
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.

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.

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!

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.

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

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

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.

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.

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.

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.

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.

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.

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
House rentals with a pool

Salty Kisses Beach House

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

Beach House in Marathon with Amazing Backyard!

World-Class Oceanfront Pool/Hottub Sunset Escape

Villa Serenity At Sombrero Private Pool Spa Dock

4BR 3B, Heated Pool & Spa, 60' Dock

Waterfront 2-bedroom Home w/Pool and Spa

Oceanfront with Pool near Sombrero Beach
Condo rentals with a pool

Waterfront Luxury Condo | Pool + Tiki Bar

Marathon 2BR Waterfront property on Resort

Private Beach in Marathons Key Colony Beach

King Suite | Heated Pool | Marathon Keys | Sleep 4

2-story condo w/ panoramic bay views and balconies

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

Ocean Isles Mackeral Row VACA-23-137

Beachside Unit 27 - The Beach is Calling You!
Other holiday rentals with a pool

Kingsail Resort Home

Oceanfront mermaid house pool and dock

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool

Lagoona-Matata

Waterfront Private Home w/Pool-Family&Pet Friendly

Castillo Del Mar- Ocean access from your backyard

Luxury Boating Paradise+Pool+Sailing Kayaks

Maison Blue Sands/120'Dock/MiniGolf/HtdPool/G Room
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 $168Â 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!
Destinations to explore
- Rentals with outdoor seating Sombrero Beach
- Rentals with a patio Sombrero Beach
- Waterfront rentals Sombrero Beach
- Beachfront rentals Sombrero Beach
- Rentals with a kayak Sombrero Beach
- Family-friendly rentals Sombrero Beach
- Rentals with a washing machine and dryer Sombrero Beach
- Rentals with a hot tub Sombrero Beach
- Rentals with beach access Sombrero Beach
- Condo rentals Sombrero Beach
- Pet-friendly rentals Sombrero Beach
- Villa rentals Sombrero Beach
- House rentals Sombrero Beach
- Rentals with pools Marathon
- Rentals with pools Monroe County
- Rentals with pools Florida
- Rentals with pools United States
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