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Dining / Nightlife

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With a location that borders Cuba, the Caribbean and ocean on all sides, The Florida Keys and Key West offer the freshest seafood fused with authentic Cuban and Caribbean zest. From open-air eateries and seaside cafes where the day’s catch is served for dinner to elegant fine dining, Florida Keys restaurants offer a wide variety of dining options. Many restaurants also double as the most happening spots for Florida Keys nightlife with live music ranging from acoustic guitars to steel drums and authentic Cuban-inspired drinks such as mojitos.

Key Largo

Dining

Sundowners

(305) 451-4502
Mile Marker 104 Bayside
103900 Overseas Hwy, Key Largo, FL 33037

Excellent food and a glass-walled diner overlooking the Florida Bay makes this restaurant an easy choice for lunch or dinner.

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Key Largo Conch House

(305) 453-4844
Mile Marker 100 Oceanside
100211 Overseas Hwy, Key Largo, FL 33037

Well-known for their outstanding customer service and award-winning salad.

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Skippers Dockside

(305) 453-9794
Mile Marker 100 Oceanside
528 Caribbean Drive, Key Largo, FL 33037

Cocktails, seafood, a relaxing view and live entertainment make for the perfect atmosphere at this local’s favorite.

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Doc’s Diner

(305) 451-2895
Mile Marker 99.5 Bayside
99696 Overseas Hwy, Key Largo, FL 33037

Enjoy a classic American breakfast in this low-key diner.

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Pilot House Restaurant

(305) 451-3142
Mile Marker 99.5 Oceanside
13 Seagate Blvd, Key Largo, FL 33037

A casual environment, the Pilot House features a glass bottom bar patio, live music and great seafood.

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Keys Bite

(305) 451-4843
Mile Marker 99 Median
99000 Overseas Hwy, Key Largo, FL 33037

Premier choice for seafood, hibachi and Mexican fare serving breakfast, lunch and dinner.

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Snappers Oceanfront Restaurant and Bar

(305) 852-5956
Mile Marker 94.5 Oceanside
139 Seaside Ave, Key Largo, FL 33037

You won’t forget this oceanfront restaurant and tiki bar. (Lest you drink too much.)

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Nightlife

Caribbean Club

(305) 451-4466
Mile Marker 104 Bayside
104080 Overseas Hwy, Key Largo, FL 33037

Watch the sunset while listening to live music with a drink in hand.

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Sharkey’s Pub and Galley Restaurant

(305) 453-0999
Mile Marker 100 Oceanside
522 Caribbean Drive, Key Largo, FL 33037

Listen to live music, test locally brewed beers and more at this canal-front bar/restaurant.

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Tavernier

Dining

Chad’s Deli and Bakery

(305) 853-5566
Mile Marker 92 Bayside
92330 Overseas Hwy, Tavernier, FL 33070

This classic Coca-Cola themed diner is well known for their sandwiches, wraps, burgers, pastas, pizzas and calzones.

Dillon’s Pub & Grill

(305) 852-6929
Mile Marker 91 Bayside
91200 Overseas Hwy, Tavernier, FL 33070

Irish-themed sports bar serving beer and cocktails featuring an excellent menu for lunch or dinner.

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Made 2 Order

(305) 852-3251
Mile Marker 90.5 Oceanside
90691 Old Hwy, Tavernier, FL 33070

Breakfast and lunch, served in or outdoors. Exceptionally priced for their outstanding dishes.

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Islamorada

Dining

Marker 88

(305) 852-9315
Mile Marker 88 Bayside
88000 Overseas Hwy, Islamorada, FL 33036

A beachfront bar and grill, ideal for watching the sunset over the Florida bay.

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Islamorada Shrimp Shack

(305) 664-8433
Mile Marker 82 Oceanside
81901 Overseas Hwy, Islamorada, FL 33036

A full bar and plenty of seafood at this low-key eatery.

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Kaiyo Grill & Sushi

(305) 664-5556
Mile Marker 81.5 Oceanside
81701 Old Hwy, Islamorada, FL 33036

Gulf-inspired Asian cuisine!

