
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

Boaters delight! 1 min to open water, Dock & Beach
Inquire for monthly discounts. The happy house 339 at ghee mail. Quaint and charming home nestled in the Florida Keys. Secluded single family property with open water access. Private Dock, Beach, kayak launch area with kayaks and bikes available to use. Very private tranquil location. See manatees/fish swimming by. Enjoy endless sunsets from the front porch. Fantastic views from every room in the house. Beds: 1 King bed, 2 twins, 2 trundle Marathon Vacation Rental License#. VACA-22-375

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

Cabana Club Condo: Key Colony Beach, FL
Located on the Atlantic Ocean in the middle keys. Accommodations for up to 10 people. Waking up to the sounds of ocean waves and the beautiful waters of the Florida Keys is breath taking. Very few are on a private beach. The unit is very spacious and well kept. Large master closet for storage. Private entrance and Cabana Club access during operating hours: ( Monday 10-5, Tuesday-Sunday 10-7 ). New furnishings, full kitchen, clothes washer and dryer. Minimum one week rental, seven nights.

Lagoona-Matata
A truly magical place "Lagoona-Matata" sits on the edge of Vaca Cut showcasing fabulous views of the Gulf. The outdoor area flows from the patio to the pool deck, private sandy beach, tidal pool and then to the pier dock. "Vaca Cut" is a fast-moving body of water from incoming to outgoing tides with fish of every kind moving through that makes fishing from the dock great entertainment. The continuous plethora of sea life in the lagoon makes this property an experience unlike any other.

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.”

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

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.

*New* Turtles Pace-Private Beach
Discover the perfect getaway in this beachfront condo in Key Colony Beach, FL. With direct access to a private beach, you’ll enjoy breathtaking ocean views and endless relaxation. This condo features modern amenities, a fully equipped kitchen, and comfortable living spaces. Whether you’re soaking up the sun on the beach or exploring local attractions, this is the ultimate coastal escape. Don't miss the chance to experience paradise!
Popular amenities for beachfront rentals near Sombrero Beach
Pet-friendly beachfront home rentals

Beach Home and Boater’s Paradise Sombrero

Spectacular 2BR Oceanfront Dog Friendly | Dock

Powell Family Resort

OCEAN FRONT PARADISE/ PRIVATE DOCK/AWESOME VIEWS

Coco Plum Beach Paradise w Heated Pool & Boat Slip

RV In The Keys | Tropical Retreat

A slice of paradise!

Florida Keys Getaway w/ Stunning Ocean Views
Beachfront home rentals with a pool

Seaside Villa~ Charming Beachfront Condo w/ Pool!

Grouper Getaway @ Ocean Isles Fishing Village

Key Colony Beach Luxury Condo, New Modern Interior

Beachfront Condo on Coco Plum Beach w/heated pool

Private Beach in Marathons Key Colony Beach

Beach Front

Canal/Dock - Cabana Club - Pickleball - Remodeled

Paradise found! Sea-Esta Condo beach and pool.
Private beachfront home rentals

Oceanfront Breeze, Stunning Views, Beach/Pool

Key Lime Condo, Key Colony Beach Oceanfront & Pool

Keys Breeze Ocean View Condo & Pool - Key Colony

Paradise awaits.

Poolside 2 Bdrm in Oceanfront Complex, Key Colony

Exquisite Luxury Oceanfront Complex Key Colony

Beachside Unit 27 - The Beach is Calling You!

Coastal Key Colony Beach Condo, Oceanfront Complex
Luxury beachfront home rentals

Marathon Oceanfront | 2 King Beds + Balcony

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

2 Bedroom Oceanfront Complex, Key Colony Beach

Beachfront tropical oasis pool ocean views U33

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

Lazy Manatee

Conch House 2 Bedroom Suite at Grassy Flats Resort

Beach House 5BR/5BA, 1/2 mile to Sombrero Beach, P
Quick stats about beachfront rentals near Sombrero Beach

Nightly prices starting at
Sombrero Beach holiday rentals start at €323 per night before taxes and fees

Verified guest reviews
Over 380 verified reviews to help you choose

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
- Waterfront rentals Sombrero Beach
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- 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
- Apartment 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
- Beachfront rentals Marathon
- Beachfront rentals Monroe County
- Beachfront rentals Florida
- Beachfront rentals United States
- Everglades National Park
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Robbies Marina Of Islamorada
- Theater of the Sea
- 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





