• Living Area: sofa, dining area, flat-screen TV br• 2 BalconiesbrbrOther amenities at Hawks Cay Resort include (but not limited to): brbr• 2 Conference Centers + Wedding Venuesbr• Outdoor Hot Tub & Heated Poolbr• On-Site Gift Shops br• Bike, Fishing, Kayak & Paddleboard RentalsbrbrLOCAL FAVORITES (Resort-Wide) brbrFood and Drinksbrbr• Angler And Ale: right on the water, enjoy delicious food and gorgeous views at this seafood restaurant - Marinabr• Tiki Grill: a Florida Keys tiki bar serving fresh poolside fare - Resort Poolbr• Starbucks Coffee: get your coffee fix before going on your next adventure - Main Hotel brbrWater Activitiesbrbr• Dolphin Connection: If you’ve ever wanted to swim with the dolphins, this is the only resort in the US that offers dolphin viewing on-site and a variety of interactive programs for every age.br• Solé Watersports: book a snorkel and sandbar excursion for your group on the coral reefs br• Better Than Most SCUBA: accessible both for complete beginners to more experienced diversbrbrThings to Dobrbr• Coral Cay Activities & Adventure Club: this kid's club features a pirate ship pool, a playground, a game room, and all sorts of programs and events to make sure kids have an awesome timebr• Putting Course & Sports Field: have a game of basketball, volleyball, or tennis, or just practice your putting with a friend on our sports fieldbr• Island Time: get a nice souvenir from our on-site boutiquebrbrOTHER THINGS TO NOTE:brInclusions & PerksbrYour stay includes a curated package of resort experiences and services, designed to elevate every moment:brbr• Unlimited use of the putting course, sports field, and both hard and clay court tennis facilitiesbr• Complimentary self-parking in front of the unitbr• Resort-wide Island Tram servicebr• Unlimited access to Coral Cay activities and adventuresbr• Full access to the Calm Waters Spa Fitness Centerbr• High-speed wireless internetbr• Local and toll-free phone callsbr• Complimentary bike rentals at Coral Caybr• Free use of kayaks and paddleboards at Tiki BeachbrbrHousekeeping service, daily towel exchange, and trash pickup are complimentary and available upon prior request.brAdditional Optionsbrbr• Valet parking: Optional service available for $15br• Boat dockage is available for select villas around the harbor. Reservations must be made separately and do incur an additional charge. Please contact us to confirm availability.br• Pack-and-play units are offered based on availability.brbrImportant Notesbrbr• At check-in, you’ll receive a unit of the same type as shown in this listing, complete with the advertised size and number of rooms. Each unit is individually decorated; layout, décor, furniture, and views may vary.br• Bedding and number of bathrooms may vary.br• Pets are not permitted at this property.br

Bed

Bath

Sleeps

$382.56

/ Nightly

Private Vacation Home

Waterfront escape with stunning views, private balconies, near attractions

Duck Key, Florida, United States

Escape to this charming townhouse in the heart of Hawks Cay Resort, where breathtaking water views greet you from the deck, balcony, and patio. Relax in the coastal breeze as you unwind with the soothing sounds of the waves—your perfect island getaway awaits.brbrStep inside to find a well-equipped kitchen complete with a fridge, stove, oven, dishwasher, and more—perfect for preparing delicious meals during your stay. The spacious living room invites you to kick back and relax after a day of adventure, while modern amenities such as central AC, high-speed internet, cable TV, and a washer/dryer ensure a comfortable and convenient stay.brbrOutdoor enthusiasts will love the area's incredible activities, from boating and fishing to snorkeling and hiking. For more leisurely pursuits, explore nearby attractions like the marina, playground, resort spa, restaurants, shopping, museums, and even a local aquarium.brbrAt the end of the day, retreat to one of the well-appointed bedrooms, each designed for comfort and relaxation. The first-level bedroom features a cozy queen bed, offering convenient step-free access. Upstairs, one bedroom boasts a plush king bed, while another includes two inviting queen beds—both with private balcony access, allowing you to wake up to stunning views. brbrPerfect for adventure seekers, families, and sports enthusiasts alike, this vacation rental has something for everyone. With its prime location near the water and access to all the best that Duck Key has to offer, this waterfront townhouse is the perfect setting for your dream getaway. Book your stay today and start making unforgettable memories in the Florida Keys!brbrTHINGS TO KNOWbrPlease note this is an individually owned villa and is not associated with the Hawks Cay Resort. As such, guests do not have access to any Hawks Cay resort amenities (except those paid amenities available to the public). Certain amenities owned or operated by the resort are only available to resort guests, including the pools, beach, marketplace, and numerous restaurants and bars.brbrHAWK'S CAY® is a federally-registered trademark owned by CWI Keys Hotel, LLC. We are in no way affiliated with, sponsored by, or endorsed by CWI Keys Hotel, LLC or the HAWK'S CAY® brand.brbrAs a guest of this vacation rental, you can enjoy access to Angler & Ale, Sixty-One Prime, Dolphin Connection (tickets must purchased prior to arriving at the resort), Calm Waters Spa, Duck Key Marina, and fishing charters at the Marina.

