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Beachfront vacation rentals in Islamorada

Find and book unique beachfront homes on Airbnb

Quick stats about beachfront rentals in Islamorada

  • Total vacation rentals

    Explore 220 vacation rentals in Islamorada

  • Nightly prices starting at

    Islamorada vacation rentals start at €79 per night before taxes and fees

  • Verified guest reviews

    Over 1,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Vacation rentals with a pool

    210 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    210 of Islamorada vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Islamorada rentals

  • 4.6 Average rating

    Islamorada stays receive an average rating of 4.6 out of 5 from guests

Top-rated beachfront rentals in Islamorada

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

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Superhost
Home in Key Largo

NEW! Casa Azul - Golf Cart, 2 King, Pool, Kayaks

No Hidden Fees! Book with confidence. No added Airbnb, resort, guest, or management fee when booking any of my homes. Casa Azul - Where the Salt Life Meets Luxury Welcome to your Key Largo vacation rental. No animals permitted, including service animals, due to owner allergies. This villa includes a private golf cart, pools, one adult kayak, three kids' kayaks, pickleball, tennis courts, a swimming lagoon, and a beach area. Enjoy kayaking, fishing, and snorkeling. Hundreds of 5-star reviews!

ViewBeachKitchen

4.89 out of 5 average rating, 119 reviews
Top guest favorite
Condo in Tavernier

Best View Ocean Pointe Pool Beach King Bed, Gated

***IMPORTANT*** The pictures you see here are of OUR unit. What you see is what YOU GET. No surprise when you arrive at Ocean Pointe. NO bait and switch. We own in the Prominent Building #3 just steps from the Pool & Jacuzzi. Wireless Internet Netflix & Cable TV, XBOX ONE. ***Most of our guests (99%) claim this is the cleanest Airbnb they have ever stayed in.*** You will get a TRUE UNIMPEDED OCEAN VIEW in our unit. Read our reviews, our past guests tell it all. ⭐ 5 STAR ⭐ Get what you pay for.

WalkabilityViewGrill

4.97 out of 5 average rating, 234 reviews
Guest favorite
Condo in Key Colony Beach

Amazing Ocean Front Views Key Colony Beach

Everything is brand new in this gorgeous condo with amazing oceanfront views. #40 has two queen beds, well equipped kitchen with full-size appliances and everything you need to cook & serve meals. Fast, reliable WiFi, large SmartTV. Super cold new A/C unit Enjoy stunning views of sunrise from your private balcony & sunsets next door at Sunset Park. Heated pool, beach BBQs & tiki huts for guest use We are centrally located to awesome Keys adventures just a few miles drive from the condo.

ViewWalkabilityLaundry

4.97 out of 5 average rating, 286 reviews
Guest favorite
The tranquil canal is illuminated by soft lights reflecting off the crystal-clear waters. Lush palm trees line the banks, and tiki huts with ambient lighting add to the serene atmosphere. The scene captures a peaceful nighttime setting with boats moored along the dock.
Cottage in Key Largo

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

ACTUAL LOCATION: within KeyLargoKampground.com Gated Community Lot #66 with BOAT DOCK for 25' OUTSIDE: ~ Large deck/ dock, Grill, Swim Ladder, tiki hut with swing and dining and Pub table. Parking for 1 truck & 1 car. ~ steps from the cottage Dock out back in 30' deep 100' wide Deep water swim canal with tropical fish along the banks, occasional Manatee, tarpon and finger mullet in cooler months. Maybe a porpoise. Kayack, board or Fish off dock. Walk to moon lit beaches in the park.

WalkabilityBeachSleep quality

4.93 out of 5 average rating, 104 reviews
Top guest favorite
A serene beachfront area is presented with several white lounge chairs facing the tranquil blue waters. Rocky shoreline and greenery outline the space, creating a peaceful environment for relaxation.
Villa in Key Largo

Kawama Yacht Club and Molasses Reef Marine

Vacation in paradise. Beautiful sunsets. Swim at the salt water lagoon or at the beach plus two pools. Our villa is fully equipped, 3 bedrooms wish tv and 3 full baths First floor: garage, 1 bedroom, full bathroom, game room, pool table, bar, family room with TV, and terrace with barbecue and swing. Second floor 2 bedrooms and 2 full bathrooms, fully equipped kitchen and living a big TV, outside balcony with outdoor furniture . Tennis courts available. Optional 24' ft boat slip available.

