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Vacation rentals with a pool in Monroe County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Monroe County
Guests agree: these homes with a pool 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 rentals with a pool
House rentals with a pool
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Home in Miami
4.96 out of 5 average rating, 329 reviewsThe Miracle Cottage & Pool on Acre Miami Florida
![](https://a0.muscache.com/im/pictures/d42d9762-b56e-4d2c-82b1-c5e55f0d159d.jpg?im_w=720)
Home in Cudjoe Key
4.97 out of 5 average rating, 129 reviewsCudjoe Key Home with a View
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-53799863/original/94f076aa-ce84-4f12-8e16-f137610fb480.jpeg?im_w=720)
Home in Key Largo
4.97 out of 5 average rating, 113 reviewsTiny Home on Waterfront | Bay Views | Deck | Pool
![](https://a0.muscache.com/im/pictures/bc31fda1-bf9c-4c7b-8cbb-895f4d806087.jpg?im_w=720)
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
![](https://a0.muscache.com/im/pictures/miso/Hosting-766608006475371341/original/1ca2dcd3-47cb-4434-84c4-9dbd0692f0be.jpeg?im_w=720)
Home in Upper Sugarloaf Key
4.89 out of 5 average rating, 54 reviewsBungalows Sugarloaf Beach / Key West - Lighthouse
![](https://a0.muscache.com/im/pictures/miso/Hosting-891911265313583800/original/10f3dbc4-b284-4e06-88da-31b0ad764a45.jpeg?im_w=720)
Home in Key Largo
5 out of 5 average rating, 59 reviewsThe Paradise 2
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Home in Marathon
4.97 out of 5 average rating, 37 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
![](https://a0.muscache.com/im/pictures/miso/Hosting-892688620721708201/original/dd736f46-73a6-41f3-8b61-f696560c2255.jpeg?im_w=720)
Home in Marathon
5 out of 5 average rating, 19 reviewsHorizon
Condo rentals with a pool
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-50793145/original/ea06d233-7105-4350-a93f-6fdb8a34a6dc.jpeg?im_w=720)
Condo in Marathon
4.94 out of 5 average rating, 100 reviewsPrices reduced by 10% for 4th of July week!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MzM3MjU0MDY%3D/original/23571f47-20b5-4857-a0c2-5640d8751110.jpeg?im_w=720)
Condo in Tavernier
4.96 out of 5 average rating, 166 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
![](https://a0.muscache.com/im/pictures/miso/Hosting-49727645/original/cc8f4f92-69b6-417b-9f6d-b862a71ded71.jpeg?im_w=720)
Condo in Tavernier
4.95 out of 5 average rating, 111 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
![](https://a0.muscache.com/im/pictures/9d523899-01fb-4962-bcd9-a99d7933f143.jpg?im_w=720)
Condo in Key Colony Beach
4.81 out of 5 average rating, 110 reviewsBeachside Unit 28 - Private Beach, Pool & Paradise
![](https://a0.muscache.com/im/pictures/miso/Hosting-47797925/original/7f6b142d-c859-4304-a4cf-943a8e3fb9e5.jpeg?im_w=720)
Condo in Tavernier
4.99 out of 5 average rating, 106 reviewsOcean View Corner Penthouse | Ocean Pointe 5416
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Condo in Key Largo
4.97 out of 5 average rating, 152 reviewsKEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!
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Condo in Tavernier
4.98 out of 5 average rating, 151 reviewsOcean Views at Ocean Pointe
![](https://a0.muscache.com/im/pictures/miso/Hosting-38231869/original/7cec27e2-4785-480b-ae8c-08f6dd434fb5.jpeg?im_w=720)
Condo in Key Largo
4.98 out of 5 average rating, 122 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
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