3

Bed

3

Bath

8

Sleeps

$205.43

/ Nightly

Private Vacation Home

Dog-friendly beach escape with dock, furnished deck & bay views

Duck Key, Florida, United States

Say hello to pure coastal bliss right on the harbor at this fabulous Duck Key escape. Sea and Sky will have you slipping into vacation mode in no time, as you can wake up, brew a fresh pot of coffee, and step out to your furnished deck to watch the sunrise over calm waters, mere steps away. The private dock will also be just the place to launch the two provided kayaks and dip your toes in the water, and a summer cookout is always a good idea with the gas grill just waiting to assist with casual meal prep. brbrInside, coastal themes abound throughout, and natural light flows through expansive windows to give this space a bright and airy feel. The open layout will be perfect for everyone to spread out while still having conversations between the living area, dining area, and kitchen. Speaking of the kitchen, you can bring along a few tasty recipes to prepare right at home base when you don't feel like dining out. And, everyone will stay entertained with free WiFi, streaming capabilities on the TV, and a desk for remote work if need be.brbrThis is just the escape you are looking for, so don't hesitate any longer and treat yourself to a stay at Sea and Sky!brbrTHINGS TO KNOWbrStreaming is available with guests' own accounts.brThere is currently construction going on in the lot next door to the home. Some construction noise may be heard.

2

Bed

2

Bath

6

Sleeps

$241.99

/ Nightly

Villa

Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

Duck Key, Florida, United States

Escape to this waterfront, two-bedroom, one-and-a-half-bath Duck Key villa boasting breathtaking sunset views from your patio and balcony! This two-story end unit features nautical-inspired design elements paired with lots of natural light and privacy. Pick up a local fishing kit or bring your own, then spend leisurely afternoons fishing from the shoreline, right outside your door! You'll also enjoy the provided kayak and paddleboard (life jackets are included as well). You can easily access nearby fishing charters, boat rentals, diving, Dolphin Connection, and excellent restaurants on the 568-acre island.br brSprawl out in the living room and enjoy a movie on the 50-inch TV. An additional armchair offers a relaxing seat with waterfront views. Granite countertops and stainless steel appliances shine in the well-equipped kitchen. Sip morning coffee at the breakfast bar and share meals at a dining table. This condo includes two bedrooms for your enjoyment. Upstairs, the main bedroom is equipped with a 26-inch TV and a closet. Wake up and breathe in the fresh ocean air from your second-story balcony overlooking the aquamarine water. A 26-inch TV and a closet are found in the second bedroom. Both bedrooms share a bathroom with a tub/shower combination. The half-bath is located on the main floor.br brSliding glass doors open to the patio, complete with a bistro table, chairs, and a ceiling fan for warm evenings. The main bedroom includes a second-story balcony overlooking the clear water. Take in spectacular sunset views from the comfort of your own home and watch as the Florida sun dips below the water and the clear blue skies turn blazing red. Extra perks include free WiFi and a washer/dryer.br brExplore the awe-inspiring Seven Mile Bridge, go fishing or kayak around Curry Hammock State Park, and check out the Dolphin Research Center where you can learn about the marine ecosystem and swim with dolphins. At sunset, head over to the Marina to pick up the catch of the day from fishermen and dine on home-cooked fresh fish. You can even make reservations at Angler and Ale for local seafood, and enjoy casual fare at the nearby Island Fish Company.brbrTHINGS TO KNOWbrPlease keep in mind there is no cable at this unit. Smart TVs onlybrThis 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).

