
Beachfront vacation 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.

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"

🏝 Oceanfront Paradise Awaits You
Bring your boat to next vacation in tropical paradise surrounded by mangrove forest, coconut trees and the pristine turquoise Fl. Keys waters. Welcome to the most visited resort in the beautiful Florida Keys. Ocean Pointe is one of the most luxurious resorts in Tavernier, Florida Keys. The resort offers a private sandy beach, heated swimming pool, jacuzzi, tennis courts, oceanfront marina with boat ramp and dockage, boat & trailer storage, and more - all situated on 60 lush tropical acres.

NEW! CASA AZUL - Golf Cart, 2 Kings, Pool, Kayaks
NO RESORT, GUEST OR MANAGEMENT FEES WHEN BOOKING MY HOMES! Welcome to your Key Largo vacation rental. This oceanside villa is family friendly and filled with amenities, including a private Golf Cart, pools, one adult kayak, and three kids, kayaks, pickleball and tennis courts, and a unique swimming lagoon. Spend your days kayaking, fishing, boating, snorkeling, or visit the beach at John Pennekamp. Our villa has earned hundreds of 5-star reviews on all major platforms. No Hidden Fees!

Tropical Getaway
This light, airy two bedroom condo is located in the community of Kawama. Overlooks a small lake, where people swim, kayak and paddleboard. The condo community features two pools, tennis courts, playground, fishing, beach and marina. A long jetty extends out in the ocean where you can watch the beautiful sunrises or sunsets in the afternoons. Centrally located in Key Largo near restaurants, shopping and attractions. Come down and enjoy the peaceful atmosphere of our tropical area.

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.

Oceanfront Breeze, Stunning Views, Beach/Pool
Newly renovated ocean front condo with gorgeous, unobstructed views from every window. Beautiful studio condo on the 1st floor only steps away from the private beach and heated pool. Condo features a fresh, clean interior with brand furnishings, bathroom and kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

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.

Ocean views at “Sangria Sunrise” 10% off Charters
Welcome to Sangria Sunrise at Ocean Pointe Suites in the beautiful Tavernier Key Florida. Relax and enjoy all of the options offered such as Jr. Olympic sized pool, beach, marina, kayak rentals, tennis courts, and so much more! We invite you to come stay at this cozy and updated one bedroom and one bathroom top floor condo with the most amazing ocean views. We offer a very comfortable queen sized bed and also a queen sleeper sofa that's equally as comfortable.

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.”
Popular amenities for Monroe County beachfront rentals
Pet-friendly beachfront home rentals

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

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

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

Luxury Miami Mansion/Beach/Pool/BB Court & Golf

2 BR/2 BA Oasis Kayaks, Pool, Beach & Dock Rental

Charming Beach House directly ON the beach

RV In The Keys | Tropical Retreat

Palm - Beach Houses Key West
Beachfront home rentals with a pool

Deluxe Oceanfront 1/1 sleeps 4. Cafe & Pool Bar.

Affordable Beachfront Luxury Condo Sleeps 6

Panoramic Ocean Views, Ocean Pointe Condo

Oceanfront 3‑Stories of Bliss • Dockage & Gameroom

Canal/Dock - Cabana Club - Pickleball - Remodeled

Beach Front

Oceanside home 107,dock,kayaks,bikes,pool,fishing,

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

BayFront Cottage,Bay Front Porch,Central AC,Beach

Bayside Townhome in Islamorada with Boat Slip

Islamorada Oceanfront 2 bdrm, 2 bath, View, Pool

SeaEsta! Bring your boat & 1 block to the beach!

Oceanfront community 114 Anglers Reef Islamorada

Vibrant Beachfront Villa

Banana Cabana

KW Beach house with heated pool, dock, accessible
Destinations to explore
- Farmstay rentals Monroe County
- Aparthotel rentals Monroe County
- House rentals Monroe County
- Rentals with a fireplace Monroe County
- Rentals with a patio Monroe County
- Rentals with an EV charger Monroe County
- Hotel rooms Monroe County
- Rentals with a washer and dryer Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Rentals with beach access Monroe County
- Waterfront rentals Monroe County
- Hostel rentals Monroe County
- Rentals with a fire pit Monroe County
- Rentals with lake access Monroe County
- Tiny house rentals Monroe County
- Campsite rentals Monroe County
- Houseboat rentals Monroe County
- Villa rentals Monroe County
- Loft rentals Monroe County
- Ski-in/ski-out rentals Monroe County
- Serviced apartment rentals Monroe County
- Rentals with a home theater Monroe County
- Resort rentals Monroe County
- Rentals with a sauna Monroe County
- Townhouse rentals Monroe County
- Luxury rentals Monroe County
- Rentals with an accessible height bed Monroe County
- Rentals with an accessible height toilet Monroe County
- Smoking-friendly rentals Monroe County
- Fitness-friendly rentals Monroe County
- Condo rentals Monroe County
- Boutique hotels Monroe County
- Family-friendly rentals Monroe County
- RV rentals Monroe County
- Vacation home rentals Monroe County
- Rentals with outdoor seating Monroe County
- Rentals with a kayak Monroe County
- Boat rentals Monroe County
- Guesthouse rentals Monroe County
- Bed and breakfasts Monroe County
- Cottage rentals Monroe County
- Rentals with breakfast Monroe County
- Bungalow rentals Monroe County
- Rentals with pools Monroe County
- Apartment rentals Monroe County
- Beachfront rentals Florida
- Beachfront rentals United States
- 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
- History Of Diving Museum
- Things to do Monroe County
- Entertainment Monroe County
- Food and drink Monroe County
- Tours Monroe County
- Sightseeing Monroe County
- Nature and outdoors Monroe County
- Art and culture Monroe County
- Sports activities Monroe County
- Things to do Florida
- Entertainment Florida
- Sightseeing Florida
- Wellness Florida
- Art and culture Florida
- Sports activities Florida
- Nature and outdoors Florida
- Food and drink Florida
- Tours Florida
- Things to do United States
- Art and culture United States
- Entertainment United States
- Tours United States
- Sports activities United States
- Sightseeing United States
- Food and drink United States
- Nature and outdoors United States
- Wellness United States