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Chef Michael’s

(305) 664-0640
Mile Marker 81.5 Oceanside
81671 Overseas Hwy, Islamorada, FL 33036

An upscale restaurant with an extra-large wine selection and phenomenal hogfish. Reservations required.

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Green Turtle Inn

(305) 664-2006
Mile Marker 81 Oceanside
81219 Overseas Hwy, Islamorada, FL 33036

Outstanding customer service and even better food in a classic, clean bar and restaurant setting.

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Lazy Days Restaurant

(305) 664-5256
Mile Marker 80 Oceanside
79867 Overseas Hwy, Islamorada, FL 33036

The locals’ favorite! Reservations are recommended.

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Nightlife

Hog Heaven Sports Bar and Grill

(305) 664-9669
Mile Marker 85.5 Oceanside
85361 Overseas Hwy, Islamorada, FL 33036

The locals’ hangout spot, open until 4 AM!

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Oceanview Inn & Sports Pub

(305) 664-8052
Mile Marker 84.5 Bayside
84500 Overseas Hwy, Islamorada, FL 33036

A casual sports bar and grill; happy hour is between 4 and 7PM (M – F).

See the Menu

Duck Key

Dining

Angler & Ale

(305) 209-9991
Mile Marker 61 Oceanside
540 Duck Key Dr, Duck Key, FL 33050

The latest addition to Duck Key; Angler & Ale has a well-priced menu serving all the Florida Keys’ specialties.

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Sixty-One Prime

(305) 743-7000
Mile Marker 61 Oceanside
61 Hawks Cay Blvd, Duck Key, FL 33050

A fine dining restaurant featuring a full bar.

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Marathon

Dining

Hideaway Café

(305) 289-1554
Mile Marker 57.5 Oceanside
57784 Overseas Hwy, Grassy Key, FL 33050

This oceanfront French-American bistro is a local’s favorite.

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Island Fish Co.

(305) 743-4191
Mile Marker 54.5 Bayside
12648 Overseas Hwy, Marathon, FL 33050

Oceanside tiki bar with classic seafood dishes and frozen drinks.

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Frank’s Grill

(305) 289-7772
Mile Marker 52 Bayside
11400 Overseas Hwy, Marathon, FL 33050

An affordable Italian restaurant with the option to build your own pasta.

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Florida Keys Steak and Lobster House

(305) 743-5516
Mile Marker 48.5 Bayside
3660 Overseas Hwy, Marathon, FL 33050

It’s in their name; steak and lobster… What more could you ask for?

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Castaway Waterfront Restaurant & Sushi Bar

(305) 743-6247
Mile Marker 48 Oceanside
1406 Ocean View Ave, Marathon, FL 33050

Seafood, sushi and tap beer served at this old school waterfront eatery.

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7-Mile Grill

(305) 743-4481
Mile Marker 47.5 Bayside
1240 Overseas Hwy, Marathon, FL 33050

Locally caught seafood, including catch and cook options.

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Nightlife

Havana Jacks

(305) 743-4849
Mile Marker 53 Oceanside
401 East Ocean Drive, Key Colony Beach, FL 33050

Cocktails and live entertainment make for a memorable night.

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Marathon Grill and Ale House

(305) 743-5888
Mile Marker 50 Bayside
5800 Overseas Hwy, Marathon, FL 33050

Open until 2 AM, the Marathon Grill and Ale House serves American food, a variety of craft beers and cocktails!

See the Menu

Key West

Dining

Tavern N’ Town

(305) 296-8100
3841 North Roosevelt Blvd, Key West, FL 33040

Sophisticated bi-level dining room with an open kitchen serving tapas & Key West-inspired entrees.

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Latitudes

(305) 292-5394
245 Front Street, Key West, FL 33040

Upscale eatery in the Westin Hotel with sea views, outdoor dining & a menu of American cuisine.

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Blue Heaven

(305) 296-8666
729 Thomas Street, Key West, FL 33040

Iconic landmark for Floridian-Caribbean cuisine & key lime pie, with a funky setting.

