Vacation rentals with a pool in Cheltenham

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Top-rated rentals with a pool in Cheltenham

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

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Guest favourite

Home in Mount Martha

4.97 out of 5 average rating, 105 reviews

DejaView-ExquisiteView,Heated Pool,Lift,Stay3Pay2*

MAY-Book2 get 1 FREE night* -6 KING beds or 12+SINGLES or a mix! 6 Bedrooms /5 bathrooms- Seen on TV, luxurious “Deja View Mount Martha" directly faces the bay boasting world class waterfront bay/city views that the others envy! We have a HOME LIFT elevator, BBQ, gas log fireplace, a warm GAS HEATED pool & double garage. Enjoy seamless indoor & outdoor living! So close to the bay you can hear boats humm past, smell sea air, gaze at waves, enjoy dolphins frolic! Insta worthy sundet /heated pool

Oct. 26 – Nov. 2

$1,588 CAD per night

Guest favourite

Apartment in Elwood

4.97 out of 5 average rating, 105 reviews

Studio Moroc: Elwood Beachside Retreat w/ Lap Pool

Be welcomed into a beautiful Frida Kahlo style garden at the rear of our home in the most popular bayside area Elwood. Mins walk from the beach, foreshore paths ,cafes,restaurants, public transport & St.Kilda botanical gardens. This stunning Studio/villa provides nurturing elements adored by guests for it's retreat style environment. Suited for PEACE & PRIVACY by couples with or without a child, business or solo travellers. Guests are welcomed with supplies to help settle in, relax & unwind.

Dec. 3 – 10

$186 CAD per night

Guest favourite

Tiny homes in Camberwell

4.91 out of 5 average rating, 190 reviews

Loggia in Leafy Camberwell

The Loggia - a standalone bungalow with ONE bedroom, Queen-sized bed; en-suite bathroom; Kitchen/Living room, large flat-screen TV. Private access via driveway. Walking distance to Train / Tram. Approximately 30 mins to MCG / CBD via Train. About an hour via Tram as stops every few blocks. Safe parking on quiet leafy street. Great Cafes/Restaurants within easy walking distance. Booking includes provision of initial breakfast supplies, shampoo/conditioner; hairdryer; iron/board, etc.

Sep. 22 – 29

$117 CAD per night

Guest favourite

Guesthouse in Williamstown

4.97 out of 5 average rating, 110 reviews

Studio 17 in the Heart of Williamstown.

Enjoy our quiet, light-filled studio located a 5-minute walk to Williamstown beach, gardens, shops and fantastic Williamstown cafes and restaurants. Fully self-contained, private & secure, 6-star energy efficient Studio, at the rear of our family home, with Air Con & Heating. Large mezzanine bedroom with a super king size bed. Downstairs contains bathroom, spacious lounge with TV, Chromecast, WiFi and well-equipped kitchen. NB: Max Two (2) Guests only / Visitors by Agreement with Hosts.

May 19 – 26

$157 CAD per night

Guest favourite

Guest suite in Mount Martha

4.93 out of 5 average rating, 252 reviews

Gorgeous studio with outdoor movie night and pool.

As you enter the ivy-covered Balinese gates, be prepared to be transported into another world! Also be prepared to walk the steps to the top. The view from the studio comes at a price and if you are prepared to walk the steps.... there's enormous gain when you reach the top. We have created a little tribute to our favorite places - Indonesia, Morocco, Spain and Mexico. If you are after a 5-star hotel stay - we don't recommend our property - Come for the Uku Lala experience & movie night.

Sep. 27 – Oct. 4

$246 CAD per night

Guest favourite

Home in Olinda

4.96 out of 5 average rating, 277 reviews

Billabong Falls

Billabong Falls once home to International award winning landscape designer Phillip Johnson is now open as a luxurious bed and breakfast in the heart of the Dandenong Ranges. Stay amongst the majestic Mountain Ash and lush natural bushland in the stunning Yarra Valley. Escape to peace, quiet and reconnect with nature, listen to tumbling waterfalls, swim in the natural billabong or just sit and drink in the surrounds and expansive views. The property is fully heated and air-conditioned.

