
Holiday rentals with a pool in Isle of Wight
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Top-rated rentals with a pool in Isle of Wight
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Popular amenities for Isle of Wight rentals with a pool
House rentals with a pool

Discounted Ferries with Medina Rise Lodge
Lovely place, awesome view & location. Well equipped with everything you need inside. Very communicative and quickly answered any questions I had. Also made it so easy to book the ferry for us - thank you so much

Stunning Lodge, St Helens IOW. Beach Access & Pool
Really comfortable lodge, very well equipped and in a great location. Spotlessly clean and some nice welcome touches. Clear instructions and a very good description of both lodge and location.

Making Memories-Having Fun 3 Bedroom with Decking
Caron's caravan is well equipped and spotless. It has a homely feel and is nice and cozy come the evening once curtains are pulled. Caron herself was very contactable and quick with her replies. There was a welcome basket for us on arrival and a little something for the grand children. We had the best time.

£72 ferry return on Wightlink available
We had a lovely stay at this lodge, it was a great location for us visiting family and getting around the island. The property had everything we required and a lovely view. Jenny was really helpful and very responsive to any messages from the point of reserving through to the day of our check out. Thank you for letting us stay Jenny and we will be back!

Beautifully renovated caravan near to Cowes
Fantastic caravan and a fantastic host. Exactly as described and well stocked with everything we needed. The park is in a great location with a 5 minute walk down to the bay and the facilities and activities on site were also very good. We thoroughly enjoyed our stay and would definitely recommend.

Stunning Home with Pool - Close to Sandy Beaches
The hosts have really tried to make a lovely, tech-friendly space, with some success. The decor is simple, elegant and welcoming. The TVs and projector all do their thing. Sockets have USBs and Alexa is there to help out in most places with lights and music. The pool is just deep enough and good for a splash. The jacuzzi was lovely. And you get the occasional visit from a Red Squirrel in the garden. Ryde seafront, town and train are all walkable and have enough to feed and entertain.

Willow House is the perfect home from home!
A lovely house with a fantastic pool. Chris was a great host, very helpful. The beds were super comfy and the kids loved that the house had so many hiding places to play hide and seek.

Deluxe Holiday Home
We had a great stay at Crystal’s accommodation. It was as described—clean, well-equipped, and located on a large, well-maintained caravan site. There was plenty to keep the kids entertained, but it was also peaceful and relaxing for the adults. The onsite facilities were easy to access, and the short walk to a beautiful, quiet sandy beach was a real highlight. It’s also just a short drive to many local attractions, making it a perfect base for exploring the area. Crystal was a responsive and helpful host throughout.
Apartment rentals with a pool

Holiday apartment own heated indoor pool & sauna
Awesome location and full length swimming pool with Sauna. Only a 15 min walk into Swanage, beautiful castle only 10 min away and views of the sea. Fantastic full size swimming pool and sauna, our 8 and 10 year old loved it. We weren't able to use the snooker table due to the age of our kids and the lounge is not the most sociable set up for the evenings but the swimming pool made up for it ;-)

Luxury 2 Bedroom Apartment - New Forest
Wonderful, well appointed apartment over 2 floors. Large balcony with a lovely view. We shall definitely return if we can

Balcony On The Bay - FREE Car Ferry 3+ nights
We loved the apartment - it was spotless, spacious, and in the most gorgeous seafront location. Hosts had fab communication too. We love the area and will definitely visit again in the future ☺️

Bournemouth Seafront, Summer Timeshare apartment
We spent 6 days in an excellent accommodation and the facilities in the hotel were great. Our host was very helpful and supportive if we had any questions. We would definitely highly recommend this apartment.

The Palms Apartment 16 with Balcony
Absolutely brilliant please. Great host. Reasonable price!

Bournemouth 2 Bedroom Apartment 22
Laura was a great host! Thanks very much for all your help and very timely communication.

2-BR Penthouse Apt. close to Beach with Pool*.
perfect little staycation! the place is huge, so clean, great pool for the evening when the weather isn't great. walking distance to beach and pubs and then a short drive to Bournemouth. Matt is a great host and would definitely recommend.

Beach Lookout - FREE Car Ferry 3+ nights
Perfect location , and was very clean premise
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- New Forest national park
- Bournemouth Beach
- Kimmeridge Bay
- Paultons Park Home of Peppa Pig World
- Boscombe Beach
- Goodwood Motor Circuit
- Stonehenge
- Southbourne Beach
- West Wittering Beach
- Arundel Castle
- Highclere Castle
- Goodwood Racecourse
- Winchester Cathedral
- The Tank Museum
- Marwell Zoo
- Worthing Pier
- Highcliffe Beach
- Weald & Downland Living Museum
- Blackgang Chine
- Man O'War Beach
- Poole Quay
- Spinnaker Tower
- Hurst Castle
- Palace House