Beachfront holiday rentals in Marathon

4.88 out of 5 average rating, 109 reviews

A row of townhomes is positioned along the water's edge, surrounded by well-maintained landscaping. Lush green trees provide shade, and the calm water reflects the serene environment. The horizon reveals a glimpse of distant trees and open water.

Apartment in Duck Key

Villa 5027 on Duck Key BOAT SLIP available

Boat slip available for additional $100 a night. Largest boat that can fit is 33 ft. Ask for availability. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors and NO pets.

Campervan/Motorhome in Key Largo

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.

4.98 out of 5 average rating, 244 reviews

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

This hidden gem is anything but ordinary!!! Come enjoy a piece of paradise in Key Largo while you relax in this spacious NEW luxury RV. It has a BOAT RAMP, indoor/outdoor kitchen with a TV, outdoor speakers, 2 hammock chairs, outdoor sofa, outdoor dining, separate bedrooms including a bunk room that can sleep 5-6, 1.5 baths, 2 heated pools, 2 beaches, volleyball court, playground, & shuffleboard. There are so many outdoor activities to enjoy right at the Kampground, you'll never want to leave!

4.96 out of 5 average rating, 205 reviews

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.

Apartment in Key Colony Beach

A spacious bed is adorned with crisp white linens and a vibrant throw pillow featuring a fish design. Large windows frame the room, allowing natural light to illuminate the interior while offering views of the ocean and nearby palm trees.

4.96 out of 5 average rating, 220 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.

4.89 out of 5 average rating, 170 reviews

Apartment 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.

4.97 out of 5 average rating, 165 reviews

A sunset view is captured from a covered outdoor seating area, showcasing a tranquil waterway. Silhouettes of kayaks and a table are visible, while the setting sun creates a warm glow across the horizon. Natural textures are evident in the thatched roof above.

Tiny home in Key Largo

Oasis2 in Key Largo With a million dollar view

Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. 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). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

4.93 out of 5 average rating, 357 reviews

The image features a distant houseboat silhouetted against a vibrant sunset, reflecting shades of orange and purple on the water's surface. The view is taken from a skiff, with gentle ripples seen in the foreground, creating a serene atmosphere.

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.

A sandy beach area is highlighted with rows of blue lounge chairs facing the ocean. Lush greenery frames the shoreline, with a single palm tree and thatched hut providing shade. In the distance, a wooden pier extends into the water under a partly cloudy sky.

4.89 out of 5 average rating, 100 reviews

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.

A bright living space features a comfortable gray sofa and a recliner, complemented by a white coffee table adorned with decorative items. The dining area, with a white table and several chairs, extends into the modern kitchen equipped with stainless steel appliances and a breakfast bar with stools.

4.88 out of 5 average rating, 162 reviews

Reel Large END Unit in Ocean Point Suites

Sept - Nov. building improvements will take place and our rates have been heavily discounted for the inconvenience. No work will take place during the Weekends or Holiday's. The amenities are not affected. Paradise awaits you in this large END unit, 2 BR/2BA in the highly desirable community of Ocean Pointe Suites! Newly renovated Modern Beach decor unit with breathtaking views from our Private beach and Marina are just a few highlights of this island retreat.

4.9 out of 5 average rating, 109 reviews

A modern living area features a spacious white sectional sofa adorned with blue and green decorative pillows. A wooden dining table with white chairs is positioned nearby. Above, a stylish fan circulates air while artwork in calming hues decorates the walls, complementing the light wood flooring.

Home in Key Largo

NEW! CASA AZUL - Golf Cart, 2 Kings, Pool, Kayaks

Welcome to your Key Largo vacation rental. This oceanside villa is family friendly and filled with amenities, including a private Golf Cart, pools, one adult kayak, and three kids, kayaks, pickleball and tennis courts, and a unique swimming lagoon. Spend your days kayaking, fishing, boating, snorkeling, or visit the nearby beach at John Pennekamp State Park. Our villa has earned hundreds of 5-star reviews and Superhost status on all major platforms. No Hidden Fees!

