Holiday rentals with beach access near Sombrero Beach

The outdoor area features a private swimming pool accompanied by a spa, surrounded by lush palm trees. Colorful lounge seating is available nearby, and a staircase leads up to the elevated house, which is situated in a tranquil, well-maintained garden.

4.96 out of 5 average rating, 45 reviews

Dock Pool Home by Sombrero Beach

This spectacular home is in the heart of Paradise. Sombrero beach just a few blocks away, Golfing across the street and your boat in our dock, everything you need to enjoy paradise! Situated in a very quiet and desirable neighborhood close to the beach and shopping. This home is a private oasis. The golf course is directly in front of the home. The home offers a private swimming pool with spa. There is 75' of deep water dockage which offers a straight shot out to the Ocean or Bootkey VACA-21-493

A spacious wooden dock extends over calm waters, featuring a thatched tiki hut and several lounge chairs in a soft blue hue. Lush greenery surrounds the area, complemented by a serene sky at sunset, providing a peaceful atmosphere for relaxation.

5 out of 5 average rating, 32 reviews

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

• 🏆 Top 1% on Airbnb, Guest Favorite • ⭐️ 100% five-star reviews • 🛏️ Luxury Home 3 Bed, 2.5 Bath, Sleeps 8 • ⚓ Ocean view + 45’ private dock + power + water • 🌴 Tiki hut, hammock + loungers & putting green • 🏊‍♂️ Heated pool + large outdoor shower • 🍽️ BBQ & outdoor dining area • 🐠 500lb ice machine + fish station • 🚤 Boat trailer parking • 🍹 Margarita Machine • 🚗 Wi-Fi, full laundry & ample parking • 📍 30 mins to Islamorada, 50 mins to Key West

A serene view of a canal populated by several pelicans floating on the water's surface. Palm trees line the shore, and colorful houses are visible in the background. A boat is docked nearby, enhancing the peaceful coastal scene.

4.97 out of 5 average rating, 115 reviews

Waterfront House with 37 ft Dock & Cabana Club

Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

A covered Tiki Hut is featured at the waterfront, furnished with comfortable seating arrangements. Views of the water and dock are visible beyond the structure, framed by lush greenery and palm trees. The space is designed for relaxation and enjoyment of the serene surroundings.

4.97 out of 5 average rating, 116 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.

Condo 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.

A spacious beachfront home is depicted, featuring a large outdoor area with neatly arranged tropical plants. A well-maintained pool is visible in the backyard, alongside a staircase leading to wraparound balconies that provide ample views of the surroundings.

4.9 out of 5 average rating, 69 reviews

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Beautiful Beachfront home located directly across the street from famous Sombrero Beach, with heated pool & Tiki Bar. Large wrap around balconies provides stunning beach views, sunrises & sunsets for relaxation. It boasts open floor plan with a large entertainment area that includes a gorgeous Olhausen Pool table, large bedrooms & the master bath is also a steam room. A 45' dock & spacious yard is great for entertaining or barbecuing. Pool Heater is available for an additional fee.

A backyard area features white sand, surrounding palm trees, and a tall American flag. The A-frame house is visible in the background, complemented by a wooden dock leading to the water. Lounge chairs are arranged neatly, enhancing the outdoor space's appeal.

4.99 out of 5 average rating, 108 reviews

ABeachBungalow-60’dock w/ access to pool and beach

"A Beach Bungalow" A-frame has everything you need for a relaxing vacation. 2 bedroom, 2 bath Key Colony Beach rental home with easy ocean access. Fully equipped kitchen with all new appliances. Living room with dining area, flat screen tv, wifi, cable, bbq and beautiful views of the water. Master bedroom with king bed and bathroom with large shower. 2nd bedroom (loft) with 2 twin beds and closet. Tackle room to store gear with extra refrigerator. Boat trailer parking on site.

5 out of 5 average rating, 3 reviews

Seaside Luxury Escape with Pool, Dock & Kayaks

Paradise Point – Oceanfront Elegance in Marathon, FL 4 Bedrooms • 3 Bathrooms • Pool & Spa • Outdoor Kitchen • 90-ft Dock Welcome to Paradise Point, an oceanfront retreat where modern coastal design meets relaxed Keys living. This stunning 4-bedroom, 3-bathroom home offers sweeping open-water views, resort-style amenities, and everything you need for a luxury stay in Marathon. For larger groups, inquire about renting our neighboring 4-bedroom home for additional space.

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.

4.83 out of 5 average rating, 6 reviews

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

Take a 1 Block walk to Sombrero Beach, dock your boat at this waterfront home or simply relax on the patio. 3 Bedrooms 3 baths. Large deck for cooking out. Direct access to the Atlantic. 65" TVs in all rooms. Enjoy your mornings by starting at our Coffee bar. Our home is fully furnished with all the essentials. We even include Kayaks, Bikes and Fishing Poles as well as Corn Hole and Giant Jenga. Boat Rental is offered at an additional cost. - VR License No: VACA -20-147

Condo 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.”