WalkabilityBeachIndoor spaces

4.93 out of 5 average rating, 126 reviews
Superhost
A panoramic view captures the pristine turquoise waters extending to the horizon, adjacent to lush greenery and the resort's amenities. The interior showcases a bright, airy living space, featuring a well-equipped kitchen with modern appliances and a comfortable seating area with ocean views.
Condo in Tavernier

🏝 Oceanfront Paradise Awaits You

Bring your boat to next vacation in tropical paradise surrounded by mangrove forest, coconut trees and the pristine turquoise waters. Welcome to the most visited resort in the beautiful Florida Keys. Ocean Pointe is one of the most luxurious resorts in Tavernier, Florida Keys. The resort offers a private sandy beach, heated swimming pool, jacuzzi, tennis courts, restaurant, bar, marina with boat ramp and dockage, boat & trailer storage, and more - all situated on 60 lush tropical acres.

ViewWalkabilityOutdoor spaces

4.85 out of 5 average rating, 126 reviews
Top guest favorite
Condo in Key Largo

Tropical Getaway

This light, airy two bedroom condo is located in the community of Kawama. Overlooks a small lake, where people swim, kayak and paddleboard. The condo community features two pools, tennis courts, playground, fishing, beach and marina. A long jetty extends out in the ocean where you can watch the beautiful sunrises or sunsets in the afternoons. Centrally located in Key Largo near restaurants, shopping and attractions. Come down and enjoy the peaceful atmosphere of our tropical area.

BeachWalkabilityAmenities

4.9 out of 5 average rating, 197 reviews
Guest favorite
A shaded outdoor porch features four blue adirondack chairs arranged around a round table, overlooking tranquil water views. The surrounding area is adorned with lush greenery and distant views of a bridge, creating a serene space for relaxation.
Townhouse in Duck Key

Vibrant Beachfront Villa

Welcome to Beachfront Villa that has recently been renovated. The 2 bedroom 1.5 bath luxury villa is located in the popular area of Duck key alongside of Hawks Cay Resort. Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including silverware ,plates , cups , and pots. Linens and towels provided. *** Pets welcome with host approval and pet fee. ****

WalkabilityViewBackyard

4.81 out of 5 average rating, 238 reviews
Top guest favorite
A solar and wind powered houseboat is moored on calm waters, featuring bright yellow shutters and a roof deck. Wind turbines and an American flag adorn the top, contrasting with the soothing blue sky and fluffy clouds in the background.
Boat in Islamorada

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.

WalkabilityBeachOutdoor spaces

4.93 out of 5 average rating, 394 reviews
Top guest favorite
Two lounge chairs are positioned on a wooden deck facing a tranquil sunset over the water. The sun is seen descending on the horizon, casting warm hues across the sky and reflecting on the water's surface. A white fence outlines the area, enhancing the peaceful atmosphere.
Tiny home in Key Largo

My Little Oasis3 Waterfront Retreat Key Largo

Best of the Best, very exclusive, located on the oceanfront with a million dollar view, this tiny house is on a higher level than the others, is comfortable and cozy. It is ideal for a couple who want to escape. The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees

ViewAccuracyTV

4.99 out of 5 average rating, 113 reviews
Top guest favorite
Condo in Tavernier

Turtle Nest 1 Private beach,Pool, 2bed 2bath

Ocean Pointe Suite is located on the Atlantic. Featuring ocean views from living room, master bedroom and balconies. King bed in master bedroom, Queen bed in guest bedroom, pull out queen sofa, 2 bathrooms, Smart TV's with cable WIFI. Completely stocked kitchen with all appliances. Amenities include heated swimming pool, private beach, marina with boat launch & dockage for extra fee book through marine info in pictures. Tennis courts, gazebo, located on 60 tropical acres.

ViewWalkabilityDecor

4.91 out of 5 average rating, 144 reviews
Superhost
Villa in Key Largo

Oceanfront Resort W/Indoor Pickleball - Speakeasy!

An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Key Largo's most upscale oceanfront community. The area has the distinction of being Key Largo's newest oceanfront gated destination, with some of the most unique amenities in all of the keys. It caters to those who simple desire the very best in luxury accommodations. Unique amenities include a Speakeasy Themed Rec. Area.