A wooden pier extends over calm waters, leading toward a thatched-roof gazebo. The scene is illuminated by a vibrant sunset, casting warm hues across the sky and reflecting on the water's surface. Lush greenery frames the sides, enhancing the serene atmosphere.

4.97 out of 5 average rating, 101 reviews

Ocean views at “Sangria Sunrise” 10% off Charters

Welcome to Sangria Sunrise at Ocean Pointe Suites in the beautiful Tavernier Key Florida. Relax and enjoy all of the options offered such as Jr. Olympic sized pool, beach, marina, kayak rentals, tennis courts, and so much more! We invite you to come stay at this cozy and updated one bedroom and one bathroom top floor condo with the most amazing ocean views. We offer a very comfortable queen sized bed and also a queen sleeper sofa that's equally as comfortable.

Apartment in Key Colony Beach

The image captures a view of the Atlantic Ocean framed by lush palm trees. A pathway meanders alongside the vibrant green lawn, leading toward the beach. The clear blue sky is visible above, enhancing the calm and serene coastal atmosphere.

4.87 out of 5 average rating, 137 reviews

Beachside Unit 33-Private Tropical Beach Plus Pool

Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests, No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Popular amenities for beachfront rentals in Marathon

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

4.94 out of 5 average rating, 93 reviews

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

5 out of 5 average rating, 3 reviews

A sunlit deck features white lounge chairs positioned towards a private beach and ocean view. A thatched-roof tiki hut provides shade, while a hammock is nestled nearby among greenery. The calm waters reflect the blue sky, enhancing the serene coastal setting.

Home in Islamorada

Charming Beach House directly ON the beach

Campervan/Motorhome in Big Pine Key

A well-maintained 28-ft Grey Wolf RV is parked on a gravel lot, surrounded by tropical greenery. Two lounge chairs are positioned on a green patch of grass, creating a relaxing outdoor seating area. Sunshine filters through the clouds, adding a bright ambiance to the scene.

4.79 out of 5 average rating, 19 reviews

RV In The Keys | Tropical Retreat

Home in Upper Sugarloaf Key

A sandy beach area is framed by swaying palm trees, leading to a two-story bungalow elevated on stilts. Lounge chairs are arranged on the shore, providing a relaxing spot, while kayaks are visible in the background, enhancing the inviting beach setting.

4.74 out of 5 average rating, 97 reviews

Palm - Beach Houses Key West

4.88 out of 5 average rating, 139 reviews

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

Campervan/Motorhome in Key Largo

A shaded outdoor seating area features wicker furniture with blue cushions. A small table is centered between two chairs. The walls are partially covered with white slats, while colorful fish decorations add a touch of playfulness. The flooring consists of laid pavers.

5 out of 5 average rating, 3 reviews

Brand New 2025 RV 2BR + 2 Lofts, 2BA Pool & Marina

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

4.82 out of 5 average rating, 191 reviews

Vibrant Beachfront Villa

A sandy beach area is framed by smooth rocks leading to clear blue waters. Two kayaks, one yellow and one green, are positioned along the shoreline. In the distance, several boats are visible on the water, under a partly cloudy blue sky.

Home in Key Largo

4.82 out of 5 average rating, 112 reviews

Banana Cabana

Beachfront home rentals with a pool

A bright and airy living space features a comfortable gray sofa and a patterned armchair. A wooden coffee table sits center stage, accompanied by bar stools at an adjacent counter with modern appliances. Natural light fills the room, reflecting off a large mirror.

4.86 out of 5 average rating, 96 reviews

Deluxe Oceanfront 1/1 sleeps 4. Cafe & Pool Bar.

5 out of 5 average rating, 19 reviews

Two pelicans are perched on a wooden dock, surrounded by rippling water. The dock is supported by green posts, providing a serene setting in a tropical landscape. Subtle foliage in the foreground enhances the natural ambiance of the scene.

Home in Cudjoe Key

Oceanside home 111, dock,kayaks,bikes,pool,fishing

4.8 out of 5 average rating, 35 reviews

A private outdoor area features a heated swimming pool surrounded by a paved deck. Lounge chairs are arranged nearby, with palm trees visible against a clear blue sky. In the distance, a tiki hut and additional lounging space enhance the tropical atmosphere.

