Vacation rentals in Long Key Bight

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Long Key Bight

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

A sandy beach area is lined with turquoise lounge chairs, oriented towards sparkling waters. Tall palm trees provide shade in parts, while a wooden pier extends into the ocean on the right. The bright sun adds warmth to the tranquil scene.

Condo in Tavernier

4.94 out of 5 average rating, 146 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Welcome to our remodeled costal 1BR 1 Bath condo nestled in the premier oceanfront complex in Tavernier, FL. Escape to paradise and enjoy the wonderful Ocean views from the private balcony while just a few steps away from the sunny private beach, marina, minutes away from restaurants, shops, and attractions. ✔ Comfortable Queen BR ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Balcony ✔ Smart TVs/WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

Top guest favorite

A spacious outdoor Tiki Hut provides shaded seating with wicker furniture around a table. Sunning loungers are arranged nearby, facing the water. A ceiling fan circulates air above, while scenic views of the waterway and dock are visible in the background.

Home in Key Colony Beach

4.96 out of 5 average rating, 105 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Top guest favorite

The image features a sandy beach area bordered by turquoise waters under a bright sky. Lounge chairs are arranged in neat rows on the beach, with palm trees providing shade. A wooden pier extends into the sea, while gentle waves lap against the shore.

Condo in Tavernier

4.95 out of 5 average rating, 190 reviews

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

Stay at our tropical hideaway rated one the “Coolest Airbnb’s in the Keys” by Trips to Discover! Our romantic condominium (sleeps 4) is located at the gated Ocean Pointe resort in the nature isle of Tavernier. You'll love the colorful mid-century modern decor that reflects the shades of this Keys paradise in the American Caribbean. With 60+ pristine acres, Ocean Pointe is the perfect blend of natural beauty and modern-day luxury and convenience for a great couples or small family getaway .

Top guest favorite

A wooden dock extends over calm waters, flanked by posts leading to a serene view of the sky at sunset. Lush palm trees are visible in the background, enhancing the tranquil atmosphere of the canal.

Guest suite in Key Colony Beach

4.99 out of 5 average rating, 109 reviews

Turtle-By-The-Sea: the Best Deal in KCB!

A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

Guest favorite

Two wooden lounge chairs, positioned under a large red umbrella, face a serene body of water. A wooden dock extends into the bay, with a colorful sunset reflecting off the water's surface in the background.

Guesthouse in Key Largo

4.87 out of 5 average rating, 443 reviews

Romantic Cabin/Guesthouse, beach Sunsets, fishing.

Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *This Guesthouse is on bayside not Bayfront ! Same property but private from the residence! "No pets, Airbnb-granted pets Exemption cus allergies reasons"

Guest favorite

A charming entrance to a villa is showcased, featuring a white front door framed by a welcoming porch. Lush greenery and colorful plants surround the steps, inviting guests into a serene environment. The house exterior features light blue siding, enhancing the coastal appeal.

Villa in Duck Key

4.95 out of 5 average rating, 140 reviews

Beach House - Kayaks & 2/2.5 Villa

Welcome to Beach House Getaway, a charming villa tucked away on the serene island of Duck Key and perfectly situated in the heart of the Florida Keys. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

Guest favorite

A view from the balcony captures the serene beach setting with clear blue waters and palm trees swaying gently. A tiki hut is visible in the foreground, surrounded by well-maintained grass and pathways leading to the beach.

Condo in Key Colony Beach

4.96 out of 5 average rating, 207 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Impeccable condo directly on the ocean with water views from every window. Located in Key Colony Beach (middle Keys) with heated pool and private beach. Unit #20 is a studio condo with a classic Keys interior: newly renovated bathroom and crisp white kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Enjoy the private back balcony and private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

Superhost

A modern houseboat is anchored on calm waters during sunset. The structure features large windows and a spacious front deck with a grill station. The warm glow of the setting sun illuminates the exterior, reflecting off the water, creating a serene atmosphere.

Boat in Marathon

4.8 out of 5 average rating, 270 reviews

Paradise awaits on this cozy houseboat!