4.89 out of 5 average rating, 123 reviews

A cozy living space features a navy blue sofa adorned with nautical-themed throw pillows. A dining area with a glass table and chairs is visible in the background, alongside a decorative display of framed art and a potted plant. Natural light filters through the windows.

Houseboat in Marathon

Houseboat Getaway In Marathon

Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

A modern interior showcases a spacious living area with a sectional sofa adorned with decorative cushions. Adjacent, a bright kitchen is visible, alongside a dining table. A cozy bedroom features a bed with plush linens. Outdoor seating is arranged on a covered patio, surrounded by greenery.

4.89 out of 5 average rating, 170 reviews

Waterfront Cozy Modern Retreat w/Deep Canal

Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and features a 37ft long concrete dock, perfect for boating and fishing enthusiasts. With easy access to the movie theater, Sombrero Beach, Turtle Hospital, Publix, Walgreens, and delicious restaurants, you'll have everything you need right at your fingertips. We can't wait for you to experience the peacefulness and convenience of our lovely home.

Popular amenities for beach access rentals near Sombrero Beach

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

An aerial view of the beachfront condo building is captured, revealing its three stories and proximity to the ocean. Surrounding palm trees enhance the tropical ambiance, while the serene blue water reflects sunlight. A small parking area is visible in front of the property.

4.83 out of 5 average rating, 18 reviews

Seaside Villa~ Charming Beachfront Condo w/ Pool!

4.94 out of 5 average rating, 18 reviews

*NEW* Sea La Vie - Pool & Beach

A tranquil pool area features lounge chairs arranged around a crystal-clear pool. Palms sway gently nearby, and a tiki bar with a roof can be seen in the background, overlooking calm waters. The sky transitions to a soft blue as evening approaches.

5 out of 5 average rating, 3 reviews

Marathon Studio on Lovely Gulf Front Resort

A scenic outdoor area features a thatched-roof gazebo overlooking the ocean. Palm trees sway gently in the breeze, and a paved pathway leads to the waterfront. The blue waters reflect the sky, creating a tranquil coastal atmosphere.

5 out of 5 average rating, 21 reviews

#1 Island Hideaway 89 - OCEAN FRONT

An open-concept living room features large glass sliding doors that provide unobstructed ocean views. A comfortable sectional sofa and accent chairs are arranged around a coffee table, while a television is mounted on the wall. Natural light fills the space, enhancing the bright and airy atmosphere.

Apartment in Key Colony Beach

5 out of 5 average rating, 4 reviews

Nautical Oceanfront Townhouse

A welcoming living area features a dark gray sofa and armchair, complemented by patterned cushions. A light wooden coffee table sits atop beige tile flooring. A large flat-screen TV is mounted on the wall, and natural light filters through window coverings, creating a bright atmosphere.

4.97 out of 5 average rating, 67 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

Apartment in Key Colony Beach

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.

5 out of 5 average rating, 14 reviews

2 Bdrm Oceanfront Complex Private Beach & Pool

A light-filled living room features a blue sofa, a comfortable chair, and a glass coffee table. Large sliding doors open to a balcony with ocean views. A soft area rug lies on the tiled floor, adding warmth to the space, while sunlight illuminates the room.

4.97 out of 5 average rating, 108 reviews

Beachfront Condo w/ Ocean Views in Marathon

Holiday House Rentals with beach access

An outdoor seating area features a sectional sofa and high-top bar stools with a view of the water. A peaceful ambiance is created by the surrounding palm trees and the gentle waves of Vaca Cut. Laundry facilities are visible on the left side of the image.

4.95 out of 5 average rating, 44 reviews

Florida Keys Oceanside Utopia

A serene outdoor area features a heated pool surrounded by lush greenery and palm trees. Two chaise loungers sit on a small patch of grass, offering a perfect spot for relaxation. The ocean is visible beyond the white fence, enhancing the tranquil setting.

5 out of 5 average rating, 46 reviews

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

A light blue house is prominently featured, elevated above ground level with a staircase leading to the entrance. Palm trees surround the property, creating a tropical ambiance. Nearby homes display a mixture of colors, enhancing the neighborhood's coastal charm.

4.91 out of 5 average rating, 22 reviews

Sombrero Beach Getaway

A heated saltwater pool is set on a spacious deck, surrounded by lounge chairs. Adjacent to the pool, a serene canal view features lush greenery and residential homes lining the waterway.