Home in Marathon

(# 6)Waterfront Beautiful 4 Bed 3 Bath Pool Home

4.91 out of 5 average rating, 78 reviews

A spacious living area features a light color palette, large windows with ocean views, and modern decor. A comfortable sofa is complemented by blue accent chairs, while a large flat-screen TV is positioned on a sleek console. Natural light enhances the open layout.

Apartment in Key Largo

Mariner's Club 522 - Don't worry Beach Happy!

5 out of 5 average rating, 15 reviews

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.

Flat in Tavernier

Panoramic Ocean Views, Ocean Pointe Condo

A bright living area features large sliding glass doors that open to a private balcony, showcasing expansive views of the ocean. Light-colored walls and tiled flooring provide a clean ambiance. A turquoise sofa and a dining table with four chairs are included in the space.

4.97 out of 5 average rating, 33 reviews

Perfect Location+Beautiful Ocean Views+Pool & Bar

Villa in Key Colony Beach

A scenic view of a canal is presented, featuring a circular table surrounded by several chairs on a stone patio. Lush palm trees frame the area, and a charcoal grill is positioned nearby. A dock extends into the water, offering boat access.

4.97 out of 5 average rating, 37 reviews

Canal/Dock - Cabana Club - Pickleball - Remodeled

5 out of 5 average rating, 14 reviews

The room features two spacious beds with light-colored bedding, complemented by decorative pillows. A ceiling fan is present above, while large windows with shutters allow natural light. Colorful artwork depicting flamingos adorns the walls beside bedside tables and lamps.

Flat in Key Colony Beach

2 Bdrm Oceanfront Complex Private Beach & Pool

Private beachfront home rentals

A screened balcony offers views of the ocean and pool, framed by palm trees. A round table and chairs provide a space for relaxation. Blue-green decorations hang from the ceiling, complementing the coastal atmosphere.

Apartment in Marathon

4.8 out of 5 average rating, 5 reviews

Beachfront paradise, heated pool and ocean view #9

The Olympic-sized pool is illuminated at night, surrounded by lounge chairs and umbrellas. Lush greenery and palm trees form the backdrop, creating a serene environment for relaxation and recreation.

4.79 out of 5 average rating, 28 reviews

Resort Condo w/ Pool, Beach, Marina & More!

Apartment in Summerland Key

An aerial view showcases the resort's central pool surrounded by palm trees and landscaped gardens. The inviting pool area is complemented by a spacious pavilion with a metal roof, providing a gathering space. The background features the resort's accommodations and the lush natural environment.

5 out of 5 average rating, 7 reviews

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

A charming blue exterior of the rental is complemented by a wooden deck, creating an inviting entrance. Lush palm trees and surrounding greenery enhance the outdoor space, while large windows provide ample natural light to the interior.

Cottage in Key Largo

4.8 out of 5 average rating, 25 reviews

Keys Cottage with Sleeping Loft| Sleeps 6

A stilted house stands proudly under a bright sky, surrounded by palm trees. A gravel driveway is visible, accommodating vehicles. The exterior reflects tropical charm, showcasing a mix of light-colored siding and wooden accents while a nearby patio area offers additional outdoor space.

Home in Marathon

4.8 out of 5 average rating, 65 reviews

7 Mile Ocean Bliss

4.86 out of 5 average rating, 22 reviews

A spacious outdoor area features a heated pool surrounded by lounge chairs and shaded palapas. The beach is visible in front of the property, with palm trees providing natural accents. The layout includes several benches, creating inviting spaces for relaxation and enjoyment of the ocean breeze.

Apartment in Islamorada

Den Suite Two Balconies- Islamorada

4.98 out of 5 average rating, 82 reviews

A serene outdoor seating area features two woven chairs facing a sunset over the bay. A small metallic table sits between the chairs, and palm trees are visible in the distance, framing the tranquil water view.

Townhouse in Islamorada

Bayside Townhome in Islamorada with Boat Slip