Vacation rentals with a pool in Caringbah South

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Top-rated rentals with a pool in Caringbah South

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
The open-plan studio features a comfortable seating area with a soft blue sofa adorned with decorative pillows. A round coffee table sits in front, surrounded by a light area rug, while large windows allow natural light to fill the space, drawing attention to the outdoor views.
Guesthouse in Bundeena
4.89 out of 5 average rating, 197 reviews

That Beach Shack - Tranquil Pool & Beach Getaway

Kick back and relax in this calm, stylish space. Capturing the spirit of that classic beach shack, this bright & breezy open plan studio is set at the back of a lush and tranquil block. The studio opens up to a small courtyard with views directly over the in-ground salt water pool and the hundred year old fig tree. There is a second outdoor covered dining area which connects to the outdoor shower room and outdoor private toilet. That Beach Shack suits singles or couples for the perfect getaway.

Top guest favorite
A private balcony offers outdoor dining with a table set for two, accompanied by vibrant views of the water and distant city skyline. Lush greenery frames the scene, while tranquil blue waters reflect the clear sky.
Condo in Mosman
4.98 out of 5 average rating, 190 reviews

Absolute Harbourfront Apartment with Fabulous Panoramic Views

Magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny, idyllic waterfront sanctuary Separate home office All linens and unit professionally cleaned Alfresco balcony perfect for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking: max. car height 1.7 metres Bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Come and chill out – you won't want to leave!

Guest favorite
A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.
Apartment in Vaucluse
4.96 out of 5 average rating, 113 reviews

Stunning 1bdr w/ Amazing View

Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Superhost
A modern kitchen area features a dark stone countertop, with a kettle and decorative plant positioned near a large glass window. Beyond the window, a private pool is visible, surrounded by wooden decking and tropical trees, creating a serene outdoor space.
Tiny home in Seaforth
4.89 out of 5 average rating, 271 reviews

Spa Serenity Cottage with Private Pool & Spa

This is a Granny Flat located at the back of our property, with its own private entrance and complete privacy. The pool, spa, and backyard are exclusively yours, no one else shares these spaces. Just so you’re aware, we live in the main house at the front. While you may occasionally hear us, we’re very quiet and respectful of your space. Please respect the neighbourhood while you are listening to your music and keep the noise down. Your retreat is fully private, we absolutely respect that.

Guest favorite
The outdoor area features a heated swimming pool surrounded by a sun deck with lounge chairs. Umbrellas provide shade, while steps lead from the deck to the house. Panoramic ocean views are visible in the background, enhancing the space's serene atmosphere.
Home in Otford
4.91 out of 5 average rating, 163 reviews

"Seacliff" - Cliff Top Beach House

"Seacliff Otford" is just 60mins from Sydney CBD yet feels a million miles away. The house is on 2 acres, perched on the top of a hill, enjoying panoramic ocean views. Living areas face north enjoying all year sun . The lounge includes a log fire. There is a separate TV room, 4 double bedrooms, 2 bathrooms. The property includes a heated swimming pool (in summer) with large deck, lawned areas and a tennis court. STRICTLY 8 PEOPLE MAXIMUM, NO PARTIES, BUCKS WEEKENDS OR FUNCTIONS.

Top guest favorite
Guesthouse in St Ives
4.99 out of 5 average rating, 126 reviews

Luxury Garden Cottage Retreat - Romantic & Restful

Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

Guest favorite
A modern container house is nestled among lush greenery, featuring wide balconies and large windows that invite natural light. The surrounding landscape includes tropical plants and trees, enhancing the sense of seclusion. A swimming pool is visible at the lower level, surrounded by outdoor seating.
Home in Church Point
4.96 out of 5 average rating, 170 reviews

Palm Pavilion: architectural rainforest retreat

45 minutes from the CBD, Palm Pavilion offers a boutique escape for connecting with loved ones or working in peace. This award-winning, multi-purpose container house is built on the edge of Ku-ring-gai Chase National Park, with a luxury feel and mindful architecture that centers on sustainability, seclusion and tranquility. Offering floor-to-ceiling rainforest views and a full suite of amenities, Palm Pavilion is an oasis for cutting out noise and sharing what matters.

