
Places to stay near Sombrero Beach
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Top-rated vacation rentals near Sombrero Beach
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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!
4.93 out of 5 average rating, 162 reviews
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.
4.93 out of 5 average rating, 151 reviews
Oct. Cancellation Deals: 10/17 thru 10/31
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.
4.99 out of 5 average rating, 176 reviews
Sombrero Sanctuary~ Pool, Pet Friendly, Near Beach
Escape to your own slice of paradise in this Marathon, FL vacation rental, ideally located just seconds away from Sombrero Beach. This beautifully appointed 4-bedroom, 2-bath canal-front home offers the perfect blend of comfort, privacy, and upscale amenities. Equipped with a private heated pool (heated on request), private fishing dock, and lush tropical landscaping for added privacy, this home is ideal for families and fishing enthusiasts looking for the ultimate Florida Keys getaway.
5.0 out of 5 average rating, 4 reviews
Beautiful Beachfront Home 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.
4.91 out of 5 average rating, 87 reviews
Dapper Dolphin | Canal View + Breakfast + Pool
Escape to The Dapper Dolphin, a beautifully updated coastal 1-bedroom, 1-bath condo located at Skipjack Resort & Marina in the heart of Marathon. Sleeping up to 4 guests, this stylish retreat features a full kitchen, private balcony, and resort amenities including a pool, Tiki Bar, restaurant, Marina, and more. Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!
4.93 out of 5 average rating, 119 reviews
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.
4.89 out of 5 average rating, 47 reviews
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!
4.86 out of 5 average rating, 609 reviews
Private Dock| 5min beach| Kayak| Sunset view|RV
Relax in this serene beach house, just a 5-minute walk from Sombrero Beach and a quick drive to Publix. Located in the heart of Marathon, FL, this home features its own boating dock, perfect for water adventures. The master bedroom includes a king bed, full bathroom, and closet. The second bedroom offers a king bed, bunk bed with pullout, and a nearby full bathroom. Enjoy a fully equipped kitchen, washer/dryer, kayaks (3) and trailer parking. Your perfect vacation getaway
4.91 out of 5 average rating, 35 reviews
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
4.88 out of 5 average rating, 16 reviews
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.
4.97 out of 5 average rating, 114 reviews
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.
5.0 out of 5 average rating, 19 reviewsPopular amenities for vacation rentals near Sombrero Beach
Condo rentals with wifi

Amazing Ocean Front Views Key Colony Beach
4.96 out of 5 average rating, 283 reviews
Beachside Unit 33-Private Tropical Beach Plus Pool
4.88 out of 5 average rating, 168 reviews
Slip, Private Ramp, Pool, Trailer Parking, Freezer
4.97 out of 5 average rating, 120 reviews
Villa 5087 on Duck Key BOAT SLIP available
4.88 out of 5 average rating, 112 reviews
*NEW LUXURY*Sea Glass with Cabana Club Access
4.98 out of 5 average rating, 44 reviews
King Suite | Heated Pool | Marathon Keys | Sleep 4
4.96 out of 5 average rating, 24 reviews
*NEW* Private Beach, pool & fully loaded kitchen
4.95 out of 5 average rating, 39 reviews
Private Beach in Marathons Key Colony Beach
5.0 out of 5 average rating, 29 reviewsFamily-friendly house rentals

Marathon one-level home on the Marina - with slip!
4.95 out of 5 average rating, 174 reviews
Sombrero Siesta Heated Pool & Stunning Canal Views
4.88 out of 5 average rating, 24 reviews
Tiki Hut w/TV, Pool, Kayak, Paddleboards, Bikes!
5.0 out of 5 average rating, 50 reviews
A Paradise Point by Sombrero Beach
5.0 out of 5 average rating, 10 reviews
Oceanfront with Pool near Sombrero Beach
4.98 out of 5 average rating, 65 reviews
Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool
4.97 out of 5 average rating, 38 reviews
Walk to Sombrero Beach, 50’Dock, SPA, Kayaks,Bikes
4.94 out of 5 average rating, 35 reviews
Sombrero Beach Getaway
4.87 out of 5 average rating, 31 reviewsApartment rentals with air conditioning

Cozy Keys Efficiency 8a
4.86 out of 5 average rating, 117 reviews
Quiet Canalfront Retreat • Near Sombrero Beach
4.93 out of 5 average rating, 15 reviews
2 Bdrm Oceanfront Complex Private Beach & Pool
4.93 out of 5 average rating, 40 reviews
Sombrero Beach Tropical Paradise
4.85 out of 5 average rating, 67 reviews
Marathon Getaway•5 Min to Sombrero Beach•Sleeps 4
4.88 out of 5 average rating, 25 reviews
OCEAN community, perfect condo
5.0 out of 5 average rating, 16 reviews
New Townhome in the heart of Marathon!
4.75 out of 5 average rating, 20 reviews
Marathon Studio on Lovely Gulf Front Resort
5.0 out of 5 average rating, 5 reviewsOther great vacation rentals near Sombrero Beach

Tiny Home Aqua Lodges 2/1
4.77 out of 5 average rating, 148 reviews
Beach Home and Boater’s Paradise Sombrero
4.5 out of 5 average rating, 8 reviews
Villa Serenity At Sombrero Private Pool Spa Dock
5.0 out of 5 average rating, 26 reviews
Rest A Shore Waterfront Home, New Private Pool
4.63 out of 5 average rating, 8 reviews
Kingsail Resort Home
5.0 out of 5 average rating, 15 reviews
Luxury Waterfront Home - Marathon, FL Keys - 5BR
5.0 out of 5 average rating, 16 reviews
b watervibe
4.93 out of 5 average rating, 96 reviews
Entire private two family water front home.
5.0 out of 5 average rating, 5 reviewsDestinations to explore
- Waterfront rentals Sombrero Beach
- Beachfront rentals Sombrero Beach
- House rentals Sombrero Beach
- Rentals with beach access 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
- Everglades National Park
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Robbies Marina Of Islamorada
- Theater of the Sea
- Southernmost Point
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- Key West Butterfly & Nature Conservatory
- History Of Diving Museum
- Key West Lighthouse Museum
- Conch Key
- Mel Fisher Maritime Museum
- Truman Little White House
- Curry Hammock State Park
- Key West Aquarium
- The Rain Barrel Village