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Ocean Grill & Bar

(305) 296-4300
1075 Duval Street, Key West, FL 33040

Fantastic Seafood with Keys Charm! A delightful little place…

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“Off the Hook” Grill

(305) 741-7980
728 Simonton Street, Key West, FL 33040

Cozy American bistro serving locally sourced seafood, plus pizza, sandwiches & breakfast.

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Nightlife

Sloppy Joe’s

(305) 296-2388
201 Duval Street, Key West, FL 33040

Open since 1933, this bar offers live music & dancing plus a separate tap room for sports-watching.

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Schooner Wharf Bar

(305) 292-3302
202 William Street, Key West, FL 33040

Longtime open-air hangout for seafood complemented by live music & dockside views.

See the Menu

Local Activities

Quick Menu

High Praise From Our Guests

"Nice place to stay well kept property . Marina is secure with Nice slips."

~ Wilder, 09/18/2024

"Amazing place so beautiful calm . Great place for family to enjoy vacation time.. sunset is amazingly beautiful......"

~ Gordo, 09/06/2024

"Absolutely loved it here very well kept up and beautiful. My kids had so much fun in the pool and sand that they don't want to leave! we will be coming again"

~ Sarah. 08/23/2024

"Great time! My husband and I rented this home with two other couples and we were very pleased with our stay. Carol was very communicative and quick to respond to any questions. We recommend and would definitely stay again!"

~ Nicole, 08/19/2024

"The pool was amazing. Would go back again and again."

~ Carrie, 08/15/2024

"We had a great stay! The villa was extremely clean and well furnished and our hosts were very accommodating and quick to respond!"

~ Brendan, 08/08/2024

"By far the best place we’ve ever stayed at in the keys. Beautiful home, fantastic staff, and the nicest boat dock I've ever used. The centrally located pool and community ice machine were a bonus. We will definitely be back."

~ Jamie, 07/28/2024

"Amazing place. The unit was nice and big. Easy to communicate with owner. Very clean and had all the features necessary to stay"

~ Pamela, 07/06/2024

"We had a wonderful visit to the Keys. The house we stayed in was perfect. Had everything we needed and loved the private pool which was well kept. Marathon was close by and we were able to pick up everything we needed. Would definitely recommend this place and we will be back!!"

~ Aileen, 07/02/2024

"Very spacious with great views from master & living room. Centrally located in Key Largo"

~ Greg, 06/27/2024

"Very comfortable accommodations with beautiful swimming pools. Be sure to see the sunrise from the pier."

~ Jon, 06/21/2024

"The entire Team and staff were great, helpful, kind and responsive. The place was amazing and surrounding areas were very peaceful. The beds were very comfortable and the kitchen was well equipped overall. My family and I would love to stay there again."

~ Alex, 6/14/2024

"Great place. Super clean and comfy"

~ Lyndon, 06/07/2024

"I live in Fort Lauderdale and found availability just 2 days before the busy memorial day weekend A beautifully decorated condo facing the ocean with plenty of space. I will never stay anywhere else when I go to Key Largo. Thank you to the hosts. Rooms: Rooms were large, super clean with large beds. Noteworthy details: Even provided pickleball paddles and yoga mats."

~ Andy, 5/28/2024

"Beautiful property and excellent location! Was perfect size for 3 adult couples and all agreed could have stayed forever"

~ Sheri, 5/23/2024

"Unit 67 at Indigo Reef is amazing. The location is perfect, situated on the end of a row of condos that opens up to a beautiful view of the Gulf. The interior was spotless and equipped with everything you need to enjoy your stay. Each rental comes with a boat slip, and use of the pool & fitness center. The grounds of Indigo Reef were peaceful and unbelievably well-maintained. We didn't want to leave and will definitely return!"

~ Janet, 4/28/2024

"This is a great escape in a small community of condos. The grounds are exquisitely maintained. The pool is large and communal. We had an unexpected live Jimmy buffet cover artist who was staying in the complex share live music at the pool on Sunday. Manatees visit in evenings to see what the fisherman brought back to the docks. The boat slips are easy to access and we'll maintained. Being a boating community helps set a common language for meeting the neighbors if that is an objective. The two private decks allow you space to retreat to privacy if that is an objective. Highly Recommend!"

