
Places to stay near Sombrero Beach
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Top-rated holiday rentals near Sombrero Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Oceanfront Rooftop Views w/ 75ft of Dockage
Welcome aboard Captains Rooftop, Your 4BR Rooftop Deck Hot Tub Oasis on a direct ocean access canal with 75ft of dockage. This three story stilted rooftop home provides a unique unforgettable Florida Keys experience for your entire family. 🏊♂️ 2 Luxury jet Hot Tubs (One on the roof, one in the backyard) ⛵ Private 75ft dock surrounded by a mangrove jungle 🕹️ Foosball Table 🍳 Rooftop patio with BBQ grill & open ocean view dining 💻 High-speed Wi-Fi for streaming & remote work 🛏️ Comfortable

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.

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.

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

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.

Dog-Friendly • Pool & Boat Dock • Sombrero Beach
"We were welcomed by a manatee in the channel when we arrived." That's what guests keep saying about 61 Sombrero, our dog-friendly single-level home at the end of a quiet Marathon canal, a five-minute walk from Sombrero Beach. Cast off from the dock at sunrise, watch manatees drift past over coffee, then bike to Publix or back to the sand. 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.

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.

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!

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

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

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.

P78 - Charming 3 bedroom 2 bath home in Sombrero B
This 3 bedroom, 2 bath single family home is ideally located in the heart of Sombrero Beach and is an easy 7 minute walk to the beach itself. This home offers a private, heat optional pool surrounded by beautifully landscaped grounds and is a perfect choice for a relaxing Keys vacation. - Maximum Occupancy: 8 guest (includes adults and children of any age) (*children of any age, including infants, count toward occupancy)
Popular amenities for holiday rentals near Sombrero Beach
Apartment rentals with wifi

Oceanfront Sunrise Condo Private Beach Heated Pool

Resort Condo | Marina Views, Pool, Tiki, Breakfast

Villa 5087 on Duck Key BOAT SLIP available

Marathon 2BR Waterfront property on Resort

2-story condo w/ panoramic bay views and balconies

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

Just a Few Friends - Ocean View and Bring your Boa

Ocean Isles Mackeral Row VACA-23-137
Family-friendly house rentals

Private Dock| 5min beach| Kayak| Sunset view|RV

Sombrero Beach Getaway

Beach House in Marathon with Amazing Backyard!

Villa Serenity At Sombrero Private Pool Spa Dock

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Oceanfront with Pool near Sombrero Beach

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool

Sombrero Siesta Heated Pool & Stunning Canal Views
Apartment rentals with air conditioning

Seaside Villa~ Charming Beachfront Condo w/ Pool!

Ocean View Duplex Penthouse | Pool | Vista Two

Quiet Canalfront Retreat • Near Sombrero Beach

Coco Plum Beach Paradise w Heated Pool & Boat Slip

Marathon Getaway•5 Min to Sombrero Beach•Sleeps 4

#1 Island Hideaway 89 - OCEAN FRONT

Ocean Bliss on Beach Heated Pool Unit U32

Dock POOL Kayaks Bikes Beach2mi WalkToStores
Other great holiday rentals near Sombrero Beach

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

Tiny Home Aqua Lodges 2/1

Flamingo Palms-JUNE Dates available at a discount!

b watervibe

Waterfront 2-bedroom Home w/Pool and Spa

Castillo Del Mar- Ocean access from your backyard

Waterfront w/pool and hot tub

Gorgeous Ocean View Home!
Destinations to explore
- Rentals with a hot tub Sombrero Beach
- Rentals with outdoor seating Sombrero Beach
- Beachfront rentals Sombrero Beach
- Rentals with a patio Sombrero Beach
- Rentals with beach access Sombrero Beach
- Pet-friendly rentals Sombrero Beach
- Waterfront rentals Sombrero Beach
- Rentals with a kayak Sombrero Beach
- House rentals Sombrero Beach
- Family-friendly rentals Sombrero Beach
- Rentals with a washing machine and dryer Sombrero Beach
- Apartment rentals Sombrero Beach
- Villa rentals Sombrero Beach
- Rentals with pools Sombrero Beach
- Everglades National Park
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Robbies Marina Of Islamorada
- Theater of the Sea
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- The Turtle Hospital
- Florida Keys Aquarium Encounters
- Southernmost Point
- Dolphin Research Center
- Conch Key
- History Of Diving Museum
- Founder's Park
- Harry Harris Beach and Park
- Key West Butterfly & Nature Conservatory
- Key West Lighthouse Museum
- Mel Fisher Maritime Museum
- Truman Little White House
- Key West Aquarium
- Curry Hammock State Park
- The Rain Barrel Village





