
House rentals near Sombrero Beach
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Top-rated house 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.

Oceanview Escape
Enjoy the stunning ocean views, sunshine, and warm breeze while you relax on your private deck. Centrally located to beaches and world class fishing and diving, this recently renovated home sits on the Atlantic and is situated within walking distance to shops and restaurants. Enjoy the spectacular sunrises and sweeping views from the open concept living/kitchen area. The vaulted ceilings and huge kitchen island make for the ideal gathering space, perfect for your Florida Key's tropical getaway.

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.

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

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

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)

Spacious 3Br/3Ba, 70ft Dock, March avail 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.
Popular amenities for house rentals near Sombrero Beach
House rentals with a pool

Beach House in Marathon with Amazing Backyard!

Canal Dock • Heated Pool • Walk to Sombrero Beach

4BR 3B, Heated Pool & Spa, 60' Dock

Oceanfront with Pool near Sombrero Beach

Waterfront 2-bedroom Home w/Pool and Spa

Waterfront Private Home w/Pool-Family&Pet Friendly

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

Sea Haven~ Waterfront Pool Home, 35' Dock
Weekly house rentals

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

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

Villa Serenity At Sombrero Private Pool Spa Dock

Flamingo Palms-April availability

Beach House, Private Pool, Dock, Gulf View Sunsets

Oceanview Marathon - Screened Porch, Theater & Bar

Get Hooked private pool & dock

Conch Cottage
Private house rentals

Waterfront with Boat Lift/Kayaks and Hot Tub

Take it Keysie, Waterfront House

Beach House is a stunning and spacious 2bed/2bath

“Waterfront w/ Private Dock & Boat Lift

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB

Kingsail Resort Home

Oceanfront mermaid house pool and dock

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool
Pet-friendly house rentals

Waterfront, dock, easy ocean access, heated pool!

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

Key Colony Second Wind

Waterfront w/pool and hot tub

Gorgeous Ocean View Home!

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV
Quick stats about house rentals near Sombrero Beach

Total holiday rentals
Explore 120 holiday rentals in Sombrero Beach

Nightly prices starting at
Sombrero Beach holiday rentals start at £180 per night before taxes and fees

Verified guest reviews
Over 2,010 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
120 of Sombrero Beach holiday rentals include wifi 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
- Beachfront rentals Sombrero Beach
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- Villa rentals Sombrero Beach
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- Rentals with a washing machine and dryer Sombrero Beach
- Waterfront rentals Sombrero Beach
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- Rentals with a hot tub Sombrero Beach
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- House rentals Marathon
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- 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
- Southernmost Point
- Key West Butterfly & Nature Conservatory
- Boyd's Key West Campground
- History Of Diving Museum
- Calusa Beach & Loggerhead Beach
- Harry Harris Beach and Park





