
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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Monroe County house rentals
House rentals with a pool

Kendall Keys Oasis w/ HEATED Pool Theater & Arcade
I LOVED LOVED LOVED Christopher's house!! It was beautiful! I honestly felt like i never left my house it was so cozy. Also it wasn't to far from everything we wanted to do. When i had a question to ask he responded quickly and i appreciate that. Thank you so much for sharing your lovely home with us. I definitely will be staying there again.

Cancellation Deal: 08/02 thru 08/09
Had a wonderful stay, would recommend to anyone looking for a convenient, beautiful spot in Marathon. Eddie was an excellent host!

Endless Ocean Views -5 Bedrm/4Bath/Pool Built 2024
We loved the house! Everything was exactly as described. I would even say pictures didnt do complete justoce to the space and views! We had everything we needed at the house with ample dishes and cookware. We drove down to Key West which wasnt too far of a trip. We definitely would always recommend and stay again! Jessieca was an amazing host with great recommendations and general info for the area.

Cudjoe Key Home with a View
The house is located in a peaceful community with a store inside that was perfect because you don’t have to drive to get basic necessities. Pool and spa were perfect. And the view is magical. The house was cleaned and beautifully decorated. The outside areas were perfect too. I loved take breakfast on the porch.

Private Paradise between Miami & the Keys
Central location for the activities we wanted to do: visit the Keys, Miami, and Everglades. some good restaurants nearby our favorite was the Brazilian Steak House. The back yard with pool. tub and BBQ was out favorite part of the house for our three teenagers

Endless Summer
We very much enjoyed our stay, the house was as expected based on previous reviews & pictures. The location was perfect for us to access from Key Largo to Key West easily. The pool was nice & the kids had fun snorkeling off the back dock & looking for all kinds of wildlife both on land & in the water with their flashlights after dark. We found the sunsets at the house to be better than what we experienced in Key West. If you need beach chairs and/or beach umbrella, we recommend you rent those.

2K beds, Fire Pit,spa shwr, otdr ktch by Hwy exit
We had a great time. The pool is so nice and we appreciated having so many beds. The host was very responsive and accommodating. Hope to return!

OCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
We had a great time at Janet and Jerry’s home at Venture Out in Cudjoe Key! We made the short drive down to Key West after some morning pickleball. Our only unexpected (not welcome) surprise was the rotten egg smell all the way down the Keys. The smell is apparently from the over abundant seaweed blooming due to very warm water temps. Unfortunately this is a norm between May and October now? Key West did not have the smell due to wind direction, so overall we really enjoyed our stay!
Weekly house rentals

Paradise in Palmetto Bay with Pool~BBQ~Gazebo
We loved our stay at Mikes! He was so friendly and accommodating! The pool area was beautiful.

Near Florida Keys|5mins Marina|Free heated pool!
This place is honestly one of the most well thought out houses I have ever stayed in. If your ever in the area and need a nice place to stay, don’t pass this one up

4BR 3B, Heated Pool & Spa, 60' Dock
Our stay in Marathon couldn’t have gone any better! I traveled with my three 20-something sons and their wives/significant others. The layout of Gerardo’s home was perfect for our needs. We had plenty of room, places to enjoy together, and space where everyone could find some peace and quiet. The location was ideal. We were within an easy driving distance of all excursions and restaurants and could even walk to Island Fish Company, which was one of our favorites. Gerardo was extremely responsive. He checked in prior to our arrival and touched base a couple of times to make sure there was nothing we needed. An excellent home I recommend to others with no hesitation!!

Waterfront Haven House with Boat Basin & Ramp!
Amazing hosts. Very responsive and easy to communicate with regarding all concerns. Easy check-in process with clear instructions. Detailed information regarding house rules. 10/10 would highly recommend this location. Beautiful home!

Beach House, Private Pool & Dock, Gulf Sunset view
Our 7 day stay was the most relaxing vacation we’ve had in years. The location was somewhat remote but only a short drive into Marathon. We hope to come back soon!!!

Spacious lux home, private pool/spa, 80' dock
Beautiful, roomy, comfortable, well appointed home. Has absolutely everything you could need for an incredible vacation! Great little gym, really nice bikes, coolers, pool floats, beach umbrellas, kayaks and paddle boards. The entire game room area is such a great place to hang out. Good size pool, shade keeps it nice and cool. Quiet neighborhood. Owners are super responsive, very helpful. We really loved this place!

Viamarhe House-Private beach, Kayak, yard games
Loved our week-long stay at Marjorie’s! As pictured and described. Checked out the other reviews for useful tips.

Oasis & Art / Artificial Beach / Heated Pool / Mini Golf
Wonderful place to stay before we cruised. There was planet of room for all ten of us who stayed. Plenty of activities at the property! Clean! Just like what is described! Wonderful host. Very responsive. Would definitely stay again!
Private house rentals

Florida Keys Oceanside Utopia
Shane and Kelly were fabulous! My husband and I enjoyed a week away and loved exploring Marathon. Fishing from the back deck was so much fun. We caught some mangrove snapper that we made for dinner which was exquisite! I also caught a Jack Cravalle and my hubby caught a shark. Definitely fun times! Explored beaches, hiked and went to Key West for a day. Weather did not disappoint. Highly recommend this great vacation home!

