Vacation rentals with a pool in Monroe County

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Monroe County rentals with a pool

House rentals with a pool

Guest favorite
Home in Miami
4.96 out of 5 average rating, 185 reviews

Kendall Keys Oasis w/ HEATED Pool Theater & Arcade

RebeccaRating, 5 stars2 weeks ago
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.
Superhost
Home in Key Largo
4.91 out of 5 average rating, 151 reviews

Tiny Home on Waterfront | Bay Views | Deck | Pool

VikranthRating, 5 stars3 weeks ago
Great great getaway place to relax. Right on the waterfront. You can get your boat, Jet ski and enjoy your stay. I loved watching sunrise with my cup of coffee.
Top guest favorite
Home in Marathon
4.99 out of 5 average rating, 138 reviews

Cancellation Deal: 08/02 thru 08/09

ShelleyRating, 5 stars1 week ago
Had a wonderful stay, would recommend to anyone looking for a convenient, beautiful spot in Marathon. Eddie was an excellent host!
Top guest favorite
Home in Cutler Bay
4.97 out of 5 average rating, 132 reviews

King Bed Home by the Bay FAST WI-FI & Coffee

DavidRating, 5 stars4 weeks ago
Beautiful place great neighborhood very friendly people in the area quiet relaxing place just like home awesome place
Guest favorite
Home in Cudjoe Key
4.97 out of 5 average rating, 160 reviews

Cudjoe Key Home with a View

YirenyRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Homestead
4.93 out of 5 average rating, 404 reviews

Private Paradise between Miami & the Keys

ShawnaRating, 5 stars3 weeks ago
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
Guest favorite
Home in Miami
4.92 out of 5 average rating, 135 reviews

2K beds, Fire Pit,spa shwr, otdr ktch by Hwy exit

TraciRating, 5 stars1 day ago
The house was beautiful, our host’s responsiveness was perfect and quick. When the stove top kept cutting off, she purchased and had a new one installed the next day. When she saw the grass was a little high she sent the landscaper over immediately. Her customer service was impressive. I would definitely stay again.
Superhost
Home in Cudjoe Key
4.83 out of 5 average rating, 266 reviews

OCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!

FrankRating, 5 stars6 days ago
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!

Condo rentals with a pool

Superhost
Condo in Miami
4.86 out of 5 average rating, 160 reviews

Chic Studio 5 Icon Brickell Amazing View

NatashaRating, 5 stars1 week ago
The place was beautiful looked even better than the photos, the bed was super comfortable, view was extremely beautiful, only problem was I wish it was more towels I asked for them but nobody ever brought them. Other than that everything was great, also be prepared to pay at least $40-50 a day for parking. Great host he was there right away to help with check in and gave us a better rate for parking which was $40 a day.
Guest favorite
Condo in Miami
4.9 out of 5 average rating, 122 reviews

Stunning 12th Floor Studio in the Heart of Grove

MistyRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay. The unit was clean and easy to navigate. The building was high end with plenty of amenities including a restaurant, spa, fitness center and rooftop jacuzzi/salt water pool overlooking the bay full of sailboats. The cute shops on Main Street were full of life, very walkable. Coconut Grove has a lot to offer we will visit this eclectic oasis again. It was a unique and fun trip.
Guest favorite
Condo in Tavernier
4.9 out of 5 average rating, 289 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

TammyRating, 5 stars1 week ago
Very nice place to stay! Very clean and had everything we needed for our stay!
Guest favorite
Condo in Miami
4.94 out of 5 average rating, 143 reviews

Modern DT Studio | Near Port Miami + Free Parking

MiraRating, 5 stars3 days ago
Host was super helpful and communicative. Apartment was accurately described by the photos. Washer and dryer a huge plus! Convent location and great amenities. Would recommend.
Top guest favorite
Condo in Marathon
4.96 out of 5 average rating, 104 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

PaulRating, 5 stars2 weeks ago
Host was extremely helpful and communicative. Check in was a breeze and all the amenities needed for a pleasurable stay. Bonus outdoor bait freezer!
Guest favorite
Condo in Miami
4.93 out of 5 average rating, 107 reviews

Luxury Miami Studio 3013 View, Pool, Gym Amenities

CalebRating, 5 stars1 week ago
While in my stay in the condominium it was nothing short of the photos on the listing. It was clean, well organized, and to top it all off has a great ocean view and of downtown Miami. Has many walkable locations and restaurants in the area as well. Also has great amenities like a gym, pool, and restaurant in the lobby. Would for sure stay here again and recommend it to others as well.
Superhost
Condo in Miami
4.77 out of 5 average rating, 213 reviews

BEAUTIFUL 2BD ★ OVERLOOKING THE OCEAN ★BRICKELL

KeithRating, 5 stars1 month ago
Great stay! Amazing views from the 38th floor! Definitely would stay here again! :)
Top guest favorite
Condo in Tavernier
4.95 out of 5 average rating, 192 reviews

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba

JasmineRating, 5 stars1 day ago
amazing place! so cute and very central to where we needed to be. so many amenities and the pool is amazing. the only thing I would say is the mattress is hard as a rock, so my husband and I had to sleep on the pull out couch for any rest.

Destinations to explore