12 Best Vacation Rentals With Private Pool 2023

• Perfect for: Cultivating the Aloha Spirit
• Price: $2,909/night
• Size: 6 bedrooms (sleeps 15), 6 full baths
• Features: Wifi, TV, full kitchen, washer & dryer, multi-zone air conditioning, luxury linens, private pool, oceanfront, free access to the Kihei Aquatic Center

When the sun sets on Kihei the sky burns with fire as your Tiki torches come alive around your private swimming pool with beautiful oceanfront views. It’s hard to beat a Hawaiian family vacation, and this wonderful 3,635-square-foot villa will help you create memories that will last a lifetime. With walking trails along the beach, stunning views of the West Maui Mountains, and the unmistakable heart-warming vibe that only Hawaii offers, your family will beg you to come back again and again – Hawaii gets under your skin like that. This is one of the best oceanfront vacation rentals with a private pool you will find.

• Perfect for: Lake lovers
• Price: $1,719/night
• Size: 5 bedrooms (sleeps 18), 6 baths
• Features: Wifi, 75″ TV in the covered patio with fireplace, full kitchen, washer & dryer, infinity pool, lakefront, on-site pontoon rental

This beautiful luxury home sits right on the Colorado arm of Lake LBJ with your own private covered boat dock and lake access. This is the ultimate family vacation for lake lovers. With plenty of room for large groups, a really unique outdoor pool, a kids’ bunk-bed suite, a game room, a generous outdoor space, and a water trampoline – we can say with enthusiasm this is a fantastic play vacation for your family. Oh, and there is an elevator to get to your bedrooms!

• Perfect for: A Coachella vacation
• Price: $1,004/night
• Size: 4 bedrooms (sleeps 10), 3 full baths
• Features: Wifi, full kitchen, fireplace, game room with pool table and foosball table, gas grill, private swimming pool, hot tub

This beautiful Southern California home is waiting to soothe your senses with luxury amenities. A private salt-water pool and spa area, a gorgeous open living room with fireplace and 86″ HDTV, and a kitchen and dining area so filled with light you’ll think angels will come down and prepare gourmet meals for you every day. (we can always hope) And an outdoor patio area set up with a gourmet grill, outdoor dining area, and room for the whole gang to lounge in style. Only 15 minutes from El Paso, the Living Desert Zoo, Empire Polo Club, Indian Wells Tennis Gardens, and the Coachella grounds if you want to go on a luxurious music festival getaway.

• Perfect for: Golf lovers
• Price: $874/night
• Size: 3 bedrooms (sleeps 8), 2 full baths
• Features: Wifi, full kitchen, game room, gas grill, heated pool, hot tub, 7-hole putting green

Fore! The 19th Hole is a beautiful home located in paradise – the most desired north end of Anna Maria Island in Florida. With a stunning private pool surrounded by palm trees with one of seven putting greens right in the center of it, this unique set-up is perfect if you like to play a few rounds right in your own backyard. Sit poolside with a drink from the swim-up bar and chill – just watch out for flying golf balls if your fellow guests get a little crazy with their shots. If you ever do leave your incredibly cool backyard, the Gulf Coast is only a short three-minute walk away for some of the most pristine beaches in Florida.

• Perfect for: Nature lovers
• Price: $740/night
• Size: 3 bedrooms (sleeps 14), 3 full baths
• Features: Bunk-bed room with treehouse fort, game room, theater room, grill, indoor pool, jacuzzi hot tub, fire pit

This lovely luxury farmhouse-inspired home is truly a dream. It has a cozy homey feel filled with Tennessee love. With amazing views of the forest-covered Great Smoky Mountains from each room of the house and an indoor pool area surrounded by forest views, you will fall in love with Tennessee in seconds. Sit around the fire pit as the sun sets through the trees and simply relax with your family in one of the most memorable vacations for nature lovers.

• Perfect for: The ultimate family vacation
• Price: $443/night
• Size: 8 bedrooms (sleeps 18), 6 full baths
• Features: Theater room, grill, indoor pool, game room, fitness center, resort amenities

This fantastic eight-bedroom home will make your entire family smile. With themed bedrooms for the kids (Disney, Star Wars, Frozen, etc..), a cool theater and billiard room for game and movie night, and a beautiful patio with a covered glass-enclosed indoor pool area, the amenities keep piling up. Plus you have access to The Clubhouse at the Windsor Island Resort with a huge outdoor pool with water slides, a lazy river, a kiddie pool, a mini-golf course, cabanas, yard games, and a snack shop. If you are looking for the ultimate Florida family vacation rental with a private pool and luxury resort amenities, this is it.

