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Home rentals with a pool near Sombrero Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool near Sombrero Beach

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

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Top Guest favourite
A sparkling in-ground pool is visible in the foreground, surrounded by a spacious patio. Lounge chairs are positioned along the deck, offering views of the lagoon. Lush palm trees provide shade, while a clear sky enhances the tranquil atmosphere of the waterfront setting.
Home in Marathon
4.99 out of 5 average rating, 168 reviews

Sea Ray Cove w/ 80' Dock, Pool, Beach & Tiki Hut

2025 - New concrete dock, fenders & fish filet table. This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

Top Guest favourite
A private heated pool is surrounded by a spacious patio with laid brick flooring. Palm trees frame the scene, while a vibrant sunset casts warm colors across the sky. Lounge chairs are positioned by the pool, inviting relaxation by the serene water view.
Villa in Marathon
4.95 out of 5 average rating, 155 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

Guest favourite
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.
Home in Marathon
4.93 out of 5 average rating, 27 reviews

Sombrero Beach Getaway

Spend your days boating, fishing, and swimming in the South Florida sunshine when you escape to this waterfront home in Marathon! Scenically, this home features a 90 -foot dock (with a filet cleaning table and water), a private heated outdoor pool, and a patio where you can grill your fresh catch each evening. We are located just minutes away from restaurants, bars and entertainment. Key West is less than an hour from the property. We can provide help with Golf Cart and Boat rentals.

Guest favourite
An aerial view captures the property's prime location along the waterfront, highlighting proximity to Sombrero Beach and the 7 Mile Bridge. The tranquil waters and nearby coastal homes enhance the inviting atmosphere of this tropical getaway.
Home in Marathon
5 out of 5 average rating, 6 reviews

Waterfront Oasis3/2 Direct Ocean

Welcome to our stunning vacation rental property located on the waters of the ocean, where you can enjoy the ultimate tropical getaway. Our property boasts of an exceptional location, featuring a private dock that provides direct access to the ocean. This beautifully furnished property has three spacious and comfortable bedrooms that can accommodate up to eight guests, making it perfect for families or friends. The two modern bathrooms are fully equipped with all the necessary amenities

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Villa in Marathon
5 out of 5 average rating, 4 reviews

Sol Island ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

Indulge in this luxurious 4BR 4BA house nestled on a gorgeous waterfront property in Marathon, FL. This 3-story estate offers the perfect retreat from bustling crowds with its modern design, high-end comforts, and scenic outdoors with heated pool, private dock, rooftop deck, and Pac-Man arcade. âś” 4 Comfortable BRs âś” Open Design Living âś” Chef's Kitchen âś” Heated Pool âś” Yard (BBQ, Games, Bikes, Kayaks) âś” 36ft Dock (Fishing Station, Water) âś” 3 Decks âś” Smart TVs âś” High-Speed Wi-Fi âś” Parking

Guest favourite
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.
Home in Marathon
4.9 out of 5 average rating, 82 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.

Guest favourite
An aerial view showcases a vibrant orange house with a spacious pool surrounded by tropical palm trees. The scene is illuminated by a soft morning light, highlighting the outdoor area and canal in the background.
Home in Marathon
4.91 out of 5 average rating, 47 reviews

Sombrero Beach Home w/ Heated Pool, Kayaks & More

3 bed/2.5 bath home a block from Sombrero Beach - walk to beach, avoid parking fee! 3 bedrooms (2 ensuite): 1 king, 1 queen, 2 XL twins. Cook's kitchen, open plan living/dining room. Enjoy heated pool, incredible outdoor shower, chaise lounges, gas grill, outdoor dining, hammock, and sunsets over the ocean from our dock. House comes with beach chairs, sand toys, pool floaties, kids books and games. Strong Wifi, cable & streaming TV. 2 kayaks for your use. NO DOCKING FOR BOATS.

Guest favourite
Home in Marathon
4.93 out of 5 average rating, 42 reviews

Canal Dock • Heated Pool • Walk to Sombrero Beach

"We were welcomed by a manatee in the channel when we arrived." 61 Sombrero earns those mornings. This dog-friendly single-level home sits at the end of a quiet Marathon canal with a five-minute walk to Sombrero Beach. Cast off from the dock at sunrise, watch manatees drift past over coffee, then bike to Publix or back to the beach. Two kings, a queen on the quiet side, and a daybed-and-trundle room for the kids. Heated saltwater pool, gas grill, fenced yard, no pet fees.

Guest favourite
Home in Marathon
5 out of 5 average rating, 10 reviews

P82 - Sombrero Beach - 4 bedroom pool home with do

Sombrero Beach Sea-clusion awaits our guests! Get ready to create great vacation memories! This spacious 4-bedroom, 3 and a half-bath home is located one half block from the coveted sandy Sombrero Beach. Enjoy afternoons in the crystal clear oversized pool or bring your boat for fishing and snorkeling trips off our plentiful coral reefs. Construction has started on the lot next door to this home. We do not have a timeline for the ending of this construction.

Top Guest favourite
An inviting outdoor area features a clear swimming pool surrounded by a paved patio. The two-story structure above includes spacious balconies with multiple seating options. Sunlight brightens the scene, and lush greenery is visible in the background, enhancing the tranquil environment.
Home in Marathon
4.97 out of 5 average rating, 111 reviews

Angler's Eden

Amazing get-away in the beautiful Florida Keys! This property (constructed in 2018) is a haven for families seeking to escape to paradise year-round. Situated on a deep water canal with ocean access and enough dock space to park your boat for the week. A floating dock is also provided with kayaks. Enjoy the large pool or ping pong table, or lounging in the sun! Beautiful Sombrero Beach is within walking distance (approx 1.5 miles) via a paved bike path.

Top Guest favourite
An aerial view of a lush backyard is presented, featuring a private pool surrounded by wooden decking. Loungers are positioned around the pool, complemented by tropical greenery that provides shade and privacy.
Home in Duck Key
5 out of 5 average rating, 106 reviews

Private Pool Tropical Oasis - Centrally Located

Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

Top Guest favourite
A modern two-story home with a spacious outdoor area featuring a private pool. Comfortable lounge chairs surround the pool, and a staircase leads to the upper level. The structure is complemented by a rooftop terrace with a sail shade, enhancing the coastal atmosphere.
Home in Marathon
4.97 out of 5 average rating, 139 reviews

Angler’s Terrace Conde Nast Traveler’s Best Airbnb

As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

Popular amenities for rentals with a pool near Sombrero Beach

Quick stats about rentals with a pool near Sombrero Beach

  • Total holiday rentals

    Explore 110 holiday rentals in Sombrero Beach

  • Nightly prices starting at

    Sombrero Beach holiday rentals start at $168 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Sombrero Beach holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sombrero Beach rentals

  • 4.8 Average rating

    Sombrero Beach stays are highly rated by guests—averaging 4.8 out of 5!

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Marathon
  6. Sombrero Beach
  7. Rentals with pools