3

Bed

2

Bath

6

Sleeps

$330.69

/ Nightly

Villa

Duck Key waterfront villa with private pool, kayak, SUP

Duck Key, Florida, United States

Make vacation wishes come true at this two-bedroom, two-and-a-half-bath Duck Key waterfront villa. Set right on a canal in the heart of the Florida Keys, this lovely retreat features shimmering water views. Take in the beautiful vistas from the private pool or head directly to the water to launch the provided kayak and paddleboard. The beauty of this location is matched only by its convenience - find easy walkability to a nearby marina, spa, restaurant, and watersport adventures. Contemporary furnishings, cool tile flooring, and ample natural light create a warm and welcoming vibe throughout the home. Unwind in the living area, furnished with a sofa bed and armchair. Watch favorite shows on the 42-inch HDTV, or simply slide open the glass doors to let in the fresh breeze.br brWhip up tasty meals in the well-equipped kitchen, detailed with pristine pearl blue granite countertops and a full suite of stainless steel appliances. Sip morning coffee at the kitchen bar, and dine together in the elegant dining space. Between the queen sofa bed in the living area and two bedrooms on the top floor, this two-story home has more than enough space to accommodate guests. Both bedrooms have a 32-inch HDTV and a balcony with seating. Find quiet privacy in the main suite, outfitted with an en suite bathroom with a walk-in shower. Step out to the main balcony and take in the glistening views of the pool and canal. Sleep soundly in another queen bed in the second bedroom. The guest bathroom on this floor is configured with a tub/shower combination. Providing added convenience, a half bath is located on the first floor.br brEnjoy sparkling water views from your private pool. This gated area includes a covered poolside patio with loungers, a cushioned loveseat, and chairs. For adventures on the water, take advantage of the provided kayak and paddleboard, or fish directly from your backyard. Luxe amenities include a fishing kayak and a paddleboard (life jackets included) - all can be launched right from your own yard! Extra perks include complimentary WiFi and a washer/dryer are provided.br brDock or rent a boat at Duck Key Marina - you'll find boat slips and 20-foot to 30-foot boats all within an easy two-minute walk from home. Book a sunset cruise, a group snorkeling tour, and a private boat charter at Sole Watersports. Or, swim with the dolphins at Dolphin Connection. For an afternoon of pampering, treat yourself to a visit to award-winning Calm Waters Spa or squeeze in a workout and purchase a day pass at the nearby fitness center. All locations are within a five-minute stroll. When dining out, you'll find Angler and Ale within a three-minute walk. Additional excellent eateries within a short drive include Island Fish Company and Sunset Grille.brbrTHINGS TO KNOWbrPlease keep in mind there is not cable at this unit. Smart TVs onlybrThe $20 resort fee is actually a pool fee.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).

Bed

Bath

Sleeps

$632.39

/ Nightly

Private Vacation Home

Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

Duck Key, Florida, United States

Gorgeously situated at the edge of an ocean canal, this Duck Key townhome is a place for azure water views, fragrant sea breezes, and basking in the blissfully slower pace of the Florida Keys. Spend your days fishing, getting out on the water, and unwinding in peace and scenery on your two-story waterfront porch. You'll also have access to a boat slip with is 36 feet in length!brbrHere on the canal waterfront of Duck Key, you'll find the perfect home base. You will have access to the Duck Key Marina, fishing charters, Calm Waters Spa, Dolphin Connection, and two restaurants on the island - all within half a mile. brbrBegin each serene morning outside on the porch. Sip a cup of coffee as you watch the sunrise over the canal, set the outdoor table for an alfresco breakfast, or simply sit back in an Adirondack chair with a good book or a local newspaper. brbrThe interior living spaces are full of the soft whites and blues of the Florida Keys. After a day of activity, you can prepare meals together using stainless steel kitchen appliances, gather around the dining room table to eat, and watch movies on cable and streaming late into the evening. brbrThe bedrooms are sunny and comfortable, each paired with its own TV. Three of the bedrooms also boast direct access to the outdoors. Bonus features of the house include high-speed WiFi, a private washer/dryer, and central air conditioning. brbrThings to KnowbrbrThis is an individually owned villa and is not associated with Hawks Cay Resort. As such, you do not have access to any Hawks Cay Resort amenities. Certain amenities owned or operated by the resort are only available to resort guests, including the pools, beach, marketplace, and numerous restaurants and bars. As a guest of this vacation rental, you can enjoy access to Angler & Ale, Sixty-One Prime, Dolphin Connection (with pre-purchased tickets, purchased prior to being inside the resort), Calm Waters Spa, Duck Key Marina, and fishing charters.

