
Beachfront holiday rentals in Monroe County
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Monroe County
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

Villa 5027 on Duck Key BOAT SLIP available
Boat slip available for additional $100 a night. Largest boat that can fit is 33 ft. Ask for availability. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors and NO pets.

NEW luxury RV, Marina, 6 beds&1.5 baths, 2 pools!
This hidden gem is anything but ordinary!!! Come enjoy a piece of paradise in Key Largo while you relax in this spacious NEW luxury RV. It has a BOAT RAMP, indoor/outdoor kitchen with a TV, outdoor speakers, 2 hammock chairs, outdoor sofa, outdoor dining, separate bedrooms including a bunk room that can sleep 5-6, 1.5 baths, 2 heated pools, 2 beaches, volleyball court, playground, & shuffleboard. There are so many outdoor activities to enjoy right at the Kampground, you'll never want to leave!

Best View Ocean Pointe Pool Beach King Bed, Gated
***IMPORTANT*** The pictures you see here are of OUR unit. What you see is what YOU GET. No surprise when you arrive at Ocean Pointe. NO bait and switch. We own in the Prominent Building #3 just steps from the Pool & Jacuzzi. Wireless Internet Netflix & Cable TV, XBOX ONE. ***Most of our guests (99%) claim this is the cleanest Airbnb they have ever stayed in.*** You will get a TRUE UNIMPEDED OCEAN VIEW in our unit. Read our reviews, our past guests tell it all. ⭐ 5 STAR ⭐ Get what you pay for.

Modern Beach Lake-Front House in Miami !
Welcome to our stunning 5/4 beachfront lake house! This newly renovated property offers the perfect blend of modern amenities and natural beauty. Located in a central and peaceful neighborhood, guests can enjoy a range of water activities such as kayaking, paddle boarding, and swimming while taking in the views of the Blue lake. Seeking relaxation or adventure, this home has something for everyone.. ✔️15min from Miami International airport ✔️25min to Downtown Miami ✔️30min from Miami Beach

Romantic cozy peaceful Guesthouse beach Sunsets.
Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *This Guesthouse is on bayside not Bayfront ! Same property but private from the residence! "No pets, Airbnb-granted pets Exemption cus allergies reasons"

Oasis2 in Key Largo With a million dollar view
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

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.

Turtle Nest 1 Private beach,Pool, 2bed 2bath
Ocean Pointe Suite is located on the Atlantic. Featuring ocean views from living room, master bedroom and balconies. King bed in master bedroom, Queen bed in guest bedroom, pull out queen sofa, 2 bathrooms, Smart TV's with cable WIFI. Completely stocked kitchen with all appliances. Amenities include heated swimming pool, private beach, marina with boat launch & dockage for extra fee book through marine info in pictures. Tennis courts, gazebo, located on 60 tropical acres.

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 “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.

Luxury Top Floor Suite W/ Unobstructed Ocean View
Our spacious, 2 bedroom, well-appointed condo provides the perfect home away from home. Step onto your private balcony and soak in the mesmerizing views of the azure ocean and lush mangrove gardens. Escape to a tropical paradise and experience the ultimate keys retreat! Nestled in Tavernier, this property offers a perfect blend of comfort and breathtaking natural beauty. Indulge in the array of fantastic amenities available to our guests.

Exquisite Oceanfront Paradise - Key Colony Beach
Experience a wonderful ocean view from our beachfront condo in Key Colony Beach. Newly renovated studio condo in Key Colony Beach, Florida Keys. Unit #10 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.
Popular amenities for beachfront rentals in Monroe County
Pet-friendly beachfront home rentals

Beach Home and Boater’s Paradise Sombrero

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

RV In The Keys | Tropical Retreat

Relaxing Town home with great water views

Brand New 2025 RV 2BR + 2 Lofts, 2BA Pool & Marina

New Private 4/3 Single Family - Kayaks & Bicycles+

Vibrant Beachfront Villa
Beachfront home rentals with a pool

Ocean Front Studio private Sandy Beach in Key West

Grouper Getaway @ Ocean Isles Fishing Village

Reel Large END Unit in Ocean Point Suites

Renovated Anglers Reef 2BR + Sleeper + Ocean Views

P01 - New 3 bed, 3 bath with private pool

Oceanfront 3‑Stories of Bliss • Dockage & Gameroom

Canal/Dock - Cabana Club - Pickleball - Remodeled

2 Bdrm Oceanfront Complex Private Beach & Pool
Private beachfront home rentals

3BR Oceanfront with private pool & dock

BayFront Cottage,Bay Front Porch,Central AC,Beach

Oceanfront oasis beach views heated pool U34

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

Island Breeze

Key West Luxury Houseboat at Yacht Club Resort

Panoramic Ocean Views, Ocean Pointe Condo

SeaEsta! Bring your boat & 1 block to the beach!
Destinations to explore
- Motorhome rentals Monroe County
- Holiday home rentals Monroe County
- Rentals with a cinema Monroe County
- Resort rentals Monroe County
- Rentals with a patio Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Serviced apartment rentals Monroe County
- Luxury rentals Monroe County
- Rentals with an accessible-height bed Monroe County
- Apartment rentals Monroe County
- Boat rentals Monroe County
- Guest house rentals Monroe County
- Rentals with a kayak Monroe County
- Rentals with pools Monroe County
- Ski-in/ski-out rentals Monroe County
- Fitness-friendly rentals Monroe County
- Villa rentals Monroe County
- Bungalow rentals Monroe County
- Farm stay rentals Monroe County
- Family-friendly rentals Monroe County
- Rentals with an accessible-height toilet Monroe County
- Rentals with a sauna Monroe County
- Boutique hotels Monroe County
- Rentals with breakfast Monroe County
- Hotel rooms Monroe County
- Bed and breakfasts Monroe County
- Tiny house rentals Monroe County
- Rentals with outdoor seating Monroe County
- Rentals with a fireplace Monroe County
- Rentals with a firepit Monroe County
- Rentals with beach access Monroe County
- Flat rentals Monroe County
- Smoking-friendly rentals Monroe County
- Loft rentals Monroe County
- Cottage rentals Monroe County
- Rentals with an EV charger Monroe County
- Campsite rentals Monroe County
- Aparthotel rentals Monroe County
- Waterfront rentals Monroe County
- Townhouse rentals Monroe County
- Rentals with a washing machine and dryer Monroe County
- Houseboat rentals Monroe County
- Rentals with lake access Monroe County
- House rentals Monroe County
- Beachfront rentals Florida
- Beachfront rentals United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Calusa Beach & Loggerhead Beach
- Coral Castle
- Sea Oats Beach
- Long Beach
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Conch Key
- Theater of the Sea
- Everglades Alligator Farm
- Homestead-Miami Speedway
- Monkey Jungle
- Seven Mile Bridge
- Key Largo Kampground And Marina
- Dolphin Research Center
- Sunset Park
- Calusa Campground
- Robbies Marina Of Islamorada
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Founder's Park
- Things to do Monroe County
- Art and culture Monroe County
- Sports activities Monroe County
- Tours Monroe County
- Nature and outdoors Monroe County
- Food and drink Monroe County
- Sightseeing Monroe County
- Entertainment Monroe County
- Things to do Florida
- Tours Florida
- Wellness Florida
- Art and culture Florida
- Entertainment Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Sports activities Florida
- Food and drink Florida
- Things to do United States
- Food and drink United States
- Wellness United States
- Tours United States
- Art and culture United States
- Sightseeing United States
- Sports activities United States
- Nature and outdoors United States
- Entertainment United States




