
Waterfront vacation rentals in Monroe County
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Monroe County
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Waterfront Sunsets, Great Price, Relaxing Spot!!!
Beautiful Waterfront, Modern Coastal Décor, Spacious !! Enjoy your vacation in this beautiful recently renovated home. Views from almost every window and door of the harbor. Walk to many local restaurants and bars for fresh local seafood and a cold draft beer!! 28 day rental. Enjoy sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

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.

Turtle-By-The-Sea: the Best Deal in KCB!
A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

Coastal Key Colony Beach Condo, Oceanfront Complex
Lovely coastal Keys studio condo in Key Colony Beach oceanfront complex with heated pool and private beach. Unit #17 has new beds with memory foam mattress toppers and renovated kitchen with granite countertops stocked with everything needed to cook a complete meal (dishes, cookware, appliances and of course blender, etc). Relax on the back balcony and enjoy sunsets from Sunset Park right next door. Private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

Condo in Brickell Business District
Stunning one bedroom condo located in the best area of Brickell just minutes away from Brickell City Centre and Mary Brickell Village with restaurants, bars, shops and entertainment. About this Space -Approx.818 sqft of natural light filled space with gorgeous bay and city views and a large private balcony with dining table and large patio couch -High-speed Wi-Fi -1 free assigned parking spot -Pool, hot tub, jacuzzi, steam room, game room, state of the art gym, and business center

Waterfront Home 37.5-ft dock, Cabana Club Included
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

BRICKELL ARCH LUXURY CONDO 33rd FLOOR+FREE PARKING
33rd Floor Apartment with the best views of Miami Beach and Key Biscayne, our beautiful 1 Bedroom apartment located in the 5* AKA Hotel in Miami will take your breath away. Feel like a Conrad Hotel and take advantage of all the wonderful hotel services and ammenities including parking, wifi, access to pool, tennis and gym all accessible to our Airbnb guests. Awarded Luxury Place of the Year! TripAdvisor Certificate of Excellence 5 in a row!!!! Walk Score: 97 "Walkers Paradise"

360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

The Lighthouse - Beach Houses Key West
If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

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 West’s only natural beach. Hidden Beach is right on the Atlantic Ocean nestled between Key West’s best restaurant (Louie’s 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.

Your Bay View Escape in Coconut Grove, Pool & Gym
- Enjoy breathtaking bay views & sunsets in this fully remodeled Coconut Grove condo - Private balcony perfect for relaxing and taking in the scenic surroundings - Full access to building amenities, including a gym, pool, sauna/steam room and jacuzzi -Onsite restaurant, valet/parking and 24/7 security. - Located just steps from Coconut Grove’s best restaurants, shops, and marinas -Fully equipped kitchen, luxurious oversized shower and cozy bedroom with work desk.

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
Popular amenities for Monroe County waterfront rentals
Waterfront apartment rentals

Stunning Corner Water/City View Free Pkg/Pool

Hidden Gem. Luxe 1BR w/Patio

Modern 1BR Highrise in Brickell with stunning view

MVR - 5-Star Resort Pool & Private Balcony!

Modern High Rise One Bedroom at Icon Brickell (W)

Gorgeous Bay View 1/1.5 Condo in Grove w/ Parking

Above it All! Double condo Penthouse!

0142 Skyline Serenity Apartment 1B/1B
Waterfront house rentals

Waterfront Cozy Modern Retreat w/Deep Canal

The Paradise 2

Key Largo Waterfront: Tiki, Dock, Kayak & Pool

Beachfront Villa - Florida Keys

NEW! CASA AZUL - Golf Cart, 2 Kings, Pool, Kayaks

Waterfront House with 37 ft Dock & Cabana Club

Tiki Time 2

Waterview from three sides, Cabana Club, 30' Docks
Waterfront condo rentals

LuxuryPH at Brickell Bay-Amazing MIAMI City VIEWS

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath

Oceanview Miami Condo 41st Fl Pool Free Parking

Front Facing Top Floor Penthouse with Ocean Views

Brickell Condo 28th floor! New AKA Hotel 5-Star

Ocean views at “Sangria Sunrise” 10% off Charters

Lux 2BR • Water View • Pool • Spa • FREE Parking

Luxury 2BR Icon Brickell •Balcony & Stunning Views
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- Waterfront rentals Florida
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Coral Castle
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- Everglades Alligator Farm
- Schnebly Redland's Winery & Brewery
- Conch Key
- Bahia Honda State Park
- Long Beach
- Theater of the Sea
- Monkey Jungle
- Key Largo Kampground And Marina
- Founder's Park
- Calusa Campground
- Homestead-Miami Speedway
- Sunset Park
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Seven Mile Bridge
- The Turtle Hospital
- Robbies Marina Of Islamorada
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- Things to do Florida
- Art and culture Florida
- Food and drink Florida
- Sightseeing Florida
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- Tours Florida
- Entertainment Florida
- Nature and outdoors Florida
- Things to do United States
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