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Holiday houses in Monroe County

Find and book unique accommodation on Airbnb

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Popular amenities for Monroe County holiday rentals

Other great holiday rentals in Monroe County

Guest favourite
Houseboat in Marathon
5 out of 5 average rating, 19 reviews

Adventurers 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 reviews

Kelly’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
Home in Miami
5 out of 5 average rating, 11 reviews

Serene 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.
Condo in Key West
4.91 out of 5 average rating, 82 reviews

Ocean Front Suite with Direct Beach Access

TerrenceRating, 5 stars1 week ago
It was a wonderful experience and the amenities and staff were great! Will 100% recommend the on site restaurants dinner menus (PRIME RIB!!). The 24 hr pool and hot tub access were also a nice touch. Allowed us to enjoy water activities during the day, and some cooler experiences in the evening away from the sun!
Top Guest favourite
Home in Miami
5 out of 5 average rating, 16 reviews

Escape 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
Home in Key Largo
5 out of 5 average rating, 4 reviews

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

OliviaRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Cutler Bay
5 out of 5 average rating, 6 reviews

4BR Home with Pool, Playground & Boat/RV Parking

OmarRating, 5 stars2 weeks ago
From the moment we arrived, we felt right at home. Holly went above and beyond to make sure we had everything we needed to feel comfortable and cared for. Her kindness and understanding truly made a difference in our stay. The house itself was beautiful clean, cozy, and filled with thoughtful amenities that made it feel like a true home away from home. We loved it so much, we didn’t want to leave! Highly recommend this place to anyone looking for a relaxing and welcoming getaway specifically if you have little ones 😁
Houseboat in Key West
4.74 out of 5 average rating, 190 reviews

Deluxe Bungalow

BradleyRating, 5 stars1 day ago
Aqua lodges were exactly as described and just what we needed. The value was great and we had a blast staying there. Marina restaurant was really good too.

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