ViewWalkabilityAccuracy

4.82 out of 5 average rating, 126 reviews

Popular amenities for Islamorada beachfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Beachfront home rentals with a pool

Guest favorite
A sandy beach area is captured, featuring several lounge chairs arranged under swaying palm trees. The turquoise waters of the Atlantic Ocean can be seen in the background, with a shaded gazebo and a wooden dock visible on the horizon.
Condo in Tavernier

2BR - Key Largo Sunshine Getaway

ViewBeachDecor

4.88 out of 5 average rating, 181 reviews
Top guest favorite
An elegant living area is featured, showcasing a modern leather sectional sofa complemented by light-colored pillows. A ceiling fan hangs above, and large windows allow natural light to fill the space. A wooden rocking chair and a small coffee table complete the inviting atmosphere.
Condo in Key Largo

Oceanfront Condo w/Lake, Kayak, Paddleboard & Bike

WalkabilityBeachLaundry

4.96 out of 5 average rating, 179 reviews
Guest favorite
A shaded tiki hut with a thatched roof stands on the sandy shore, overlooking the calm, blue waters of the Atlantic Ocean. Two palm trees frame the structure, creating a serene beach environment, with gentle waves lapping at the rocks in the background.
Apartment in Key Colony Beach

Beachside Unit 22 - Private Beach on Atlantic

ViewWalkabilityParking

4.86 out of 5 average rating, 153 reviews
Guest favorite
An illuminated RV is showcased against a dusk sky, with blue lighting enhancing its modern design. Nearby, bright kayaks are propped against a picnic table, while a hammock sways slightly in the breeze, creating a relaxed outdoor space.
Camper/RV in Key Largo

NEW luxury RV, Marina, 6 beds&1.5 baths, 2 pools!

ViewBeachHospitality

4.96 out of 5 average rating, 308 reviews
Top guest favorite
Townhouse in Islamorada

Closest Oceanfront Home - 3 Stories and Boat Dock

BeachWalkabilityComfort

5.0 out of 5 average rating, 23 reviews
Guest favorite
Home in Islamorada

The Villa by the Bay Pool/Boat Dock, Islamorada Fl

WalkabilityHospitalityCleanliness

5.0 out of 5 average rating, 12 reviews
Top guest favorite
Aerial view of the resort-style community featuring a central heated pool surrounded by lush landscaping. Palm trees and outdoor seating areas are visible. The property borders a marina with docks for boats, highlighting the connection to the water.
Home in Islamorada

Exceptional vaca in Angler's Reef Islamorada

WalkabilityBeachHospitality

5.0 out of 5 average rating, 28 reviews
Guest favorite
A wide view of the sandy beach reveals several colorful umbrellas and lounge chairs arranged under palm trees, alongside Tiki huts offering shade. The clear blue ocean extends to the horizon under a partly cloudy sky, enhancing the peaceful beachfront setting.
Condo in Tavernier

Islamorada Oceanfront 2 bdrm, 2 bath, View, Pool

ViewComfortQuiet

4.89 out of 5 average rating, 19 reviews

Pet-friendly beachfront home rentals

Guest favorite
An open concept living area features a dining table surrounded by wooden chairs. A large flat-screen TV is mounted on the wall opposite a decorative console table. The kitchen is equipped with modern appliances and a subtle blue accent wall enhances the space.
Townhouse in Key Largo

Relaxing Town home with great water views

ViewWalkabilityTV

4.89 out of 5 average rating, 143 reviews
Superhost
Two individuals are seated in blue chairs on a sandy waterfront, overlooking a serene bay during sunset. The sky is decorated with a blend of orange, pink, and purple hues, while boats are gently floating in the water, reflecting the vibrant colors.
Home in Key Largo

Deckhouse

ViewWalkabilitySleep quality

4.78 out of 5 average rating, 86 reviews
Top guest favorite
A two-story home is showcased, featuring a spacious backyard with a swimming pool surrounded by lounge chairs and umbrellas. The exterior is illuminated under a twilight sky, while a stone walkway leads to the inviting entrance. Lush greenery adds a vibrant touch to the setting.
Home in Marathon

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

BeachWalkabilityCleanliness

5.0 out of 5 average rating, 60 reviews
Guest favorite
An airy dining area features a white stone-topped table positioned beneath a stylish light fixture. Large glass doors allow natural light to flood the space, connecting indoor and outdoor seating areas. The wooden floor adds warmth to the contemporary design.
Home in Marathon

SeaEsta! Bring your boat & 1 block to the beach!