~ Kurt, 4/27/2024

"Our extended family (ages 3 to 75) really enjoyed our stay at the Mariners Club while visiting the Keys for a wedding! The townhouse was spacious and had everything we needed. The pool was amazing, we were there every day. The location was great, close to groceries and good restaurants. Pam from KeysCaribbean was very kind and helpful, answering questions when booking and when we had trouble with the door locks!"

~ Ellen, 4/24/2024

"We loved our stay at Mariner's Club Key Largo! The grounds and unit were well kept and the view beautiful! Our family enjoyed the pools and hot tub each day and loved staying here as our home base while we explored the Keys and Everglades. We hope to be back again!"

~ Megan, 3/24/2024

"Beautiful, spacious condominium in a safe gated community with spectacular pools. We had a lovely time, highly recommend. Close to great restaurants, home is well stocked with everything you need for a comfortable stay."

~ Leah, 03/16/2024

"Beautiful setting, super friendly neighbors and neighborhood!! Lovely space to walk and read!! Easy access to all the other keys! We had a lovely respite! The beaches at Bahia were spectacular!!"

~ Susan, 1/28/2024

"The property management company went out of their way to make our stay memorable even after telling us that the property where we were originally staying had a broken AC. They quickly found another property which was much better. An upgrade from the original. An amazing house with ocean views, capacity for up to 14 people (we were 10) and amazing pool area that could comfortably seat about 20 people for much fun in the sun. I would stay there again without a doubt. The house was luxury (although that’s not what we originally ordered). We will forever remember this trip as one of our favorites. 🏝️🏊‍♀️🐠🐟🎣"

~ Delys, 1/16/2024

"Wow! The on-line pictures were beautiful and once we arrived it looked just as beautiful! Unit was spotlessly clean. Bedrooms gorgeous. Comfortable. Kitchen, perfectly stocked and clean. Bathrooms great. Views? SPECTACULAR! This unit was on the end, right on the waters edge and was just perfect! One morning we actually spotted 2 dolphins and their baby about 10 feet off shore right from our balcony! The grounds are gorgeous. Pool is perfect. Nice chairs and umbrellas. The map looks like the pool is a far walk but it was actually very close! Nice & close car port parking. Great restaurants close by ..."

~ Tracy, 1/9/2024

"This was one of the best properties we have stayed in over the course of several years of coming to Key Largo. The management company responded promptly to questions. The property was well-appointed and impeccably clean. The Mariner’s Club is an excellent facility and the location of this unit is outstanding with beautiful ocean views from the main living area and the master bedroom. What could be better than waking to the sun rising over the Atlantic! We would definitely return to this property again."

~ Peter, 7/15/2023

"We really enjoyed our stay here, (#533) ocean front condo we stayed at was very spacious with beautiful views, very clean, full kitchen with all kitchen essentials, big dining table, beach towels that really came in handy, very nice spacious balcony, washer and dryer, comfortable beds, very homey and cosy, they had complimentary snacks and bathroom toiletry essentials. Property has gated security 24/7 they have jet-ski and boat docking, nice pool and hot tub, very well maintained property, everyone on the property very friendly and helpful."

~ Tati, 07/05/2023

"WOW!!!!!! Best ever vacation that I've ever taken! 10/10 recommend using this site. I will return!"

~ Mark, 06/30/2023

"Our stay was short but amazing. Super relaxing, beautiful place and scenery. Everything close by. Communication was great with the host and the team, quick to respond"

~ Eilen, 06/26/2023

"Amazing place with a priceless view. Great hosts who made us feel right at home. We are already planning our next trip!"

~ Erika, 06/23/2023

"We had a wonderful stay. The views of the water and the sunset were fantastic. The sunrise colors were beautiful. The home was as described and well appointed. Beds, linens, and furnishings were very nice. We would definitely stay there again. Carol was a very responsive and helpful host."

~ D., 06/22/2023

"Very beautiful and comfortable space. New appliances and nicely decorated. Private pool was perfect!"

~ April, 06/21/2023

"Excellent place, the house is super nice and the host is very responsible and accessible all time, great place to go with family"

~ Deborah, 06/18/2023

"Great location, reasonable rates, nice property with all of the amenities that you can ask for. 😀"

~ J.C., 06/18/2023

"Everything was as advertised!!We enjoyed are stay and be we will be booking again and again!!!"