4

Bed

3

Bath

8

Sleeps

$551.64

/ Nightly

Private Vacation Home

Ocean Dj Blue Duck Key Waterfront Escape

Duck Key, Florida, United States

Welcome to Ocean Dj Blue, your dream getaway in the heart of the Florida Keys! This 4-bedroom, 2-bath waterfront retreat offers the perfect blend of relaxation, adventure, and island charm. With 50 feet of deepwater dockage, a heated and chilled pool, lush tropical landscaping, and breathtaking water views, you'll feel like you've found paradise.brbrOutdoor LivingbrbrStep-down concrete dock with 30-amp electric, oversized seawall, and room for up to 3 boats.brbrSparkling heated & chilled pool with vibrant royal blue tile.brbrJacuzzi tub under the stars for ultimate relaxation.brbrTiki hut & tropical backyard perfect for outdoor dining and lounging.brbrBeach gear included: 4 beach chairs, umbrella, and rolling cooler.brbrInside Ocean Dj BluebrbrLight-filled open floor plan with panoramic canal views.brbrStainless steel appliances and fully equipped kitchen.brbrWood laminate flooring and impact-resistant windows & doors.brbrSpacious living and open floor plan. The dining room opens to a sunrise-view balcony. Well-equipped kitchen and open floor plan gather everyone together at any time of day. This home has two levels of living areas. Upstairs includes 2 bedrooms and 1 bath, with the living room, dining area, and kitchen. With decks on both sides of the house. One is the morning porch and the other is the sunset porch. Upstairs has a king-size and a queen-size bed. brbrDownstairs includes two bedrooms, a bath, and a laundry area. Outdoor spaces which include a large pool and Outdoor hot tub/jacuzzi. Dock and fish cleaning station. brbrThis property is dog friendly, so you are required to select the pet fee option when booking if you are bringing a dog. All dogs must be approved prior to booking. There are breed restrictions due to insurance reasons. Dogs 60lbs or less allowed - must be pre-approved. Pet fee is non-refundable & taxable. If you are booking onAirbnb~ the pet fee will be asked for after booking as it will not be included in the total cost. The fee is based on the breed.brbrCheck-in is 4 pm on the day of arrivalbrbrCheck out is 10 am on the day of departurebrbrVacation Rentals of the Florida Keys provides a complimentary starter kit of soap, toilet paper, paper towels, dishwasher detergent, and laundry detergent. Guests will need to provide ongoing supplies for your stay.brbrTowels and Linens are provided.brbrA starter Kit of toiletries are providedbrbrFor any questions or concerns, or just want to talk after booking, please call your agent directly.brbrPet friendly. Max allowed is 2. Failure to disclose the dog and pay the pet fee will result in a charge of up to $500 and will be asked to vacate without a refund. brbrVacation Rentals of the Florida keys (Vrotfk) has Terms and Conditions of use for this property and all the properties we manage. As a party to this transaction, you and your party understand that by renting this property, you expressly agree to the Terms and Conditions of Vacation Rentals of the Florida Keys (Vrotfk). Once a deposit is received by Vrotfk, or through any other platform you choose to book the property, that act will acknowledge and accept these Terms and Conditions. Terms and Conditions are attached to every reservation confirmation. Terms and Conditions will be sent via an e-sign document that is required to be signed after booking.brbrAmenities Include:brbr- Air Conditioning: Yesbrbr- Kitchen: Yesbrbr- Private Entrance: Yesbrbr- Smoke Detector: Yesbrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: Kingbrbr- Bed Size 3rd Rm: Queenbrbr- Bed Size 4th Rm: 2 twinsbrbr- Coffee Maker: Dripbrbr- Dockage: 50 ft of dockage availablebrbr- Pet Friendly: Yesbrbr- Pool: Yes and Heated or Chilledbrbr- Sofa Bed: Yesbrbr- Balcony: Yesbrbr- Bbq Grill: Yesbrbr- Ceiling Fans: Yesbrbr- Internet Access: Yesbrbr- Micro/Dishwash/Disp.: Microwave, Dishwasher and Disposalbrbr- Patio: Yesbrbr- Refrig And Ice Maker: Yesbrbr- Square Footage, Est.: 1800brbr- Stove/Oven Elec/Gas: Electric Stovebrbr- TV Cable/Satellite: Streamingbrbr- TVs/Vcr/Dvd: Yesbrbr- View: Canalfrontbrbr- washer dryer: Yesbrbr