• Perfect for: Adventure lovers
• Price: $408/night
• Size: 4 bedrooms (sleeps 7), 3 full baths
• Features: Wifi, game room, grill, arcade, tiki hut, private pool, hot tub, kayaks

Experience a different kind of Florida vacation with this rental home on Florida’s “Nature Coast.” With your very own fishing dock or kayak launch pad for boating out into the canal to see dolphins swimming in the bay. There is a good chance you’ll spot turtles, dolphins, manatees, stingrays, jellyfish, and plenty of fish right from your backyard. Blue Pelican Marina and the Hernando Beach Marina are only a short drive away for more serious ocean boating. Of course, you have your own heated private pool to sit in and enjoy sunsets as your daily catch smokes on the grill. Spend the day hiking, kayaking, and swimming at Week Wachee Springs, or head to Pine Island beach for white sand ocean views and swimming, or Sunset Park for a massive inflatable obstacle course floating off the beach – all only a short drive away.

• Perfect for: Family reunions and weddings
• Price: $1,472/night
• Size: 17 bedrooms (sleeps 68), 18 baths
• Features: Game room, theater room, grill, indoor pool, gourmet kitchen, sauna

Have you ever seen a three-story 17-bedroom cabin? Now you have. This amazing chalet with beautiful views of the Great Smoky Mountains near Pigeon Forge is an absolutely wonderful retreat for family reunions, weddings, or families that like to play the ultimate game of hide and seek. With one of the most amazing pools in vacation homes around, you’ll enjoy the waterfall feature and wide open windows with mountain views. You are also in a great location close to all of the wonderful Pigeon Forge attractions like Dollywood, Dolly Parton’s Stampede, Wild Bear Falls Indoor Water Park, The Comedy Barn Theater, and the Titanic Museum.

• Perfect for: A lakefront pet vacation
• Price: $1,450/night
• Size: 4 bedrooms (sleeps 13), 4 baths
• Features: Sauna, game room, theater room, grill, indoor pool, fire pit, boat dock, pet-friendly, private beach, kayaks, paddle board

This beautiful lakefront vacation rental is pet-friendly so bring your furry friend and let them enjoy the private beach on the lake with a wide-open yard. You and your family will love the outdoor swimming pool with lake views, a large cedar sauna overlooking the lake, and your own boat dock for easy access to all the boating fun you can handle. As you sit out on the expansive deck looking out at the lake with a few burgers on the grill, you can’t help but relax and admire what a great spot you have treated your family to.

• Perfect for: A multi-family beach vacation
• Price: $1,253/night
• Size: 5 bedrooms (sleeps 26), 3 full baths
• Features: Huge backyard, game room, grill, outdoor pool, outdoor shower

Located in the beautiful Indian Beach area of Galveston, Texas this luxury beach house is only one minute’s walking distance from those gorgeous Galveston beaches. With room for 26 guests, you can make this one heck of a multi-family getaway. Your own private pool, wide open living room with plenty of seating for movie night, and a bunk-room game room with ping pong, foosball, arcade machines, and three sets of bunk beds (your kids won’t want to leave their room). The whole home is light and bright and very welcoming.

• Perfect for: Complete relaxation and pampering
• Price: $3,944/night
• Size: 6 bedrooms (sleeps 14), 7 baths
• Features: Rainforest showers, Sonos sound system, imported Italian linens, chef’s kitchen, outdoor pool, pickle ball court, bocce ball court, fire pit

When you settle into this luxurious 6,000-square-foot home with 5-star resort amenities you will need someone to pinch you because it feels like a dream. The scenic views of the South Shore of Kauaʻi are some of the most enchanting you’ll ever experience. Words can’t describe the feeling of peace and relaxation you’ll experience as the ocean air whispers through your open bedroom at night. And that gorgeous swimming pool lit up with Tiki torches ablaze and a fire going strong in the fire pit is simply a taste of the divine.

• Perfect for: Those who demand perfection
• Price: $4,786/night
• Size: 7 bedrooms (sleeps 26), 13 baths
• Features: Japanese soaking tub, gourmet kitchen, theater room, swimming pool, lagoon pool, indoor rock garden and waterfall, pickle ball courts, koi pond, wine cellar

Imagine a stay at your own private resort – that’s what you get at this amazing 25-acre 26,345-square-foot estate in Cowan Heights. You’ll enjoy breathtaking panoramic views atop one of the highest hills in North Tustin as you gaze out at the mountains and city lights below. This resort-style home will treat you to superbly manicured grounds with waterfalls, a koi pond, and a lagoon pool hidden in a magical grotto. Find your zen in the Japanese-style soaking tub in the master penthouse suite as you have your lovey-dovey grab a bottle of the finest wine from the wine cellar. The attention to detail in this luxurious home is simply off the charts. If you want the best vacation rental you can possibly find nothing short of renting your own private island will compare.