
Holiday rentals in Monroe County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Monroe County
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Monroe County holiday rentals
Other great holiday rentals in Monroe County
Superhost

Home in Little Torch Key
4.8 out of 5 average rating, 15 reviewsIndulge yourself. It's heavenly in Little Torch
CharlesRating, 5 stars3 months ago
Clean and neat home on a quiet canal. Neighbors were even friendly! Good amount of parking. Home is clean and well laid out. Airy living room just off the open kitchen. Large master bedroom and bathroom. We felt very comfortable there.
Guest favourite

Houseboat in Marathon
5 out of 5 average rating, 19 reviewsAdventurers escape breathtaking off-grid houseboat
YulieskaRating, 5 stars2 weeks ago
A great experience, beautiful place. Joe is fantastic. Always attentive and willing to help.

Home in Summerland Key
4.82 out of 5 average rating, 57 reviewsKelly’s Kabin - Private FL Keys Cottage
LadyRating, 5 stars2 weeks ago
The cabin was cozy and super cute. It was impeccably clean. I only stayed one night but wish I stayed longer. She had all the necessary amenities. I didn’t get to use the patio since I mostly stayed out on the boat but wish I had more time to do so. Kristin had board games, shampoo, conditioner, body wash, blow dryer, washer, dryer and everything you would want in an AirBNB. There are plenty of restaurants nearby and the supermarket wasn’t too far. I felt safe in the neighborhood. I hope to come back and stay here again!
Top guest favourite

Chalet in Coral Gables
5 out of 5 average rating, 9 reviewsAmazing House in the Heart of Coral Gables
ChristianRating, 5 stars2 weeks ago
Definitely will stay again lovely home and very peaceful
Top guest favourite

Home in Miami
5 out of 5 average rating, 11 reviewsSerene Meadows Ranch
YeseniaRating, 5 stars1 week ago
This place is a hidden gem! We really enjoyed our stay and couldn't have asked for a better weekend. The space was just amazing, both kids and adults had a blast. Jorge was an amazing host, very responsive and everything is as the listing states. Would definitely recommend.
Top guest favourite

Home in Miami
4.92 out of 5 average rating, 12 reviewsA Miami Escape You’ll Love | HeatedPool | GameRoom
JeffreyRating, 5 stars4 days ago
Super host, the home is an older home that has been updated beautifully, plenty to do there with or without kids. 7 of us stayed for a week and NO complaints. We will definitely be back and will recommend friends when they travel to the area.
Top guest favourite

Home in Miami
5 out of 5 average rating, 16 reviewsEscape to Miami/Heather+Pool/9pl/BBQ/pool table.
LeonidhaRating, 5 stars1 week ago
Amazing Family Getaway in Miami! 🌴🌞 We had the most wonderful stay at this beautiful home in Miami! From the moment we arrived, we were welcomed with warmth and hospitality by our incredible host, who went above and beyond to make sure we had everything we needed. Truly one of the best hosts we’ve ever had! He even left a delicious bottle of wine for our family to enjoy! The house itself is perfect for a family getaway—super clean, spacious, and thoughtfully designed. The beds were incredibly comfortable (we all slept like babies!), and everything felt fresh and well-maintained. The kitchen was fully stocked, and there was plenty of space for everyone to relax. The highlight for us was the pool—absolutely stunning and perfect for both adults and kids. We spent hours swimming, lounging, and soaking up the Florida sun. The backyard felt like our own private oasis. We couldn’t have asked for a better place to stay. If you’re looking for a relaxing, family-friendly spot in Miami.
Superhost

Flat in Marathon
4.73 out of 5 average rating, 246 reviewsKnight's Key Suites Deluxe Double Room w/ Kitchen
RemildaRating, 5 stars3 days ago
I loved staying at this place. Sammy was very helpful at all times and replied immediately to any questions. I would recommend to stay at this place and the view from the room is beautiful.
Destinations to explore
- Villa rentals Monroe County
- Rentals with lake access Monroe County
- Rentals with a cinema Monroe County
- Resort rentals Monroe County
- Serviced apartment rentals Monroe County
- Hotel rentals Monroe County
- Rentals with a patio Monroe County
- Bungalow rentals Monroe County
- Ski-in/ski-out rentals Monroe County
- Cottage rentals Monroe County
- Rentals with pools Monroe County
- Rentals with a firepit Monroe County
- Rentals with an accessible-height bed Monroe County
- Tiny house rentals Monroe County
- Family-friendly rentals Monroe County
- Rentals with a washing machine and dryer Monroe County
- Rentals with an accessible-height toilet Monroe County
- Campsite rentals Monroe County
- Waterfront rentals Monroe County
- Townhouse rentals Monroe County
- Rentals with a fireplace Monroe County
- Guest house rentals Monroe County
- Rentals with a sauna Monroe County
- Flat rentals Monroe County
- Rentals with beach access Monroe County
- Rentals with a kayak Monroe County
- Family-friendly rentals Monroe County
- Apartment rentals Monroe County
- Beachfront rentals Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- House rentals Monroe County
- Houseboat rentals Monroe County
- Rentals with breakfast Monroe County
- Smoking-friendly rentals Monroe County
- Rentals with an EV charger Monroe County
- Fitness-friendly rentals Monroe County
- Farm stay rentals Monroe County
- Luxury rentals Monroe County
- Loft rentals Monroe County
- Rentals with outdoor seating Monroe County
- Motorhome rentals Monroe County
- 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
- EAA Air Museum
- Cocoa Plum Beach
- Everglades Alligator Farm
- Theater of the Sea
- Long Beach
- Monkey Jungle
- Far Beach
- Sea Oats Beach
- Horseshoe Beach
- Windley Key Fossil Reef Geological State Park
- Long Key State Park
- Keys' Meads
- Things to do Monroe County
- Food and drink Monroe County
- Art and culture Monroe County
- Tours Monroe County
- Nature and outdoors Monroe County
- Sightseeing Monroe County
- Sports activities Monroe County
- Things to do Florida
- Nature and outdoors Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Sports activities Florida
- Food and drink Florida
- Wellness Florida
- Things to do United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Food and drink United States
- Sightseeing United States
- Art and culture United States
- Nature and outdoors United States
- Wellness United States