4.9 out of 5 average rating, 30 reviews

Steps to Sombrero Beach | Dock + Pool + Dogs OK

A tranquil pool is surrounded by lush palm trees, offering a serene atmosphere. The water reflects sunlight, while seating options are provided by the poolside. The design features a curved edge and a spa section, creating an inviting outdoor retreat.

5 out of 5 average rating, 9 reviews

The Roseate House at Grassy Key

A scenic view of a protected canal is visible, featuring a dock with boats moored nearby. Lush greenery lines the waterfront, while palm trees provide shade. The sky is bright with scattered clouds, creating a peaceful atmosphere in this serene location.

4.95 out of 5 average rating, 74 reviews

Private 174ft Dock, Boat Launch, Sombrero Beach

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.

4.93 out of 5 average rating, 83 reviews

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

An open living space is featured, highlighted by a round dining table surrounded by comfortable seating. A large television is mounted on the wall, while light-colored walls enhance the bright atmosphere. A serene coastal artwork depicting a pier adds a calming touch to the decor.

5 out of 5 average rating, 26 reviews

Bohemian Beach Bungalow

Holiday condos with beach access

5 out of 5 average rating, 16 reviews

"O" Fish Ally Paradise @Ocean Isle Fishing Village

A view of a marina shows several boats docked along wooden piers, with palm trees dotting the shoreline. The surrounding buildings display a tropical architecture style, under a sky filled with scattered clouds.

4.62 out of 5 average rating, 13 reviews

The Reef at Marathon private villa/ Marina incl

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.

Condo in Duck Key

Villa 5027 on Duck Key BOAT SLIP available

Condo in Key Colony Beach

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.

5 out of 5 average rating, 20 reviews

Private Beach in Marathons Key Colony Beach

A tranquil beachfront scene is depicted, featuring a single palm tree standing on a sandy shore. The calm, reflective waters meet a vibrant sky filled with soft, white clouds, creating a serene coastal atmosphere.

4.5 out of 5 average rating, 12 reviews

Coastal Charm: 2BR Condo, Patio, Pool Views, Beach

4.78 out of 5 average rating, 115 reviews

An aerial view displays a resort setting featuring a heated pool surrounded by palm trees, beach cabanas, and lounge chairs. The property extends towards the beach, with picnic tables and a landscaped area visible. The ocean borders the scene, enhancing the tropical atmosphere.

Condo in Islamorada

Studio with Balcony, Kitchen, Open Living Space

A living area is furnished with a soft blue sofa and matching chairs with botanical patterns. Two ottomans provide additional seating. A dining area with a wooden table is visible, and the kitchen features modern stainless steel appliances and dark cabinetry.

4.8 out of 5 average rating, 5 reviews

1BR island retreat with pool, grill, beach access

4.78 out of 5 average rating, 9 reviews

P41 - Beach Front condo with 2 bedrooms, 2 bath, p

Other holiday rentals with beach access

5 out of 5 average rating, 7 reviews

KCB Tropical Escape

5 out of 5 average rating, 83 reviews

A private patio area features a plunge pool surrounded by lush tropical landscaping. Two lounge chairs are positioned nearby, offering a relaxing space. A light blue sky with scattered clouds creates an inviting ambiance, while palm trees add a touch of the tropics.

Townhouse in Duck Key

Duck Key *Delight* private plunge pool

An aerial view showcases a waterfront half duplex with a private dock along an extra wide canal. Tropical landscaping, palm trees, and nearby golf course greenery are visible, while the surrounding area features residential homes and clear blue skies.

5 out of 5 average rating, 3 reviews

New Listing Discount! Dockside Paradise

4.83 out of 5 average rating, 18 reviews

A cozy sleeping area featuring a quilted bedspread in various patterns. A kitchenette with modern appliances is visible, complemented by cabinetry. Two refrigerators are nestled in the corner, and a large mirror reflects the space. Ambient lighting and decorative touches add character.

Houseboat in Marathon

b watervibe

A private dock is seen along a deep water canal, with a boat and jet ski moored nearby. Lush palm trees frame the waterfront space, while a two-story residence with a balcony stands in the background under a clear blue sky.

4.97 out of 5 average rating, 39 reviews

Waterfront home with direct Atlantic Ocean access

5 out of 5 average rating, 18 reviews

Waterfront 2-bedroom Home w/Pool and Spa

A light-filled living area features a comfortable seating arrangement with leather sofas and a large area rug. A television is housed within a white entertainment unit, flanked by decorative glass vases. Expansive sliding glass doors open to the outside, providing an airy ambiance.

4.95 out of 5 average rating, 58 reviews

Sea Glass Beach Bungalow in Key Colony Beach!

A modern living area features a spacious sectional sofa paired with two upholstered armchairs, oriented towards panoramic ocean views. Natural light floods the space through large windows adorned with light-filtering shades, while subtle coastal décor complements the serene atmosphere.