
Places to stay near Sombrero Beach
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Top-rated holiday rentals near Sombrero Beach
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Rest A Shore Waterfront Home, New Private Pool
2-Bed, 2-Bath Retreat Sleeps 4 (Max 6). Additional guests: $25/day after 4 guests. Air mattresses available. Features a private pool, hot tub, gas grill, outdoor games, and a 42-ft private dock with water/power (boats up to 32 ft). (Note: Minimum weekly rental. All bedrooms and bathrooms are located on the second floor of the home and involve stairs). Pet-friendly, 1 pet max ($350) Charter recommendation: Captain Jay Charters, 10% when booking Sombrero home. Pack and Play available upon request.

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.

Sea Ray Cove w/ 80' Dock, Pool, Beach & Tiki Hut
2026 - New eco-friendly pool resurface completed 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.

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.

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.

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 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.

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront
Slack Tide Cove Welcome to Slack Tide Cove, a stunning 3-bedroom, 2-bathroom waterfront retreat in the heart of Marathon, FL. This brand-new construction is chicly decorated with a coastal theme, offering the perfect blend of luxury and relaxation. Take in breathtaking views of Boot Key Harbor from the pool or balcony, and enjoy 50 feet of deep-water dockage with a fish cleaning station for your day’s catch.

Tiki Hut w/TV, Pool, Kayak, Paddleboards, Bikes!
This newly renovated tastefully decorated 3 bedroom, 3 bath home (pull-out couch) has a peek-a-boo view of the ocean and is seconds to open water in your boat! It has an open floor plan and is ground level with plenty of natural light and a fully fenced yard! Available for guest use are 2 bikes, 3 kayaks, and a paddleboard! It has a large pool with plenty of room for everyone to swim and play.
Popular amenities for holiday rentals near Sombrero Beach
Apartment rentals with wifi

Waterfront Condo, daily housekeeping & breakfast!

Oceanfront Sunrise Condo Private Beach Heated Pool

Beachside Unit 33-Private Tropical Beach Plus Pool

Villa 5087 on Duck Key BOAT SLIP available

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

*New* Turtles Pace-Private Beach

*NEW* Private Beach, pool & fully loaded kitchen

Private Beach in Marathons Key Colony Beach
Family-friendly house rentals

A Paradise Point by Sombrero Beach

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Sombrero Siesta Heated Pool & Stunning Canal Views

Oceanfront with Pool near Sombrero Beach

Sombrero beach vacation paradise, great location

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool

Conch Cottage

Coastal Keys Escape - New Pool, Dock & Quick Ocean
Apartment rentals with air conditioning

Cozy Keys Efficiency 8a

OCEAN community, perfect condo

Quiet Canalfront Retreat • Near Sombrero Beach

2 Bdrm Oceanfront Complex Private Beach & Pool

Marathon Studio on Lovely Gulf Front Resort

Sombrero Beach Tropical Paradise Hotel

Dock POOL Kayaks Bikes Beach2mi WalkToStores

Seaside Villa~ Charming Beachfront Condo w/ Pool!
Other great holiday rentals near Sombrero Beach

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

b watervibe

Home Away from Home Pet Friendly - Marlin Bay

Walk to Sombrero Beach, 50’Dock, SPA, Kayaks,Bikes

Get Hooked private pool & dock

Oceanview Marathon - Screened Porch, Theater & Bar

Gorgeous Ocean View Home!

Blue Heaven Marathon
Destinations to explore
- Rentals with a patio Sombrero Beach
- Beachfront rentals Sombrero Beach
- Waterfront rentals Sombrero Beach
- House rentals Sombrero Beach
- Rentals with beach access Sombrero Beach
- Rentals with outdoor seating Sombrero Beach
- Villa rentals Sombrero Beach
- Pet-friendly rentals Sombrero Beach
- Family-friendly rentals Sombrero Beach
- Rentals with pools Sombrero Beach
- Apartment rentals Sombrero Beach
- Rentals with a hot tub Sombrero Beach
- Rentals with a kayak Sombrero Beach
- Rentals with a washing machine and dryer 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
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Southernmost Point
- History Of Diving Museum
- Founder's Park
- Key West Butterfly & Nature Conservatory
- Conch Key
- Key West Lighthouse Museum
- Mel Fisher Maritime Museum
- Truman Little White House
- Key West Aquarium
- Curry Hammock State Park
- The Rain Barrel Village





