
Vacation rentals with beach access in Sugarloaf Key
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Top-rated beach access rentals in Sugarloaf Key
Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

Beautiful Cottage & Amenities in Gated Community
Our comfortable, beautifully decorated two bedroom/two bathroom home with full sized kitchen is located in the Venture Out gated community. This is the perfect place if you are looking for peace in a quiet, family friendly, safe environment. Amenities include on-site convenience store, saltwater pool, spa, tennis courts, pickleball courts, a marina with marine fuel, double wide boat ramps, pool table, ping-pong, and much more, in a gated 24-hour security resort. All guests must be registered.

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
Historic Harrison's Hideaway is in an 1880's Cigar Maker's cottage renovated in 2010. It features a K size Pottery Barn memory foam bed, custom made full sleeper sofa, renovated kitchen with granite counter tops, 2 burner stove, under counter fridge/freezer, dishwasher, microwave, air fryer/oven tumbled marble 2 person shower, private front deck with seating for 4, 2 person Solana spa. Perfect for a couple or a family with children. Freshly painted a Caribbean blue with plantation shutters.

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.

A Great Escape! Private 2 Bed Rm Beautiful Marina
Our Marina has a pool and a small private beach overlooking the beautiful Keys water! More affordable than most places in Key West while able to reconnect with nature at this private getaway on the Great Escape. As you approach the boat, you feel your dream vacation has come true . One of a lifetime. Staying on a beautiful sportfisher yacht, laying in the waters of the calm keys and in the most beautiful peaceful marina, will definitely set you free from all your worries and stress.

Waterfront Sanctuary in the Keys!
Your WATERFRONT Keys getaway!! Updated appliances & fixtures, this 2BR/2BA elevated property won’t disappoint! Fully stocked kitchen/bathrooms. Never ending activities for your group at the Venture Out Resort- a gated community with oversized pool, hot tub, pickle ball/tennis/basketball courts, fishing, lobstering, biking, kayaking, boating! Launch your boat from the private ramp and tie it up on our 35’ seawall! Situated between Key West & Marathon, this property is THE PLACE!

Beachside Unit 22 - Private Beach on Atlantic
Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests, 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.”

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.

*Emerald Seas*-Florida Keys Ocean Front Paradise!
Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.

Coco Plum Waterfront Hideaway Home in Marathon
This Coco Plum home is the ultimate family getaway! With four bedrooms, two bathrooms, a modern living room with a 4K TV and surround sound, and an outdoor area that includes a fire pit, outdoor dining, and outdoor living space. The boat dock and breathtaking sunset views make this the perfect home for your fishing adventures. Beautiful Coco Plum beach is just a ten minute walk away. Make this home your next island adventure.

Bright Cheery Condo, Ocean Views in Key Colony
Beautiful and bright renovated studio condo in Key Colony Beach, Florida Keys. Unit #35 offers one king bed, a fully equipped kitchen with full-size appliances and essentials, reliable WiFi, and a SmartTV for a comfortable stay. Enjoy the heated pool and private sandy beach just steps away. Sunset Park is next door-perfect for catching a beautiful Florida Keys sunset.

★Beautiful Gated Oasis★with private pool and patio
Enjoy a great family vacation with the conveniences of a modern home in this beautifully decorated gated house with private pool and patio, carport, 70" 4K Smart TV, high speed internet - 1,000 mbps, and fully equipped kitchen. Close to tropical activities and great restaurants. Relax, bond, and make new memories in the Florida Keys.

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV
See our home on HGTV's "Vacation House for Free", (Rental Lisc#VACA-20-690) BRING YOUR BOAT TO OUR PRIVATE 60 FOOT DOCK WITH 30 AMP SHORE POWER OUTLET. We call our home "Bahama Breeze" because that's what you feel blowing in as you spend your vacation at this Oceanside single family home.
Popular amenities for Sugarloaf Key beach access rentals
Apartment rentals with beach access

Key West Beachside 1400sf, 2 Bedroom Condo

New! Waterfront Views | Pool & Tiki Bar

#1 Island Hideaway 89 - OCEAN FRONT

Henry's Penthouse On The Ocean

Dock POOL Kayaks Bikes Beach2mi WalkToStores

2 Bdrm Oceanfront Complex Private Beach & Pool

Oceanview condo w/pool, jacuzzi

Heart of Old Town Key West
House rentals with beach access

Pelican's Roost, Waterfront comfort at Venture Out

Dock, Beach Club, Ocean & Gulf Access, Tennis

Charming Beach House directly ON the beach

Cozy 2 br/2 bath home in Cudjoe

Salty Dog Shack #335 - Ocean Views! Kayaks & Bikes

Tropical Island Getaway

Lower Keys Paradise

P67 - Spacious 3 bedroom 4 bath with private pool,
Condo rentals with beach access

"O" Fish Ally Paradise @Ocean Isle Fishing Village

Villa 5027 on Duck Key BOAT SLIP available

Ocean front 1BR/1BA Suite w/ kitchen & living rm

Affordable Beachfront Luxury Condo Sleeps 6

Private Beach in Marathons Key Colony Beach

Fully renovated 2/2 bath condo w/ shared pool!

Paradise found! Sea-Esta Condo beach and pool.

Smooth Sailing at The Beach
Destinations to explore
- Seminole Vacation rentals
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- Miami Vacation rentals
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- Miami Beach Vacation rentals
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- Key West Vacation rentals
- Rentals with a patio Sugarloaf Key
- Pet-friendly rentals Sugarloaf Key
- Rentals with a kayak Sugarloaf Key
- Waterfront rentals Sugarloaf Key
- Rentals with outdoor seating Sugarloaf Key
- Rentals with a hot tub Sugarloaf Key
- Rentals with a fire pit Sugarloaf Key
- Rentals with a washer and dryer Sugarloaf Key
- Family-friendly rentals Sugarloaf Key
- Rentals with pools Sugarloaf Key
- House rentals Sugarloaf Key
- Rentals with beach access Monroe County
- Rentals with beach access Florida
- Rentals with beach access United States
- Sombrero Beach
- Smathers Beach
- Calusa Beach & Loggerhead Beach
- Long Beach
- Bahia Honda State Park
- Conch Key
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home & Museum
- Sunset Park
- Dolphin Research Center
- Key West Butterfly & Nature Conservatory
- Key West Lighthouse Museum
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Southernmost Point
- Boyd's Key West Campground