BeachWalkabilityLocation

4.88 out of 5 average rating, 16 reviews
Superhost
Home in Marathon

Beach Home and Boater’s Paradise Sombrero

BeachWalkabilityQuiet

4.5 out of 5 average rating, 8 reviews
Guest favorite
A private backyard showcases a tranquil pool surrounded by a stone deck. Comfortable lounge chairs are positioned for relaxation, with a vibrant float placed in the water. The blue exterior of the house enhances the outdoor space under a partly cloudy sky.
Home in Marathon

New Private 4/3 Single Family - Kayaks & Bicycles+

BeachWalkabilityWifi

4.94 out of 5 average rating, 94 reviews
Guest favorite
An aerial view of a canal-front home showcases a spacious backyard with a private swimming pool. A long dock extends into the water, bordered by lush greenery. The surrounding neighborhood features a mix of single and multi-story homes, with palm trees dotted throughout the landscape.
Home in Marathon

Walk to Beach, 90' Dock, Huge Pool, Kayaks

LocationCleanlinessFamily

5.0 out of 5 average rating, 7 reviews
Guest favorite
A two-story home is depicted, featuring a covered balcony with blue chairs and a ground-level terrace. A kayak is positioned nearby on gravel, alongside two adirondack chairs near natural landscaping. The surroundings are lush with greenery, enhancing the tranquil setting.
Home in Marathon

Boaters delight! 1 min to open water, Dock & Beach

WalkabilityViewSleep quality

4.92 out of 5 average rating, 24 reviews

Private beachfront home rentals

Guest favorite
A dining area features a round wooden table set with yellow placemats and white napkins. Light blue walls complement the soft furnishings, while large windows provide a view of tropical foliage and the outdoors. Natural light fills the space, enhancing the inviting atmosphere.
Home in Marathon

Waterfront Villa & Sunset Views

BeachViewGrill

4.85 out of 5 average rating, 113 reviews
Superhost
An aerial view captures a coastal area featuring a hotel building alongside a waterway. A sandy beach area with lounge chairs is visible near the water, while lush greenery surrounds the landscape. The scene showcases a calm and inviting atmosphere with clear blue skies.
Apartment in Tavernier

Panoramic Ocean Views, Ocean Pointe Condo

BeachViewAccuracy

4.85 out of 5 average rating, 27 reviews
Guest favorite
Condo in Marathon

*NEW* Private Beach, pool & fully loaded kitchen

BeachWalkabilityQuiet

4.93 out of 5 average rating, 42 reviews
Top guest favorite
A serene swimming pool, featuring a vibrant logo of the Fishing Village at its center, is set against a backdrop of clear blue skies and palm trees. Lounge chairs line the edges of the pool area, offering a tranquil space for relaxation.
Home in Marathon

Grouper Getaway @ Ocean Isles Fishing Village

WalkabilityViewPool

4.99 out of 5 average rating, 76 reviews
Superhost
A spacious living area features a gray sectional sofa adorned with blue accent pillows. Light wood tables complement the hardwood floor. A large painting of a coastal scene is displayed on the wall, and natural light filters in through shuttered windows.
Vacation home in Marathon

Cabana Club Condo: Key Colony Beach, FL

ViewWalkabilityPool

4.93 out of 5 average rating, 55 reviews
Guest favorite
A living area is furnished with a comfortable sectional sofa and a glass coffee table, featuring a large flat-screen TV mounted on the wall. Natural light fills the space through sliding glass doors that open to a balcony overlooking greenery.
Townhouse in Key Largo

Corner townhouse w/saltwater lagoon views

ViewBeachCheckout

4.89 out of 5 average rating, 38 reviews
Top guest favorite
An expansive view of a private beach is captured, showcasing gentle ocean waves lapping at the shore. Lounge chairs are arranged on a green lawn, offering relaxation options while a solitary figure strolls along the sandy beach. Palm trees frame the scene under a partly cloudy sky.
Condo in Key Colony Beach

Private Beach in Marathons Key Colony Beach

BeachWalkabilityHospitality

5.0 out of 5 average rating, 29 reviews
Top guest favorite
Lounge chairs are positioned on the grass near the ocean, surrounded by palm trees. A soft gradient of colors in the sky, transitioning from pale pink to light blue, is visible above the tranquil waters. Rocky shoreline meets the beach, creating a peaceful environment.
Condo in Key Colony Beach

Paradise found! Sea-Esta Condo beach and pool.

BeachViewHospitality

4.96 out of 5 average rating, 52 reviews

When is the best time to visit Islamorada?

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Avg. price€300€340€392€321€276€283€340€324€320€276€261€293
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