
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; Pool, 75’ Dock and steps to Beach
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.

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

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

ABeachBungalow-60’dock w/ access to pool and beach
"A Beach Bungalow" A-frame has everything you need for a relaxing vacation. 2 bedroom, 2 bath Key Colony Beach rental home with easy ocean access. Fully equipped kitchen with all new appliances. Living room with dining area, flat screen tv, wifi, cable, bbq and beautiful views of the water. Master bedroom with king bed and bathroom with large shower. 2nd bedroom (loft) with 2 twin beds and closet. Tackle room to store gear with extra refrigerator. Boat trailer parking on site.

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!!

Cudjoe Key Home with a View
We are so excited to share our little piece of paradise with you! Our unit is located a short walk away from all the amenities the Venture Out community has to offer such as a pool, hot tub, lagoon, bocce ball, tennis courts, playground and boat marina. On the property we have a 2-person hybrid kayak for your enjoyment. We also provide table games (we love a game night) as well as the equipment to play bocce ball and darts which can be played in the recreation center.

Waterfront Haven House with Boat Basin & Ramp!
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin and ramp for your boat. The property lot is almost an acre with another rental home and still very spacious (search for Anchor House to reserve both homes if available). Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the point and enjoy the underwater scenery!

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.

101- Oceanside House with Pool
- • Sunrise Beach Resort (2007, 11 homes, gated) - • Oceanfront w/ 2 balconies, pool, dock, hammock, tropical views - • Dock boats up to 25 ft; kayaks & paddleboards included - • 20 mins to Key West; near dining, Bahia Honda, Looe Key - • 2 master suites w/ king beds, en-suites & Smart TVs - • Open kitchen/living, BBQ, outdoor dining, parking for 3 - • Sleeps 6 w/ air mattress; Wi-Fi, streaming, towels provided - • No pets allowed

The Roseate House at Grassy Key
Make The Roseate House at Grassy Key your next get away. Relax, fish, swim and explore at your own personal resort. The home is perfect for couples, family or girls retreat. Families return year after year to create their memories. Honeymooners appreciate the privacy as well as the attention to detail. Come live among the treetops in this vintage conch Key West style cottage situated half way between Key Largo and Key West.
Popular amenities for Monroe County house rentals
House rentals with a pool

Tiny Home on Waterfront | Bay Views | Deck | Pool

Islamorada Cay Home Elegant home- holiday home

Lakefront: Heated Pool Spa Games

Conch Cottage at Hawks Cay - Chic Tropical Retreat

Movie Theater | HotTub | Pool | Boat/RV/EV Parking

Waterfront Home 37.5-ft dock, Cabana Club Included

Bohemian Beach Bungalow

Marathon one-level home on the Marina - with slip!
Weekly house rentals

The Barnacle at Venture Out - Waterfront with Dock

Pristine pool front home w/ocean views Anglers 148

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

Casa Coconut Grove 2

A new Favorite house in Miami | Pool | Game room

Chiquita Waterfront Canal Home

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Oceanfront Cottage with 60’ Dock
Private house rentals

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

Close to Florida Keys|5 Min to Marina|Heated Pool

Grouper Getaway @ Ocean Isles Fishing Village

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

Luxury Home Racket Sports Gym BBQ Baby Essentials

Coconut Grove Mid-Century Jungle Oasis

Newely Renovated 3/2-private pool/dock/cabana club

“La casa azul” step 3’ to a private pool
Destinations to explore
- Villa rentals Monroe County
- Serviced apartment rentals Monroe County
- Rentals with an EV charger Monroe County
- Rentals with a home theater Monroe County
- Resort rentals Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with an accessible height bed Monroe County
- Rentals with an accessible height toilet Monroe County
- Rentals with beach access Monroe County
- Beachfront rentals Monroe County
- Aparthotel rentals Monroe County
- Hostel rentals Monroe County
- Tiny house rentals Monroe County
- Family-friendly rentals Monroe County
- Ski-in/ski-out rentals Monroe County
- Condo rentals Monroe County
- Rentals with a sauna Monroe County
- Apartment rentals Monroe County
- Townhouse rentals Monroe County
- Rentals with a kayak Monroe County
- Loft rentals Monroe County
- Rentals with a patio Monroe County
- Rentals with lake access Monroe County
- Rentals with breakfast Monroe County
- Rentals with a washer and dryer Monroe County
- Luxury rentals Monroe County
- Campsite rentals Monroe County
- RV rentals Monroe County
- Hotel rentals Monroe County
- Smoking-friendly rentals Monroe County
- Cottage rentals Monroe County
- Houseboat rentals Monroe County
- Rentals with a fire pit Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Farmstay rentals Monroe County
- Rentals with a fireplace Monroe County
- Waterfront rentals Monroe County
- Rentals with pools Monroe County
- Bed and breakfasts Monroe County
- Boat rentals Monroe County
- Guesthouse rentals Monroe County
- Rentals with outdoor seating Monroe County
- House rentals Florida
- House rentals United States
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Coral Castle
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Cocoa Plum Beach
- Theater of the Sea
- Conch Key
- Far Beach
- Everglades Alligator Farm
- Monkey Jungle
- Sea Oats Beach
- Horseshoe Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Bahia Honda State Park
- Keys' Meads
- Sandspur Beach
- Long Beach
- Schnebly Redland's Winery & Brewery
- Things to do Monroe County
- Nature and outdoors Monroe County
- Food and drink Monroe County
- Art and culture Monroe County
- Entertainment Monroe County
- Sightseeing Monroe County
- Sports activities Monroe County
- Tours Monroe County
- Things to do Florida
- Sightseeing Florida
- Wellness Florida
- Tours Florida
- Art and culture Florida
- Nature and outdoors Florida
- Entertainment Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Wellness United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States