
Holiday rentals with beach access in Sugarloaf Key
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Top-rated rentals with beach access in Sugarloaf Key
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Key Colony Beach Luxury Condo, New Modern Interior
Private studio condo at Key Colony Beach with a private balcony, heated pool and sandy beach. Unit #15 was recently renovated and offers one comfy King size bed and a fully equipped kitchen with essentials (stove, oven, toaster, microwave, blender, fridge, cooking utensils). Wifi, Amazon Echo and a TV. Enjoy a short walk to Sunset Park next door to experience a stunning Florida Keys sunset. Guests also have access to a private beach with lounge chairs, patio tabales, tiki huts, and BBQ grills.

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
Updated waterfront 2BR/2BA with King Master, 2nd Queen and pullout couch. 35' seawallâbring your boat! Enjoy a fully stocked quartz kitchen with stainless appliances. Located in Venture Out, a quiet, familyâfriendly gated resort with fishing, lobstering, pools, hot tub, pickleball, tennis, basketball, rec center, bikes, kayaks, and SUPs. Between Key West (20 mi) and Marathon. Free WiFi; Roku TVs in both bedrooms and living room. Kayaks, SUPs and storage area with extra fridge and bait freezer.

Fully renovated 2/2 bath condo w/ shared pool!
**Brand New Listing** Welcome to Captains Choice - The NICEST Unit at Sunrise Suites Key West, unit 302. Tropical winds, sunset views and Key West charm await when you book your stay in this gorgeous completely renovated two bedroom, two bathroom condo "Captain's Choice". Highlights include: Smart TVs in each room Keurig New stainless Kitchen/appliances In-unit, full size washer/dryer Located near restaurants, a convenience store, & Smathers Beach End unit One parking space, free of charge

Captainâs 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. Captainâs 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.

Honeymoon Hideaway, King bed, Private Deck & Spa!
This Historic unit has Pale blue interiors, small efficiency kitchen, platform Pottery Barn King memory foam bed with multiple basket drawers underneath for storage, large shower. Large private deck with 2 person spa, hammock, outdoor sofa and table/chairs. Bose Bluetooth speaker, Alexa. Private gated compound and gated entrance to Honeymoon Hideaway. Renovated August, 2019 with new full bathroom and designer kitchen with dishwasher, 2 burner stove, refrigerator with freezer, microwave!

Waterfront Sanctuary in the Keys!
Your WATERFRONT Keys getaway!! Updated appliances & fixtures, this 2BR/2BA elevated property wonât 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 35â seawall! Situated between Key West & Marathon, this property is THE PLACE!

Hidden Beach unit 1 The Perfect Place to stay
This place is extraordinary. There is nothing like it in Key West. Just 3 blocks from Duval Street, this property sits on Key Westâs only natural beach. Hidden Beach is right on the Atlantic Ocean nestled between Key Westâs best restaurant (Louieâs Backyard) and the beautiful, luxurious Reach Resort.Here, you can enjoy spectacular views and sunsets from one of the islands only private beaches or you can stroll through Old Town, an amazing architectural and botanical treasure.

Beachside Unit 33-Private Tropical Beach Plus Pool
Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests, 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 âThe gem of the Florida Keys.â

Poolside Cottage #411
Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This secluded, waterfront oasis includes outdoor pools, hot tub, on-site marina and boat dock. There's also a new bar & grill, Gumbo's, in the resort. When you want to get out and explore KW, you're only minutes from beaches, the Seaport and world famous Duval Street! Bikes, kayaks, paddle boards and golf carts can be rented locally

Paradise in Key Colony Beach + Cabana Club
Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.

*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.

Having fun in the lower Keys
Enjoy the lovely setting of this romantic spot in nature. Big Pine Key is in the center of the lower Keys just 35 miles from Key West making it convenient to all the tourism and night life adventure the Keys have to offer while simultaneously being far enough away to allow for an off the beaten path relaxing experience. I have left several destinations for diving , fishing and/or great spots to just relax and take in the sun.
Popular amenities for rentals with beach access in Sugarloaf Key
Apartment rentals with beach access

Key West Beachside 1400sf, 2 Bedroom Condo

Duval Balcony - Street Suite

Marathon Studio on Lovely Gulf Front Resort

Henry's Penthouse On The Ocean

Dock POOL Kayaks Bikes Beach2mi WalkToStores

Luxury Waterfront Suite w/ Marina, Pool, Tiki Bar

2 Bdrm Oceanfront Complex Private Beach & Pool

Oceanview condo w/pool, jacuzzi
House rentals with beach access

Florida Keys Oceanside Utopia

Secluded Waterfront home, Views, Dock, Amenities,

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

The Roseate House at Grassy Key Lic. #VACA-25-222

Beachfront Villa - Florida Keys

Waterfront House with 37 ft Dock & Cabana Club

Golf Coast Oasis near Sombrero Beach

Blue Palms Retreat
Apartment rentals with beach access

"O" Fish Ally Paradise @Ocean Isle Fishing Village

Villa 5087 on Duck Key BOAT SLIP available

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

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

Affordable Beachfront Luxury Condo Sleeps 6

Private Beach in Marathons Key Colony Beach

Hyatt Beach House-Quiet Key West Spot!

Paradise found! Sea-Esta Condo beach and pool.
Destinations to explore
- Seminole Holiday rentals
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- Rentals with pools Sugarloaf Key
- Rentals with a kayak Sugarloaf Key
- Rentals with a firepit Sugarloaf Key
- Pet-friendly rentals Sugarloaf Key
- Rentals with a patio Sugarloaf Key
- House rentals Sugarloaf Key
- Waterfront rentals Sugarloaf Key
- Family-friendly rentals Sugarloaf Key
- Rentals with a washing machine and dryer Sugarloaf Key
- Rentals with a hot tub Sugarloaf Key
- Rentals with outdoor seating Sugarloaf Key
- Rentals with beach access Monroe County
- Rentals with beach access Florida
- Rentals with beach access United States
- Ernest Hemingway Home & Museum
- Key West Lighthouse Museum
- Sombrero Beach
- Smathers Beach
- The Turtle Hospital
- Calusa Beach & Loggerhead Beach
- Conch Key
- Long Beach
- Bahia Honda State Park
- Fort Zachary Taylor Historic State Park
- Sunset Park
- Florida Keys Aquarium Encounters
- Seven Mile Bridge
- Dolphin Research Center
- Southernmost Point
- Key West Butterfly & Nature Conservatory
- Boyd's Key West Campground




