
Beachfront rentals near Sombrero Beach
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Top-rated beachfront rentals near Sombrero Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Villa 5027 on Duck Key BOAT SLIP available
Boat slip available for an additional $100 per night. Ask about availability. This villa boasts breathtaking sunsets and is just minutes from watersports, charter fishing, waterfront restaurants, and local attractions, all while being surrounded by one of Duck Key’s most exclusive island neighborhoods with lush tropical landscaping. Duck Key is perfect for families or a serene couples retreat. Dine while watching spectacular sunsets from the rear deck, or explore the Middle Keys. No smoking/Pet

*NEW* Private Beach, pool & fully loaded kitchen
Escape to paradise in our brand new, beautifully furnished Sun Life Vacation Homes beachfront oasis in the heart of Key Colony Beach, Florida, (some still call it Marathon). This luxurious two-bedroom, two-bathroom condominium invites you to experience the ultimate coastal retreat with private beach & pool access, tiki huts and BBQ grills. Come and experience the ultimate beachfront getaway at our Sun Life Vacation Homes, Key Colony Beach Club vacation rental. We recommend all guests purchas

Grouper Getaway @ Ocean Isles Fishing Village
Escape to paradise at the Grouper Getaway located at Ocean Isles Fishing Village in Marathon Key, FL. This beautiful brand new fully furnished 1 bed/2 bath studio townhouse, offers a central location and an array of luxurious amenities for a truly unforgettable vacation. Steps away from the the Atlantic Ocean, enjoy the largest pool in Marathon with clear views of the VACA Cut boat traffic and the Sombrero Light House. Enjoy fishing, paddle boarding, kayaking, tiki huts, beach, and grills.

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!
Experience the relaxing setting of this 4BR 4.5Bath home, ideally situated in the picturesque waterfront neighborhood of Marathon, FL. Discover the area's scenic beauty and a diverse selection of water activities, attractions, and landmarks. After a day of exploring, return to our home for a rejuvenating stay. ✔ 4 Comfy BRs ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Backyard (Pool, Games, BBQ, Lounges, Dining) ✔ 73-Foot Dock ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

New Private 4/3 Single Family - Kayaks & Bicycles+
Blue Treasure at Sombrero Beach is a 2020 built single-family home in a private community within walking distance to the beautiful Sombrero beach and 5 minute boat ride to the ocean. This house is a private fully equipped 4/3 that has three king memory foam beds and one queen memory foam & queen sofa memory foam. All the rooms have a TV w/ cable & Netflix. We also have a separate downstairs area that we provide kayaks, paddle boards, and bicycles at no additional cost. License #:VACA-20-150

Beachside Unit 33-Private Tropical Beach Plus Pool
Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests (0-2 years old count as a guest). No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Waterfront Villa & Sunset Views
Come and relax on your own veranda that overlooks the turquoise waters of the beautiful Duck Key. The outdoor living space is quiet and serene, making it a perfect place to unwind. Families and honeymooners alike can enjoy this island oasis. Centrally located at Mile Marker 61, Duck Key is just a short drive to Key West. Explore everything the Florida Keys have to offer or stay local to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.

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.

Vibrant Beachfront Villa
Welcome to Beachfront Villa that has recently been renovated. The 2 bedroom 1.5 bath luxury villa is located in the popular area of Duck key alongside of Hawks Cay Resort. Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including silverware ,plates , cups , and pots. Linens and towels provided. *** Pets welcome with host approval and pet 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

Houseboat Getaway In Marathon
Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

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 beachfront rentals near Sombrero Beach
Pet-friendly beachfront home rentals

Boaters delight! 1 min to open water, Dock & Beach

Coco Plum Beach Paradise w Heated Pool & Boat Slip

Beach Home and Boater’s Paradise Sombrero

Beach House 5BR/5BA, 1/2 mile to Sombrero Beach, P

Spectacular 2BR Oceanfront Dog Friendly | Dock

Grassy Key Ocean Front Beach House

Florida Keys Getaway w/ Stunning Ocean Views

OCEAN FRONT PARADISE/ PRIVATE DOCK/AWESOME VIEWS
Beachfront home rentals with a pool

2 Bdrm Oceanfront Complex Private Beach & Pool

Private Beach in Marathons Key Colony Beach

Paradise found! Sea-Esta Condo beach and pool.

Canal/Dock - Cabana Club - Pickleball - Remodeled

Seaside Villa~ Charming Beachfront Condo w/ Pool!

First Floor Coastal Escape | Restaurant Onsite

Beachfront Condo on Coco Plum Beach w/heated pool

Beach Front
Private beachfront home rentals

Paradise awaits.

Key Colony Beach Luxury Condo, New Modern Interior

Exquisite Oceanfront Paradise - Key Colony Beach

Beachside Unit 27 - The Beach is Calling You!

Exquisite Luxury Oceanfront Complex Key Colony

2 Bedroom Oceanfront Complex, Key Colony Beach

Bright Cheery Condo, Ocean Views in Key Colony

Oceanfront Breeze, Stunning Views, Beach/Pool
Luxury beachfront home rentals

Cabana Club Condo: Key Colony Beach, FL

Marathon 2BR Waterfront property on Resort

Ocean Dream – Your Private Beach + Pool (M#31)

Lazy Manatee

(# 6)Waterfront Beautiful 4 Bed 3 Bath Pool Home

Outstanding Oceanfront Oasis Directly on Beach U8

Marathon Oceanfront Suite | Balcony + 2 Luxe Baths

Oceanfront Balcony King, Isla Bella, Beach Resort
Quick stats about beachfront rentals near Sombrero Beach

Nightly prices starting at
Sombrero Beach holiday rentals start at €328 per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sombrero Beach rentals

4.9 Average rating
Sombrero Beach stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Beachfront rentals Marathon
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- Everglades National Park
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Fort Zachary Taylor Historic State Park
- Theater of the Sea
- Southernmost Point
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Key West Butterfly & Nature Conservatory
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- Mel Fisher Maritime Museum
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- The Rain Barrel Village