Guest favorite
A serene outdoor space showcases a mix of tiled and grassy areas surrounded by lush greenery. Large glass doors lead into the guest house, while potted plants and flowering shrubs add a touch of nature to the inviting environment.
Guesthouse in Caringbah South
4.81 out of 5 average rating, 157 reviews

Free Standing Guest House, Private Outdoor Area

This guest house is very private. It is free standing and has its own ‘no stair’ side access. Walk straight on in. Best suited to singles, couple’s or young families. The lounge and dining area are spacious & the kitchenette comes with all the basic appliances to prepare meals. Out side is your own laundry, and share fireplace & swimming pool. Cronulla beach is 10 minutes' drive away and Caringbah Shopping Centre and Train Station are just a 10 to 15 minute walk.

Top guest favorite
A clear view of the Granny Flat is presented, featuring a neatly landscaped yard and a welcoming swimming pool. The pool area includes a tiled surround, while palm trees frame the background, contributing to an outdoor space suitable for relaxation.
Guesthouse in Gymea
4.94 out of 5 average rating, 320 reviews

The Granny Flat

The Granny Flat has all the comforts of home including separate bathroom and toilet, kitchen with plates, cups, cutlery etc, a fridge, electric frypan, toaster, coffee machine and kettle. Sit back on the comfy leather lounge and enjoy watching Foxtel on the large screen television. We have a lovely swimming pool which you are welcome to use. It is always pleasant sitting outside the Granny Flat enjoying your early morning cuppa listening to the birds.

Guest favorite
A heated plunge pool is surrounded by natural bushland, offering sweeping views of the sparkling Hawkesbury River. The outdoor deck features a wooden railing and is bordered by lush greenery, creating a private retreat within the serene landscape.
Home in Patonga
4.93 out of 5 average rating, 137 reviews

Stunning Views, Privacy, Heated Pool & Sauna

Escape to Patonga House, a breathtaking sanctuary nestled on 10 acres of pristine bushland. Perched on a hillside adjacent to National Park, this stunning estate offers eagle-eye views over Patonga and the Hawkesbury River, plus includes a heated plunge pool and a panoramic outdoor sauna. The estate has unparalleled privacy yet is just 2 minutes from Patonga Beach & the iconic Boathouse Hotel. Also nearby, Pearl Beach, another coastal paradise.

Guest favorite
A spacious lounge area features a comfortable grey sofa positioned on a light-colored rug. Nearby, a dining table with black chairs and a kitchen area equipped with modern appliances are visible. Natural light floods the room through two skylights, enhancing the open layout.
Guesthouse in Mascot
4.96 out of 5 average rating, 270 reviews

Spacious 1 bedroom guesthouse

Light-filled, spacious, private, beautifully appointed guesthouse with everything you need for your stay. Huge open plan lounge, kitchen, dining. Queen bed. Cot for infants. Beautiful bathroom. Air-conditioning. Private sunny outdoor space with Weber BBQ. Access to pool. 5 mins to Airport. 10 mins to the beach. Free street parking. Suitable for 2 adults and one infant

Guest favorite
The exterior of a modern guest house is displayed, featuring a spacious lawn with neatly trimmed grass. A covered seating area with outdoor cushions is visible, along with tropical plants placed around. Large glass doors lead into the interior, blending nature with design.
Tiny home in Malabar
4.89 out of 5 average rating, 278 reviews

Beach side private house with pool access

In close proximity we have Little Bay beach Malabar beach and rock pool La Perouse Yarra bay Maroubra beach Walking trek to Maroubra beach Walk to Randwick golf course St michaels golf course Nsw golf course The Coast golf course 20mins to City 10 mins Coogee beach 30min Bondi beach Quiet neighbourhood Use of pool and outside cabana Netflix available

Popular amenities for Caringbah South rentals with a pool

Quick stats about vacation rentals with a pool in Caringbah South

  • Total vacation rentals

    Explore 20 vacation rentals in Caringbah South

  • Nightly prices starting at

    Caringbah South vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 1,320 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Caringbah South vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Caringbah South rentals

  • 4.9 Average rating

    Caringbah South stays are highly rated by guests—averaging 4.9 out of 5!