The Best Vacation Rentals with Private Pools Across the U.S.

The Evolve Team
The Evolve Team
August 24, 2023

Vacation rentals with a private pool offer an escape worthy of daydreams. They invite you to cool off, bask in the sun, and spend golden hour al fresco — sipping a bevvy and enjoying your getaway to the fullest.

From desert backdrops to indoor oases ready for every season, we’ve rounded up our most-loved vacation rentals with private pools. So, bring your biggest shades, your favorite swimsuit, and a splash of fun. Let’s dive in.

Narrow your search to see the perfect rentals for poolside bliss on evolve.com. Filter by location, size, price, and even property type (so you can find your just-right home).

In This Article:
Desert Oasis Overlooking the Arizona Mountains
A Private Pool & Spa Near the Las Vegas Strip
Waterfront Vacation Rental with a Private Pool in the Ozarks
Oceanview Rental with Private Pool & Hawaii Palms
Retro Rental with a Heated Pool in Palm Springs
Lavish Lake Chelan Escape with Panoramic Views
Family Vacation Rental with a Private Pool in Nashville
Gorgeous Miramar Villa with a Lakeside Pool
Luxurious Michigan Getaway Right on the Water
Former Virginia Winery with Pool & Mountain Views
Private Bed & Breakfast Experience in Naples, NY

Desert Oasis Overlooking the Arizona Mountains

Vacation rental with private pool overlooking the Arizona mountains surrounded by cacti, palm trees, and bushes

When you’re kicking back in this private backyard, you do it with a stunning Arizona vista — McDowell Mountains included. Under the palm fronds, you can soak in the hot tub, dine outdoors, and swim through a pool with its own water fountain. Just 30 minutes from Scottsdale and Tempe, AZ, your recreation and entertainment opportunities are endless.

Craving more desert views? This Arizona vacation rental with an infinity pool was featured in Phoenix Home & Garden’s magazine for its eye-catching design.

A Private Pool & Spa Near the Las Vegas Strip

Large outdoor pool and hot tub located in the backyard of a vacation rental property, surrounded by palm trees and flowering bushes.

The lush, tropical backyard of this Las Vegas, NV rental transports you to a private paradise between the Strip and Red Rock Canyon National Conservation Area. Whether you choose to hike through the canyons or the casinos, you’ll always return home to jump into the private, sparkling pool and unwind in the rejuvenating waters of the spa.

If you prefer the Strip over the canyons, this Las Vegas vacation rental with a private pool gets you even closer to the city’s urban attractions.

Waterfront Vacation Rental with a Private Pool in the Ozarks

Large deck with an outdoor pool overlooks the Lake of the Ozarks

Located right on the Lake of the Ozarks, this five-bedroom home invites you to lounge poolside, unwind on the deck, and enjoy dinner with million-dollar main channel views. And we mean it: the pool directly overlooks the water with surrounding trees for ultimate privacy. Just be sure to plan your trip accordingly, because this seasonal pool isn’t open in colder months.

Looking for another Ozark oasis? This Branson, MO vacation rental turns your trip up a notch with a heated indoor pool and an indoor sports court.

Oceanview Rental with Private Pool & Hawaii Palms

Private deck and pool overlooking Keauhou Bay, surrounded by palm trees and tropical plans

When it comes to oceanfront vacation rentals with private pool spaces, the Hawaiian islands are a great place to start. And this four-bedroom Kailua-Kona escape brings a lot to the table: open, contemporary design, floor-to-ceiling windows overlooking Keauhou Bay, and a pool paradise with its own private deck. When the saltwater calls, kayaking and fishing await within walking distance.

You’re going to want to see this backyard paradise in Kailua, HI. Spend your days relaxing in the private pool, lounging in the hammock, or kayaking in nearby Kailua Bay.

Retro Rental with a Heated Pool in Palm Springs

Mid-century modern home sits next to a bright outdoor pool surrounded by palm trees

This mid-century home in Palm Springs, CA invites you to sip your favorite drink by the heated pool while splashes of color and vintage decor take you back to the city’s early days. After basking in the sun with the Tahquitz Creek Golf Course as your backdrop, head downtown to experience the art, food, and culture this destination is famous for.