Our vision is for you to kick back, relax, and find your home away from home! Wether you want to celebrate with your loved one or retreat by yourself this floating home offers comfortable space for 2 adults. Located near the 7 mile bridge in Marathon Florida on the Atlantic Ocean nestled in a quiet, reserved mangrove area. This spot is fantastic because you have unparalleled access to out of this world sunset/sunrise views. Kayak through the mangrove and explore the surrounding areas.

Top guest favorite

A vibrant garden area features colorful picnic tables and chairs arranged under lush greenery. A winding stone pathway leads through the space, surrounded by tropical plants and flowers. The lively atmosphere is enhanced by decorative lighting elements hanging nearby.

Home in Islamorada

4.97 out of 5 average rating, 192 reviews

Flakey's

Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.

Top guest favorite

A houseboat is anchored in calm waters, surrounded by lush greenery under a soft sunlit sky. The vessel features a roof deck and a solar panel, reflecting a commitment to sustainable living. Gentle ripples on the water create a serene atmosphere.

Boat in Islamorada

4.93 out of 5 average rating, 349 reviews

360 DEGREE WATERVIEW HOUSEBOAT

IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

Guest favorite

A covered porch features comfortable wicker seating with soft cushions surrounding a glass-topped table. Palm trees sway in the gentle breeze, while the serene water view adds to the relaxing ambiance of this outdoor space.

Home in Marathon

4.92 out of 5 average rating, 193 reviews

Oceanfront Tiny Villa in the Heart of the FL Keys

Welcome to your happy place in the beautiful Florida Keys! Our oceanfront villa is located on Duck Key right outside of Marathon and next to the world famous Hawks Cay Resort. Halfway between Key Largo and Key West, it’s the perfect location to explore all our island paradise has to offer. Enjoy world class fishing, diving and snorkeling or kick back with a cold beverage and enjoy a stunning sunset on one of our covered porches. And always remember…it’s 5 o’clock somewhere!!

Guest favorite

Three colorful Adirondack chairs, yellow, turquoise, and green, are positioned on a sandy beach facing a calm blue ocean. A rocky shore and sparse greenery surround the seating area, while fluffy white clouds drift in a bright sky, enhancing the serene water view.

Villa in Marathon

4.91 out of 5 average rating, 320 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Long Key Bight vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Long Key Bight

An open living area features a modern kitchen with blue cabinetry and a patterned backsplash. A round dining table is set nearby, accompanied by four chairs. A comfortable sofa faces a wall-mounted television. Natural light enters through large windows adorned with blue floral curtains.

Apartment in Islamorada

4.78 out of 5 average rating, 46 reviews

Poolside 2 queen Apartment

ElizabethRating, 5 stars1 week ago

We had a great time at Breezy Palms with just me and my daughter! The poolside apartment was so squeaky clean, tidy, and just lovely. The bed was very comfortable. We had everything we needed. We will definitely be back with the entire family.

A view from the villa's patio showcases a serene pool area surrounded by palm trees. The setting sun casts a warm glow over the water, and the marina is visible in the background, blending natural beauty with recreational opportunities.

Villa in Marathon

4.76 out of 5 average rating, 152 reviews

Sunset Villa in Duck Key

HeatherRating, 5 stars3 days ago

It was one of cleanliness Villas I have stayed in . We have been vacationing on Duck Key for 20 plus years and would definitely recommend 5085 - great location , very reasonable price and very simple easy check in and check out instructions. Thank you .

Top guest favorite

An aerial view captures the beachfront property, showcasing modern condo buildings arranged around a community heated pool. Lush greenery surrounds the pool area, with lounge chairs situated nearby. The ocean is visible in the background, reflecting shades of blue under clear skies.

