10 Jaw-Dropping Vacation Rental Pools You’ll Never Want To Leave

Looking for a way to cool off on your next vacation? Then you’re in luck, as FlipKey has pulled together a round-up of the 10 most insane private pools around the world. Travelers will fall in love with these jaw-dropping rental homes.

From a stunning infinity pool in Mykonos to a Malibu, California edge pool with unparalleled views, FlipKey wants you to dive head-first into relaxation and luxury.

All properties below are available to rent from FlipKey, where travelers can search, compare, and book hundreds of thousands of properties worldwide, including cabins, beach houses, desert hideaways, and more. Plus, feel confident in your decision with our Payment Protection.

Nafiska Estate | Santorini, Greece

5 Bedrooms, 5 Bathrooms, Sleeps 10

Check out Nafiska Estate on FlipKey!

Land in the private helipad and dive in the estate’s unrivaled pool overlooking Santorini’s famous volcano and sprawling ocean views. With simple yet clean interior design, this secluded Santorini spot will exceed every expectation.

See all Santorini rentals from FlipKey!

Royal Hawaiian Estate | Oahu, Hawaii

6 Bedrooms, 5 Bathrooms, Sleeps 12

Check out the Royal Hawaiian Estate on FlipKey!

Enjoy island life like never before. With an open floor plan and expansive floor-to-ceiling windows, guests soak in oceanfront views of Waimanalo Beach from every angle. Outside, spaces offer flexibility for entertaining including an outdoor bar, barbecue area, terrace, and inviting pool with a built-in slide and lava rock waterfall.

See all Oahu rentals from FlipKey!

Camin Villa | Crete, Greece

4 Bedrooms, 3 Bathrooms, Sleeps 8

Check out Camin Villa on FlipKey!

Blending the amazing view with exquisite architectural design, this rental offers pure relaxation in the embrace of the Cretan nature. The property boasts a rare infinity pool that flows through the home’s interior and can even be accessed via bedroom quarters. The overlooking deck pairs perfectly to offer spectacular views of sea, olive groves and mountains.

See all Crete rentals from FlipKey!

Endless Views Estate | Malibu, California

6 Bedrooms, 7 Bathrooms, Sleeps 13

Check out Endless Views Estate on FlipKey!

This beachfront luxury property is situated on the golden sands of Broad Beach in Malibu. Designed and furnished by the renowned architect, Waldo Fernandez, this breathtaking villa boasts near-endless views of the Pacific, and is the epitome of beachfront living with every ounce of comfort and class awaiting you.

See all Malibu rentals from FlipKey!

Villa Degli Affreschi | Amalfi Coast, Italy

8 Bedrooms, 9 Bathrooms, Sleeps 15

Check out Villa Degli Affreschi on FlipKey!

Built in 1741, Villa degli Affreschi features a lush garden surrounding the property, a pool overlooking Positano and ten lavish bedrooms—plus an in-house chef and a complimentary cooking lesson. Spend a lazy morning in bed before opening the doors to your private terrace for a taste of the salty sea breeze.

See all Amalfi Coast rentals from FlipKey!

Villa Superview Chrysantina | Mykonos, Greece

4 Bedrooms, 6 Bathrooms, Sleeps 8

Check out Villa Superview Chrysantina on FlipKey!

While still a traditional Myconian house, this villa offers a magnificent view of Delos, Rinia and Syros islands, giving travelers a stunning once-in-a-lifetime sunset experience. Situated on the ideal vantage point, travelers can soak in the natural beauty poolside with unparalleled 360-degree views of the island.

See all Mykonos rentals from FlipKey!

Villa Sunyata | Phuket, Thailand

8 Bedrooms, 8 Bathrooms, Sleeps 16

Check out Villa Sunyata on FlipKey!

With tranquil sunsets over the Andaman Sea, travelers will swim to their heart’s content in a sleek infinity pool while enjoying direct access to a private cove. Just a five-minute walk from the heart of the vibrant Kata Beach and boasting the most attentive staff, this home truly leaves guests feeling pampered.

See all Phuket rentals from FlipKey!

Villa Pippa | Seminyak, Bali

3 Bedrooms, 3 Bathrooms, Sleeps 6

Check out Villa Pippa on FlipKey!

Located steps away from some of the best hotspots in Bali, this villa offers modern style mixed with Bali charm. The private swimming pool is surrounded by a garden oasis teeming with greenery and sliding glass doors can be fully opened, so guests can readily access the outdoor living space.

See all Bali rentals from FlipKey!

Malibu House | Malibu, California

4 Bedrooms, 4 Bathrooms, Sleeps 10

Check out the Malibu House on FlipKey!

This sprawling private retreat has luxury engrained in every detail. From an 18th century fountain, chateau look, antique hand plastered walls, imported French fireplaces, and a hidden theater room, this grand residence also features an expansive outdoor space with a 200 bush rose garden and fresh water pool.

See all Malibu rentals from FlipKey!

Finca Miquelet | Majorca, Spain

5 Bedrooms, 5 Bathrooms, Sleeps 10

Check out the Finca Miquelet on FlipKey!

Bask in the beauty of the Balearic Islands. With charming Majorcan accents, this sophisticated hideaway offers an idyllic pool terrace with magnificent landscape and coastline views. With splashes of blue and detailed tiling, the interior rivals the scenic outdoor surroundings.

See all Majorca rentals from FlipKey!


This post was originally published on the TripAdvisor Rentals blog. TripAdvisor is the parent company of FlipKey.