
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.

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.

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.

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.

Waterfront Cozy Cottage with Boat Ramp & Dock!
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

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.

Spacious 3Br/3Ba, 70ft Dock, Beach VACA23-16
Enjoy the boutique decor of our large, spacious home. Our place is a short distance from Sombrero Beach, with bicycles available to ride there. Our property is on a wide and deep canal, with both ocean and gulf access. Our dock is 70 ft, so ideal place for large boats, or you can even bring 2 boats. Free parking, with space to park boat trailer. We include free passes to the Sea Turtle Hospital to guests.

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
Condo rentals with Wi-Fi

Oceanfront Sunrise Condo Private Beach Heated Pool

Waterfront Condo, daily housekeeping & breakfast!

Villa 5087 on Duck Key BOAT SLIP available

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

Beachside Unit 33-Private Tropical Beach Plus Pool
Family-friendly house rentals

Sombrero Beach Getaway

Sombrero beach vacation paradise, great location

Dog-Friendly • Pool & Boat Dock • Sombrero Beach

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Oceanfront with Pool near Sombrero Beach

Sombrero Siesta Heated Pool & Stunning Canal Views

New Private 4/3 Single Family - Kayaks & Bicycles+

A Paradise Point by Sombrero Beach
Apartment rentals with air conditioning

Seaside Villa~ Charming Beachfront Condo w/ Pool!

Quiet Canalfront Retreat • Near Sombrero Beach

Coco Plum Beach Paradise w Heated Pool & Boat Slip

Marathon Getaway•5 Min to Sombrero Beach•Sleeps 4

Marathon Studio on Lovely Gulf Front Resort

#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

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

Oceanfront Rooftop Views w/ 75ft of Dockage

Home Away from Home Pet Friendly - Marlin Bay

Villa Serenity At Sombrero Private Pool Spa Dock

Waterfront, dock, easy ocean access, heated pool!

b watervibe

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool

Castillo Del Mar- Ocean access from your backyard
Destinations to explore
- Waterfront rentals Sombrero Beach
- Rentals with a patio Sombrero Beach
- Beachfront 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
- Condo 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
- Theater of the Sea
- Robbies Marina Of Islamorada
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Southernmost Point
- Founder's Park
- History Of Diving Museum
- 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