~ Daryl, 06/18/2023

"Great property !! We stayed here for a family vacation and it was just perfect. Very comfortable home, in a beautiful neighborhood. The pool area is very peaceful and very close to the unit. We made good use of the boat slip as there are boat rental companies and great sandbars and fishing spots near by. Overall I would say this property is a gem."

~ Aileen, 06/16/2023

"Love the location , the property , the views . Checking in was very easy , we got approved to check in an hour earlier which was great 😊 Bahia Honda is a beautiful beach and within minutes . Communication with the rental team was very easy and they reply to all my questions very fast .. would definitely stay here again."

~ Redkenia, 06/13/2023

"The place was easy to find. Very convenient to dock our boat behind the house. Easy access to the ocean. The whole family had a great experience! Everyone slept comfortably. The house was spectacular! Communication was excellent. We got to Duck Key earlier than expected and were able to check in early. Couldn’t ask for a better place to stay!"

~ LightPacker821908, 05/23/2023

"Pam was extremely responsive and helpful. Her property is at a great location on Duck Key. We loved having a private pool. Bedrooms and bathrooms were very clean and as advertised."

~ Blake, 05/14/2023

"Amazing place, amazing views, makes for an amazing trip! Thanks Indigo and KeysCarribean!"

~ Doug, 05/07/2023

"This townhouse (until 711) has the most amenities than we have seen at our usual Airbnb accommodations. There was plenty of space for 3 couples and two toddlers. A highchair and pack and play was even available for use. Our group really enjoyed the pool and wish we would have spent more time there. We all left on checkout day wishing we had at least one more night! We will certainly be visiting again."

~ Kathryn, 05/01/2023

"We absolutely enjoyed our stay at Mariners club 607. The place was clean, well stocked, and accommodated us perfectly. The pools were wonderful, clean and beautiful layout. Also enjoyed the pickle ball courts. Scenery was gorgeous. Highly recommend!"

~ Kelly, 04/11/2023

"Beautiful view of the bay from the condo. Manatees like to swim by off the shore. Amenities listed were present."

~ Julia, 03/26/2023

"Keys Caribbean is awesome. Always a great experience."

~ Thomas, 03/16/2023

"We had such a wonderful stay. The back porch is surrounded with palm trees creating a private atmosphere to enjoy the pool. It’s a beautiful home with full kitchen, great sized living room, plenty of beds, and spacious decks including one from the master bedroom. Tv’s in every room with streaming app access. Beds were also super comfortable! Would absolutely stay again."

~ Melissa, 03/06/2023

"Loved it!! Would do it again!!! No need to look elsewhere!!!"

~ Andrew, 03/06/2023

"This condo was clean, quiet, and very comfy, and the location (the entire community) is stunning and super fun to explore. Would highly recommend for a family or group."

~ Steven, 03/01/2023

"We loved this place. Clean. Well stocked. Comfy. We will be back Pool is great grounds are clean"

~ Michael, 03/01/2023

"Mariners Club 535 was the perfect spot for our family vacay. We had plenty of room for our family of 8. The condo had everything we needed, and was very clean. The leasing staff did a great job of communication prior and during our stay. Mariners club is conveniently located to shopping and recreational activities. It’s location in the southern part of Key Largo makes it easy to take advantage of activities, shopping and restaurants in Tavernier, Islamorada as well as Key largo."

~ Nancy, 02/27/2023

"Fabulous place to stay! Our 2 bedroom condo was perfect. The pool is gorgeous and kept pristine. I highly recommend the Mariners club if you are staying in Key Largo."

~ Charlene, 02/13/2023

"The morning view of the Sunrise from our balcony each morning was breathtaking. We picked the perfect location with the best views of the pool and water. The property was immaculate with constant cleaning by the friendly staff. We will be back, thanks for a wonderful stay!"

~ Amy, 01/31/2023

"Condo is spacious and comfortable. Great view. Patio was the favorite place to hang out. HOA pools were fantastic!"

