Cutler Bay rentals with pool

We found 245 rentals with pool — enter your dates for availability

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in Cutler Bay?
Book one of our 245 holiday rentals with a pool and begin organising your Cutler Bay trip. Whether you want to stay in Lakes by the Bay, Perrine, West Perrine or another in-demand area, you'll find the ideal poolside property on Bookabach.
How much does it cost to stay in a holiday rental with a pool in Cutler Bay?
If you'd love to grab a deal on your holiday rental with a pool, our filters can help. After finishing your initial search, fine-tune your results according to your preferences, including location, price and features and amenities. We've got properties in Cutler Bay for all types of budgets, so make the most of our filters to discover the ideal stay.
When is the best time to book a holiday rental with a pool in Cutler Bay?
Our holiday rentals with a pool in Cutler Bay see the greatest influx of bookings in April. Expect average temperatures of between 23ºC and 28ºC if you're visiting this part of Miami then. If availability is limited in April, explore your options in the months before and after.
What holiday rentals with a pool in Cutler Bay have nice views?
Relaxation comes easy at our holiday rentals with a pool in Cutler Bay. Have fun in the water or simply gaze at the views. Filter your search by "Recommended" or "Guest rating" to see exceptional stays where you can soak up the picturesque scenery as your stresses float away.
Are there holiday rentals with a private pool in Cutler Bay?
From belly-flop competitions with the kids to midnight swims under the stars, a holiday rental with a private pool offers plenty of possibilities for relaxation and fun. If you're visiting Cutler Bay, use our "Private pool" filter to look for holiday homes that come with this luxurious extra.
What are the top things to do in Cutler Bay?
It's easy to see why families love Cutler Bay, with top-rated attractions like Dadeland Mall, Zoo Miami and Frost Art Museum to explore. Uncover this destination's best sights together and then return to the comforts of your holiday home rental.
Why should I book my holiday rental with a pool with Bookabach?
Booking a holiday rental with a pool with Bookabach means you'll have the entire place for your exclusive use — your own private space to relax poolside with no interruptions or distractions from other people. What's more, our flexible payment and cancellation policies give you the freedom to alter your plans if you need to.
Rentals with Pool in Cutler Bay
Rentals with Pool in Lakes by the Bay