4

Bed

3

Bath

10

Sleeps

$633.96

/ Nightly

Private Vacation Home

Tranquil 4-Bedroom Pool Home, Open-Water Views w/ Dock in Duck Key

Duck Key, Florida, United States

**28 Day Minimum Rental** Duck Key is perhaps the most coveted, breathtaking island in the entire Florida Keys, and 417 Harbour Drive is situated on the most exclusive street on the Island. This 4 Bedroom/3 Bath home underwent a complete floor to ceiling renovation in 2025, including new kitchen, baths, and furniture, and it is ready to be enjoyed by even the most discerning guests. The view from this property is magnificent, with tropical fish, dolphin, and manatees frequenting the backyard and the night sky is absolutely gorgeous, with little light pollution with which to contend. Including the pullout sofa bed, this home can comfortably accommodate up to 12-guests. A New 55FT Dock has just been constructed to moor large boats up to 40FT with a maximum draft of 3FT. Jet ski or rent a Golf Cart to explore the island and visit the exclusive Hawks Cay resort a few blocks away which boasts multiple restaurants and activities for everyone. Come sail away with us at 417 Harbour Drive !!

4

Bed

3

Bath

12

Sleeps

$342.32

/ Nightly

Private Vacation Home

Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!

Duck Key, Florida, United States

Welcome to Tipsy Turtle, where luxury meets the Florida Keys lifestyle! brbr brbrThis tastefully updated villa, perched on the picturesque Duck Key, offers a waterfront retreat that will enchant you from the moment you arrive. Begin your day with the serene water views as you sip your morning coffee, letting the tranquility wash over you. In the evening, the breathtaking views will captivate your senses as you unwind on the back porch, savoring your preferred cocktail. Duck Key itself is a haven of activities, ensuring there's always something to do. But if you're inclined to explore more of the fabulous Florida Keys, you'll find that you're only a little over an hour's drive from the vibrant scenes of Key West or the enchanting allure of Key Largo. At Tipsy Turtle, you have the perfect balance of relaxation and adventure right at your doorstep. It's time to dive into your unforgettable getaway and experience the allure of the Florida Keys like never before. brbr brbrSLEEPS MAXIMUM OF 4 GUESTS: brbr brbrBedroom 1 (2nd Floor): Queen Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV) brbr brbrBedroom 2 (2nd Floor): Queen Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV) brbr brbrLiving Room: Sofa, Chair, Smart TV (no cable/satellite TV) brbr brbrKitchen: Nicely equipped (all things necessary to prepare and serve a meal) brbr brbrAMENITIES: brbr brbr- Private Upper/Lower Balconies brbr brbr- Outdoor Seating brbr brbr- Keurig, Drip Coffee Maker, Toaster, Blender brbr brbr- Linen's and towels provided brbr brbr- Lot parking available for up to two vehicles. RV's, boats & trailers are not permitted. brbr brbrIMPORTANT POLICIES FOR YOUR STAY: brbr brbrNo Resort Amenities: This property does not participate in the Resort Rental Program. As a result, amenities provided by the Resort, including swimming pools, the lagoon, child care center, boat/trailer storage, and similar services, are not available with this rental. If you have any questions or need further information, please don't hesitate to ask. brbr brbrNo Onsite Boat Dockage/Trailer Parking: Boat dockage and/or trailer parking is not available on-site. Duck Key Marina offers rental options for slips and trailer parking, making it convenient for those looking to explore the surrounding waters. brbr brbrAge and Occupancy Requirements: Booking tenant must be 25 years of age or older and must occupy the property for the entire duration of the booking. Furthermore, this property is exclusively available as a vacation rental and is not available for worker housing. brbr brbrNo Smoking: Smoking is strictly prohibited within the property to maintain a smoke-free environment for all guests. brbr brbrNo Pets: Per the HOA, pets are strictly prohibited. To help maintain a pet-free environment for all, we require every guest to confirm they are not bringing a pet/animal. It's free, and does not require creating an account. After booking, you'll receive a link to complete the process. brbr brbrLocal Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure. brbr brbrConstruction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction. brbr brbrPhoto Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time. brbr brbrSecurity Cameras: For the safety and security of our guests and property, two exterior security cameras monitor the front and back porches. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.

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Sleeps

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