Jun. 17 – 24

$791 CAD per night

Guest favourite

Apartment in South Yarra

4.99 out of 5 average rating, 269 reviews

Amazing South Yarra Executive 1-Bedroom !

Gorgeously decorated apartment located on the doorstep of glamorous Chapel Street/ Toorak Road Boutique cafes, cinema,shopping and nightlife minutes away South Yarra train station only a 5 minute walk State of the Art resort style Facilities Indoor swimming pool Gym steam room and sauna Security patrol 24/7 Airconditioned Private bathroom/laundry Guest Access- time of arrival should be advised in order to get the access fobs and keys Trains, trams and buses are right at your doorstep

Jul. 6 – 13

$157 CAD per night

Guest favourite

Apartment in Port Melbourne

4.99 out of 5 average rating, 227 reviews

Port Melbourne Perfect 2 Bed

Our place is close to Bay St, Beach and CBD. You’ll love the location, the people, and the ambiance. Our place suits couples, solo adventurers, business travellers, and families (with kids). There is a gym for use onsite, as well as a heated pool. The apartment is fully self contained and has everything required for cooking, eating, washing and cleaning. It's heated and air conditioned. We greet our guests with fruit, breakfast goodies, snacks and a bottle of wine (or two).

Jun. 19 – 26

$160 CAD per night

Guest favourite

Guesthouse in Black Rock

4.98 out of 5 average rating, 134 reviews

Black Rock Beach Escape - Pool, Beach, & Village!

A treasure in a fantastic location with great facilities - close to everything! This is an open plan unit with a seperate bathroom and a fully appointed kitchen that faces the pool and outdoor area. Seperated from the main house with private access and just 300m from the lovely Black Rock beach and 500m to black rock village restaurants, bars, and cafes. The coastal bike path provides over 30km's of safe cycling, and beautiful walks along the coastline tracks.

May 24 – 31

$154 CAD per night

Guest favourite

Guest suite in Port Melbourne

4.92 out of 5 average rating, 306 reviews

Port Melbourne Beachsider Princes Pier

The Studio provides a Queen size bed, a bathroom with a shower and toilet, a bar fridge, microwave, kettle with tea and coffee. Guests can appreciate conveniences like a washing machine and dryer, TV, gas fireplace, wifi and use of the shared outdoor pool in the warmer months and free permit parking directly out front. Only 50m to the beach and 250m to the Cruise Terminal. Enjoy the prestige location of Beacon Cove, surrounded by luxury homes and palm trees.

Feb. 17 – 24

$175 CAD per night

Guest favourite

Guesthouse in Mornington

4.99 out of 5 average rating, 100 reviews

Private. Self-contained. Pool. Spa.

Oakstone Estate is a secluded rural 3 acre property situated in the heart of Mornington, 60 minutes drive from Melbourne. Set on a charming, very quiet and private property at the end of a cul-de-sac only 4 mins to Woolworths supermarket and 10 mins from the beach and Mornington Main St. The property has beautiful views of the Balcombe Creek pristine bushland and all of the Mornington Peninsula wineries, natural parks and attractions are at your door step.

Oct. 4 – 11

$410 CAD per night

Guest favourite

Apartment in Mount Eliza

4.98 out of 5 average rating, 178 reviews

Tranquil retreat and apartment in Mount Eliza.

Our place is close to public transport, parks, and art and culture and beaches. You’ll love our place because of the tranquility, the garden, the level of comfort. We try in many ways to live as sustainably as possible. We grow some of our food and have recently added bees to our efforts to pollinate our fruit and vegetables. What the dog doesn't eat and the chickens do not devour goes into the compost centre and back on to the garden.

Oct. 12 – 19

$157 CAD per night