Condo in Marathon

5 out of 5 average rating, 19 reviews

*NEW LUXURY*Sea Glass-Beach/Pool

NicoRating, 5 stars4 days ago

Great, clean and well organized apartment. Great little pool a good beach and some restaurants and bars in walkable distance. Yuni responded very quickly to our messages and took care of the online little thing that wasn’t perfect right away. The location on marathon is also great as there are many things to do and see in a 5-10 minute drive. Great stay. Would absolutely do again and recommend. Thank you Yuni!

Guest favorite

A private pool area offers a view of the Gulf, framed by palm trees and a sunny sky. Colorful lounge chairs surround the pool, inviting relaxation. A spa is positioned beside the pool, with a concrete patio leading to the water's edge.

Home in Marathon

4.91 out of 5 average rating, 11 reviews

Endless Summer

LisaRating, 5 stars3 weeks ago

We very much enjoyed our stay, the house was as expected based on previous reviews & pictures. The location was perfect for us to access from Key Largo to Key West easily. The pool was nice & the kids had fun snorkeling off the back dock & looking for all kinds of wildlife both on land & in the water with their flashlights after dark. We found the sunsets at the house to be better than what we experienced in Key West. If you need beach chairs and/or beach umbrella, we recommend you rent those.

Superhost

A spacious balcony overlooks a heated pool with ocean views. The pool area is surrounded by palm trees and thatched umbrellas, providing shaded seating. Lounge chairs are arranged around the pool deck, enhancing the coastal ambiance.

Condo in Islamorada

4.64 out of 5 average rating, 28 reviews

Key Life: 1 BR Condo Two Balconies

KevinRating, 5 stars1 week ago

The place was spotless, easy check in, great pool, right on the water and fantastic location. My family and I will definitely stay here again. Cannot say enough about how amazing our trip was.

Guest favorite

A sunny outdoor space features a palm tree swaying gently in the breeze, with a nearby stone light tower on the left. A large rock structure is visible, and a stone bench offers a view of the calm water and distant boats under a clear blue sky.

Apartment in Islamorada

4.98 out of 5 average rating, 66 reviews

Hidden Gem Islamorada | 1st Floor

MelodyRating, 5 stars2 weeks ago

We had a great stay in Islamorada at this house. Location is perfect! We were minutes away from so many things. My daughter loved looking for all the little lizards that scattered as we entered the patio. The house was well stocked with things we needed. Beach stuff wise, there are noodles and some camping chairs - no kids sand toys so plan to bring those if you have little ones. There were 4 beach towels provided. The washer was broken while we were there so hopefully it is repaired soon. Of note, the mattresses are very firm so if you like a softer mattress then it might not be the house for you. Also, if you happen to find a man’s ring in the house, it might be my husband’s. Please let the host know so we can arrange to get it back.

Guest favorite

A private pier extends over calm water, featuring a wooden bench and a small table set on a sturdy deck. The surrounding posts rise from the water, under a clear blue sky, creating an inviting space for relaxation and enjoyment of the coastal views.

Home in Marathon

4.95 out of 5 average rating, 60 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

DanielRating, 5 stars3 weeks ago

Our 7 day stay was the most relaxing vacation we’ve had in years. The location was somewhat remote but only a short drive into Marathon. We hope to come back soon!!!

A welcoming living area features a comfortable blue sofa and a rustic wooden coffee table. Light wood flooring extends throughout the space, complemented by a stylish sideboard and updated kitchen in the background, equipped with modern appliances and seating at a spacious kitchen island.

Condo in Marathon

4.88 out of 5 average rating, 25 reviews

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo

SusanRating, 5 stars4 months ago

We had a wonderful stay at this location. I recommend it highly. The setting is quiet. Sitting outside on the patio, drinking morning coffee, looking at the ocean, was definately a highlight. The unit was very clean and well stocked with bedding, towels,etc. Duck Key is great for walking. Resturants are easy to get to. We fished most of the time. There is a marina to rent boats less that a 1/2 mile away on Duck Key.

Show all

Vacation rentals in Long Key Bight

Top-rated vacation rentals in Long Key Bight

Vacation rentals for every style

Popular amenities for Long Key Bight vacation rentals

Other great vacation rentals in Long Key Bight

Destinations to explore