
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. ✔ 4 Comfortable BRs ✔ Open Design Living ✔ Chef's Kitchen ✔ Heated Pool ✔ Yard (BBQ, Games, Bikes, Kayaks) ✔ 36ft Dock (Fishing Station, Water) ✔ 3 Decks ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ 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.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

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.

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.

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

P87 - Modern 4 bedroom, 4 bath home on open water
Stunning views with premier Sombrero Beach location sets this home apart from all others! This ocean front home is spectacular inside and out! With 4 bedrooms and 4 full bathrooms this home can easily accommodate large groups; perfect for families or business colleagues. Please note, due to the number of stairs throughout this home it is not suitable for guests who have difficulty navigating stairs. There is no roof top is access.

A Paradise Point by Sombrero Beach
Modern Tropical Paradise | Marathon, FL Stylish home in exclusive Flamingo Isle, minutes from Sombrero Beach, marinas, fishing piers, indoor surf-style shop, and the Florida Keys Country Club. 3 bed | 2 bath + den Downstairs full bath with handicap-accessible walk-in shower Living room + playroom (pool table, games) Outdoor: Heated pool , Jacuzzi, BBQ, tiki hut Corner lot with parking for boat trailer & RV (full hook-ups)
Popular amenities for rentals with a pool near Sombrero Beach
House rentals with a pool

Beach House in Marathon with Amazing Backyard!

World-Class Oceanfront Pool/Hottub Sunset Escape

Villa Serenity At Sombrero Private Pool Spa Dock

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool

Oceanfront with Pool near Sombrero Beach

Sea Haven~ Waterfront Pool Home, 35' Dock

Get Hooked private pool & dock

Rest A Shore Waterfront Home, New Private Pool
Condo rentals with a pool

Waterfront Luxury Condo | Pool + Tiki Bar

Luxury condo with boat slip overlooking the bay

Marathon 2BR Waterfront property on Resort

Private Beach in Marathons Key Colony Beach

2-story condo w/ panoramic bay views and balconies

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

Paradise found! Sea-Esta Condo beach and pool.

Beachside Unit 33-Private Tropical Beach Plus Pool
Other vacation rentals with a pool

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB

Kingsail Resort Home

Oceanfront mermaid house pool and dock

Sombrero Siesta Heated Pool & Stunning Canal Views

Waterfront Private Home w/Pool-Family&Pet Friendly

Beach House, Private Pool, Dock, Gulf View Sunsets

Castillo Del Mar- Ocean access from your backyard

Luxury Boating Paradise+Pool+Sailing Kayaks
Quick stats about rentals with a pool near Sombrero Beach

Total vacation rentals
Explore 110 vacation rentals in Sombrero Beach

Nightly prices starting at
Sombrero Beach vacation rentals start at ﺩ.ﺇ441 per night before taxes and fees

Verified guest reviews
Over 1,680 verified reviews to help you choose

Family-friendly vacation rentals
110 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Sombrero Beach vacation 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
- Waterfront rentals Sombrero Beach
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- Rentals with pools Marathon
- Rentals with pools Monroe County
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- Rentals with pools United States
- Everglades National Park
- Smathers Beach
- Long Beach
- Sea Oats Beach
- Bahia Honda State Park
- Theater of the Sea
- Conch Key
- Sunset Park
- Ernest Hemingway Home & Museum
- Fort Zachary Taylor Historic State Park
- Seven Mile Bridge
- The Turtle Hospital
- Dolphin Research Center
- Florida Keys Aquarium Encounters
- Robbies Marina Of Islamorada
- Key West Lighthouse Museum
- Founder's Park
- Key West Butterfly & Nature Conservatory
- Southernmost Point
- Boyd's Key West Campground
- History Of Diving Museum
- Calusa Beach & Loggerhead Beach
- Harry Harris Beach and Park