~ Tracy, 01/29/2023

"They stay was amazing! The place was beautiful and clean. And would definitely go back for another stay. The Amenities were awesome as well! A+"

~ Joseph, 01/24/2023

"It was the perfect place for our family vacation. Five of us were very comfortable in villa 532. It was beautiful, clean, the best ocean view, and had everything we needed for the week. It was nice to have the beach towels and the separate ice maker was the nicest surprise! The basket of snacks was a nice touch too. Washer, dryer, and dish washer along with provided detergents and dryer sheets were so convenient. And attention to the “little things,” like enough toilet paper, paper towels, garbage bags, and linens for the week was much appreciated. My expectations were exceeded!"

~ Barbara, 01/02/2023

"This little Oasis is the perfect spot for boaters to hang out. Our house was very nice, the pool was great, and we were with 10 minutes of anything we needed."

~ Skip, 12/06/2022

"Beautiful pool and community"

~ Jamie, 11/27/2022

"Beautiful property surpassed our expectations. The perfect set up for enjoying our trip on the water with dock In front of our unit, electric and water hook up for easy clean up after snorkeling or fishing all day. We loved it. Looking forward to staying here again in the future."

~ Michelle, 11/26/2022

"Perfect! Awesome place with great views . Enjoyable time with 8! Highly recommend!"

~ Joanie, 11/21/2022

"Great location, highly recommend it."

~ Ira, 11/14/2022

"Mariner’s Club, Unit 512 was a phenomenal property that was located overlooking the water and steps away from the pool. The finishings/appliances in the kitchen, living room, and bedrooms are high quality. More than enough towels, flatware/cutlery, etc to make it a comfortable stay. It is close enough to all the things in Key Largo to make it centrally located (it’s a very long island). Would stay again in a heartbeat."

~ Sean, 10/25/2022

"The house was equipped with everything needed for our family vacation trip. Good size and spacious rooms."

~ JoAnn, 10/24/2022

"The location is stunning. The Airbnb was clean and we enjoyed our stay so much."

~ Kathleen, 10/11/2022

"Comfortable beds! Everything was just as advertised."

~ Glenda, 10/03/2022

"A real gem. This property is clean and beautiful. Brand new dock, landscaping is perfect, location is within minutes of everything you would want while maintaining a “getting away from it all” vibe. We will be back."

~ Bradley & Marietta, 10/01/2022

"We had a great 4-day stay, the place was as pictured and the description was accurate. Would stay again."

~ Keith, 09/23/2022

"This condo and location was amazing! Extremely spacious and clean!! We had a group of 8 men and everybody felt very comfortable. The pools and jacuzzi on site were so close and great to use! The patio was perfect for games and grilling! Our hosts were very easy to contact and responded very promptly! Would highly recommend!"

~ Seif, 09/19/2022

"We loved our stay! The location is beautiful, the hot tub is refreshing, and the beds were super comfortable. Astrid was very responsive to our questions, and we highly recommend this location."

~ Lisa, 09/18/2022

"Impeccable Villa in just the right spot. Great communication before during and after our stay made the trip hassle free. Would absolutely return."

~ David, 09/18/2022

"The house was big enough for all we needed. In the middle of everything we wanted to do. We enjoyed the location because its not nearly as busy as any other key we traveled to. Peaceful porch sitting when it rained but also lots of places to explore close by!"

~ Samantha, 09/14/2022

"Management team is amazing and property is very well maintained."

~ Judith, 09/14/2022

"The management team is AMAZING and the property is very well maintained. I especially like the orchids throughout the landscaping."

~ Yami, 09/13/2022

"Beautiful place with an awesome spot on the key. We spent every afternoon and evening sitting on the back deck enjoying the view. Can't wait to go back!"

~ Maria, 09/11/2022

"This place was great! We loved the location on Duck Key, close to everything we wanted to see. It was great having the private hot tub on the patio and the kitchen had everything we needed for our stay."

~ Andrew, 09/10/2022

"The location was perfect with a private pool and small beach just steps away. Plenty of room for 3 couples. Everything we needed to cook with was available and large dining room fit all of us around the dinner table."

~ Julian, 09/07/2022

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