In this modern Palm Springs oasis, you get to stay even closer to the heart of downtown and soak in mountain views from the pool deck.

Lavish Lake Chelan Escape with Panoramic Views

Luxury modern home with a patio and pool surrounded by patio furniture and views of the Cascade Mountains

With Lake Chelan landscapes available indoors and out, this modern home in Manson, WA will “wow” you at every turn. Take a dip in the pool overlooking the Cascade Mountains, and cook a gourmet dinner in the beautifully appointed kitchen. When you’re ready to venture off-property, multiple golf courses and local wineries are at your fingertips!

Looking for an all-season getaway in Washington state? This Liberty Lake home has an indoor pool, a private hot tub, and direct beach access.

Family Vacation Rental with a Private Pool in Nashville

Vacation rental with private pool and patio, an outdoor grill, and beach chairs

Complete with a billiards table, furnished poolside patio, and modern kitchen, this Nashville home rental is packed with fun less than five miles from the heart of Broadway. Corral your friends and family for a dip in the seasonal pool (closed from October 1st to June 1st), play a game of pickup basketball, or head out for the sights and sounds of Music Row. As a bonus adventure, the Shelby Bottoms Nature Center is right in the neighborhood.

With so many vacation rentals to choose from, why not start with the best of the best? Our best places to stay winners offer incredible experiences all over the country.

Gorgeous Miramar Villa with a Lakeside Pool

Villa with private patio and pool looking out over a lakefront, surrounded by palm trees and decorated with string lights

Get your getaway on Florida’s bustling southern coast. Decked out with sparkling string lights, this Miramar, FL vacation home has a private pool on the lakefront. You can gather around the firepit, cook at the grill, and lounge by the record player inside. Take your time before heading out to Miami or Fort Lauderdale just 30 minutes away.

On the other side of the panhandle, this private vacation rental in Bonita Springs, FL boasts a saltwater pool, screened-in lanai, and outdoor dining area.

Luxurious Michigan Getaway Right on the Water

Large indoor pool in a vacation rental near Union Pier, MI. The open layout with windows allows a lot of light to fill up the fun space.

Just a few steps from the shores of Lake Michigan, this private vacation rental in Union Pier, MI takes your escape up a few notches. You can swim through the heated indoor pool, play a game on the private tennis court, unwind in the sauna, and enjoy private beach access all from the comfort of home. Then, head out to enjoy the scenery of Warren Dunes State Park or the sips of St. Julian Winery.

Looking for a different lakeside escape? This Syracuse, IN home has five bedrooms, on-site Lake Wawasee access, and its own heated, outdoor pool.

Former Virginia Winery with Pool & Mountain Views

Large deck and outdoor pool overlooks the Virginia mountains at sunset

This eight-bedroom villa in Berryville, VA is nestled on the peaceful property of a former vineyard. Bring the whole gang to enjoy mountain views from the massive deck, swing and climb on the children’s playset, picnic on the sprawling lawn, and catch the sunset from the pool. And you haven’t even left the home yet! Beyond these acres, you’re surrounded by hiking trails, local breweries, and day trip destinations like Shenandoah National Park.

Not quite ready to book? You can favorite your top vacation rentals to save and reference next time you’re planning the perfect poolside getaway.

Private Bed & Breakfast Experience in Naples, NY

Large deck including a pool, fire pit, grill, and chairs looks out over the panoramic views of Canandaigua Lake and the surrounding hills

Nestled in the hills of Naples, NY, this spacious vacation home sleeps 10 guests who can sit by the fire pit, lounge in the hot tub, swim in the private, heated pool, and take in the panoramic views of Canandaigua Lake. With all of the essentials provided, create your own bed and breakfast experience and surround yourself with nature views from nearly every window.

Rest Easy by Your Own Private Pool

When you book with Evolve, you’ll master your butterfly stroke without a care in the world. All of our vacation rentals with private pools (and without) are backed by our Rest Easy Promise. That means you’ll arrive at a home that’s clean, safe, easy-to-access, and true to everything you saw online — or we’ll make it right.

Ready to venture beyond the water? Check out our top tiny homes, most luxurious stays, and best small towns for even more tantalizing travel.

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