Waterfall House in Coral Gables Area
We had a wonderful stay at this Airbnb! The space was exactly as described—clean, beautifully decorated, and thoughtfully stocked with everything we needed. The host was incredibly responsive and made check-in seamless. We’d absolutely stay here again and highly recommend it to anyone visiting the area!

Family retreat oasis, heated pool, jacuzzi & grill
this Airbnb was perfecttt, the aesthetics of the home was beautiful And the host was very accommodating and responsive . Definitely recommend this Airbnb if in the Miami area.

Chiquita Waterfront Canal Home
My family and I really enjoyed this home the pictures do not do it justice it’s beautiful. The owners are very responsive and we were even able to check in a day early ! The canal was awesome , a boat is a must and so much fun. We saw manatees and iguanas. The private pool was fun all together a great experience.

Newely Renovated 3/2-private pool/dock/cabana club
Absolutely amazing place to stay! Dennis is amazing and had several great recommendations for us to eat and do! The dock out back was beautiful and we were even able to see manatees! The pool was a GREAT addition and my family wouldn’t have wanted to explore the Keys any other way! The neighbors are also friendly and great to talk to! Overall beautiful place! My family and I would stay again!

10 PPL | Luxury Farm | 20 Min Keys | Games | Event
My family’s stay at Martha’s Village was outstanding and everyone enjoyed the property to the max. It is truly a wonderful place full of all you need to have a fun stay- everyone’s favorite was the huge outdoor space with pool table and the mini golf. Additionally, the inside of the house was beautifully decorated and extremely clean, fully equipped kitchen and great living space for a large group. We will definitely return and recommend to friends and family 🥰 The hosts are also wonderful, responsive and very helpful- great experience all around.

Treetops
This place was such a nice experience. The views were gorgeous and the area was peaceful. It was really a bargain for the price. I highly recommend it!

Gorgeous Ocean View Home!
The pictures of this house, while gorgeous, do not do it justice. Not only was the house immaculate and spacious, it has the most stunning view. It is very close to shops and local beaches, and it's centered in between Key West and Islamorada. Yery, our host, was also very helpful and proactive with the one and only challenge we faced. I really can't say enough about this rental. It was spacious enough and contained all the amenities my family of seven could possibly need, including space for our dog. It has the most amazing view of the turquoise water of the Keys. It quite literally checks every box for a checklist of paradise, and I can't wait to go back!
Destinations to explore
- Rentals with lake access Monroe County
- Cottage rentals Monroe County
- Rentals with breakfast Monroe County
- Family-friendly rentals Monroe County
- Loft rentals Monroe County
- Farmstay rentals Monroe County
- Kid-friendly rentals Monroe County
- Beachfront 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
- Rentals with an accessible height toilet Monroe County
- Serviced apartment rentals Monroe County
- Rentals with a washer and dryer Monroe County
- Hotel rentals Monroe County
- Apartment rentals Monroe County
- Rentals with an accessible height bed Monroe County
- Rentals with a fireplace Monroe County
- Waterfront rentals Monroe County
- Luxury rentals Monroe County
- Rentals with outdoor seating Monroe County
- Campsite rentals Monroe County
- Rentals with pools Monroe County
- Rentals with a sauna Monroe County
- Smoking-friendly rentals Monroe County
- Rentals with a kayak Monroe County
- Rentals with an EV charger Monroe County
- Fitness-friendly rentals Monroe County
- Bungalow rentals Monroe County
- Rentals with a fire pit Monroe County
- Condo rentals Monroe County
- Houseboat rentals Monroe County
- Rentals with a home theater Monroe County
- Resort rentals Monroe County
- Guesthouse rentals Monroe County
- Rentals with beach access Monroe County
- Ski-in/ski-out rentals Monroe County
- Townhouse rentals Monroe County
- RV rentals Monroe County
- Villa rentals Monroe County
- Tiny house rentals Monroe County
- House rentals Florida
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- Everglades Alligator Farm
- Theater of the Sea
- Long Beach
- Cocoa Plum Beach
- EAA Air Museum
- Sea Oats Beach
- Far Beach
- Horseshoe Beach
- Monkey Jungle
- Windley Key Fossil Reef Geological State Park
- Keys' Meads
- Long Key State Park
- Things to do Monroe County
- Sports activities Monroe County
- Sightseeing Monroe County
- Nature and outdoors Monroe County
- Art and culture Monroe County
- Food and drink Monroe County
- Tours Monroe County
- Things to do Florida
- Wellness Florida
- Entertainment Florida
- Food and drink Florida
- Sightseeing Florida
- Tours Florida
- Art and culture Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Sports activities United States
- Nature and outdoors United States
- Art and culture United States
- Wellness United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States