
Places to stay near Sombrero Beach
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Top-rated vacation rentals near Sombrero Beach
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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.

Isla Luna ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks
Indulge in this luxurious 4BR 4BA estate nestled on a gorgeous waterfront property in Marathon, FL. The 3-story Isla Luna offers the perfect retreat from bustling crowds with its modern design, high-end comforts, and scenic outdoors with heated pool, private dock, deck, Kayaks, Bikes, and Pac-Man arcade. ✔ 4 Comfortable BRs ✔ Open Design Living ✔ Chef's Kitchen ✔ Heated Pool ✔ Yard (BBQ, Games, Bikes, Kayaks) ✔ 42ft Dock (Fishing Station, Water) ✔ 3 Decks ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking

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!

Castillo Del Mar- Ocean access from your backyard
Welcome to PARADISE! — perfect for salty families, fishing lovers and beach goers • Prime Location – In Key Colony Beach with access to Cabana Club pool & private beach • Walk to Dining – Steps from Sparky’s Landing & Island Company • Boater’s Paradise – Backyard dockage for boats up to 30 ft • Spacious Kitchen – Family-style layout with 4-person bar top • Boho Dining Room – Perfect for cozy dinners and entertaining • Amenities include washer + dryer, fully stocked kitchen, Cozy Tv Room

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.

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

Pickleball & Pool Vacation at Sombrero Beach!
Come and stay at our beautiful 3 bed/2ba home, with plenty of space to park your vacation water toys (boats, jetskis, etc.). We have a new pickleball/basketball court and heated/chilled pool in the yard! It's a quick stroll to the clear, warm waters and white sands of Sombrero Beach. All the appliances are state of the art and there are big screen tv's and Xbox to enjoy. Outdoor gas grill and comfy furniture to relax on under the covered deck. Quick drive to dining.

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.

Waterfront, Pool, Dock, Kayaks & Stunning Views
Welcome to Hook, Wine & Sinker, a beautifully designed 3-bedroom, 2-bathroom ground-level waterfront, pet-friendly home where comfort meets convenience in the heart of the Florida Keys. Overlooking the peaceful waters of Boot Key Harbor, this spacious getaway is perfect for families or small groups, with a maximum occupancy of 8 guests. Sleeping arrangements include 2 king bedrooms and 1 bedroom with 2 twin beds — there is no pullout couch.

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.
Popular amenities for vacation rentals near Sombrero Beach
Condo rentals with wifi

Beachfront tropical oasis pool ocean views U33

Private Beach in Marathons Key Colony Beach

Boat Ramp & Slip On-Site @ No Additional COST!

2-story condo w/ panoramic bay views and balconies

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

Paradise found! Sea-Esta Condo beach and pool.

Carney's Reef 1B/1B Pool, Large Patio &Living Room

*NEW* Private Beach, pool & fully loaded kitchen
Family-friendly house rentals

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

Villa Serenity At Sombrero Private Pool Spa Dock

Oceanfront with Pool near Sombrero Beach

Waterfront 2-bedroom Home w/Pool and Spa

Paradise away from home. 7 nights minimum

Marathon one-level home on the Marina - with slip!

Get Hooked private pool & dock

Walk to Sombrero Beach, 50’Dock, SPA, Kayaks,Bikes
Apartment rentals with air conditioning

Ocean View Duplex Penthouse | Pool | Vista Two

New Marina View Villa | Pool & Tiki Bar

Beachside Unit 22 - Private Beach on Atlantic

Villa 4204 on Duck Key - Boat Slip available

Relax with the whole family at this peaceful place

Dock POOL Kayaks Bikes Beach2mi WalkToStores

2 Bdrm Oceanfront Complex Private Beach & Pool

New Deluxe Duplex Unit, 1 Queen Bed, Unit E-2
Other great vacation rentals near Sombrero Beach

Pets, People & Pocketbook Friendly- Marlin Bay

Tiny Home Aqua Lodges 2/1

Flamingo Palms-April availability

b watervibe

A Fishermans Paradise with 30ft Dock, OceanSide

Beach House, Private Pool, Dock, Gulf View Sunsets

Marathon Paradise

Tropical Dream Vacation - 3bdrm/2bath CANAL FRONT!
Destinations to explore
- Pet-friendly rentals Sombrero Beach
- Waterfront rentals Sombrero Beach
- Beachfront rentals Sombrero Beach
- Rentals with outdoor seating Sombrero Beach
- Family-friendly rentals Sombrero Beach
- Rentals with a kayak Sombrero Beach
- Rentals with a patio Sombrero Beach
- Rentals with a washer and dryer Sombrero Beach
- House rentals Sombrero Beach
- Rentals with a hot tub Sombrero Beach
- Rentals with beach access Sombrero Beach
- Villa rentals Sombrero Beach
- Rentals with pools Sombrero Beach
- Condo rentals Sombrero Beach
- Everglades National Park
- Smathers Beach
- Long Beach
- Bahia Honda State Park
- Sea Oats Beach
- Theater of the Sea
- Conch Key
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Sunset Park
- Dolphin Research Center
- Founder's Park
- Florida Keys Aquarium Encounters
- Robbies Marina Of Islamorada
- Key West Lighthouse Museum
- Key West Butterfly & Nature Conservatory
- The Turtle Hospital
- Southernmost Point
- Boyd's Key West Campground
- History Of Diving Museum
- Harry Harris Beach and Park
- Calusa Beach & Loggerhead Beach




