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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/97d79f93-4f64-404f-a1e1-104e82c75381.jpg?im_w=720)
Home in Key Largo
4.9 out of 5 average rating, 136 reviewsBlue House Marine in Key Largo
![](https://a0.muscache.com/im/pictures/22451f54-3d41-42db-a7dd-dc9a427cd3d0.jpg?im_w=720)
Home in Cudjoe Key
4.81 out of 5 average rating, 231 reviewsOCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-15248110/original/1d55305d-21bf-45ce-afd5-25b586776ed2.jpeg?im_w=720)
Home in Marathon
4.95 out of 5 average rating, 120 reviewsParadise - Pool, Hot tub, Mini Golf, Dockage, Fish
![](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/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NTM0ODU1NTA%3D/original/737338da-4d90-4b14-a86f-62444b7cb97e.png?im_w=720)
Home in Cutler Bay
5 out of 5 average rating, 133 reviewsExclusive Villa: Pool, Spa, Games, Beach
![](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, 131 reviewsCudjoe Key Home with a View
![](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
Condo rentals with a pool
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Condo in Key Colony Beach
4.92 out of 5 average rating, 201 reviewsOceanfront Breeze, Stunning Views, Beach/Pool
![](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/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 reviewsMarina, Tiki Bar, Pool, Restaurant, Pickleball
![](https://a0.muscache.com/im/pictures/miso/Hosting-49984565/original/e237f4d4-f712-4e42-a3f2-b20a6a85506d.jpeg?im_w=720)
Condo in Tavernier
4.98 out of 5 average rating, 153 reviewsOcean Views at Ocean Pointe
![](https://a0.muscache.com/im/pictures/5895e6ab-0b08-4954-a6d8-80ebbfb5c269.jpg?im_w=720)
Condo in Key Colony Beach
4.92 out of 5 average rating, 119 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
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Condo in Tavernier
4.97 out of 5 average rating, 168 reviewsSerenity In The Sun
![](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
![](https://a0.muscache.com/im/pictures/f5530251-7583-412b-99db-adb6d1fe5825.jpg?im_w=720)
Condo in Key Largo
4.97 out of 5 average rating, 152 reviewsKEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!
Destinations to explore
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