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

Sea Ray Cove w/ Pool, Beach, 80' Dock & Tiki hut
2025 - New concrete dock, fenders & fish filet table. This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

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.

Designer Home w Pool & Firepit | 7 min to Brickell
Soak up Miami’s radiant sun as you lounge by the saltwater pool. Elevate the alfresco dining experience with our all-inclusive BBQ at the pool deck. At dusk, lose yourself in the soft glow of string lights & soothing crackle of the fire pit. Venture inside our chic 3-bedroom retreat, where an open-concept design effortlessly keeps everyone connected between spaces. By SuCasa Vacay, every detail has been thoughtfully chosen to ensure an unforgettable Miami experience. Property Name: SuCasa Oro

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!! Enjoy the sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! 28 day I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

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.

Lighthouse - Beach Houses Key West
If you’re reading this, you’re already on the path to paradise! Thank you for considering us for your dream vacation—we can’t wait to host you. Our amazing Lighthouse is a 2 bed 1 bath Loft Bungalow sitting just a few feet from our private beach. The master bedroom loft is accessed by a spiral stair, and has a beautiful bird’s eye view of the Atlantic Ocean. Our nautical inspired living room leads outside to an exterior deck facing the beach perfect for peaceful mornings.

Oceanfront Tiny Villa in the Heart of the FL Keys
Welcome to your happy place in the beautiful Florida Keys! Our oceanfront villa is located on Duck Key right outside of Marathon and next to the world famous Hawks Cay Resort. Halfway between Key Largo and Key West, it’s the perfect location to explore all our island paradise has to offer. Enjoy world class fishing, diving and snorkeling or kick back with a cold beverage and enjoy a stunning sunset on one of our covered porches. And always remember…it’s 5 o’clock somewhere!!

Waterfall House in Coral Gables Area
Welcome to Casa Cascada - in the heart of Coral Gables. Where you are 3 miles from Miami International Airport, close to Miracle Mile, Little Havana, South Beach and some of the best restaurants and shopping in Miami. Come and stay a while where the vibe is eclectic and inspiring, yet the most relaxing. Enjoy any one of our four open concept bedrooms — or relax in our personal favorite space, the backyard. Where the sound of the waterfall soothes your soul.

Anglers Terrace, Condé Nast Traveler's Best Airbnb
As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

The Miracle Cottage & Pool on Acre Miami Florida
Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

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.
Popular amenities for Monroe County house rentals
House rentals with a pool

Discount Available! Pool 100' Dock, Fun Amenities!

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

Seagrass-Free • New 5BR Pool Home w/ Ocean View

Quiet Luxury • Racket Court • Gym • Grand Garden

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

Key Largo Waterfront Retreat | Tiki, Dock & Pool

Poolside Haven 4/2, Htd pool, oudr ktch by freeway

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
Weekly house rentals

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

Florida Keys Oceanside Utopia

KCB Tropical Escape

Kelly’s Kabin - Private FL Keys Cottage

Marathon Keys Escape • Pool • Hot Tub • Near Beach

Oceanfront with Pool near Sombrero Beach

La Paloma

Oceanfront Cottage with 60’ Dock
Private house rentals

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

Peacock Boho Chic Retreat

Keys to Ohana. Ocean views. Private Pool, Hot Tub

Lagoon View Retreat • 2 Kings• Pickleball• Marina

P36 - Charming and immaculate 2 Bedroom, 2 bathroo

The Dream Studio

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Searenity Vacation Rental! Pool, Tiki Hut, Dockage
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- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Coral Castle
- Cocoa Plum Beach
- Calusa Beach & Loggerhead Beach
- Cannon Beach
- Everglades Alligator Farm
- Theater of the Sea
- Far Beach
- Conch Key
- Sea Oats Beach
- Monkey Jungle
- Horseshoe Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Long Beach
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Sandspur Beach
- Keys' Meads
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