
Vacation rentals with a pool in City of Winchester
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in City of Winchester
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for City of Winchester rentals with a pool
House rentals with a pool

Luxury 2 bdr lodge, dog friendly,close to Mudeford

Coastal, New Forest 3 Bed Home Facilities Included

Starfish Lodge Discounted ferry sailings available

Pet friendly 2 bed holiday home

Hoburne Holiday Park Home by the beach in Dorset

Rosie’s Isle of Wight Caravan - Whitecliff Bay

Sapphire @ Oakdene Forest Park

Eden Cottage, your home away
Condo rentals with a pool

Beautiful 3-bed flat by the sea with use of pool

Holiday apartment own heated indoor pool & sauna

Luxury Penthouse: Spacious & Stylish

Luxury 2 Bedroom Apartment - New Forest

Balcony On The Bay - FREE Car Ferry 3+ nights

Bournemouth Seafront, Summer Timeshare apartment

2-BR Penthouse Apt. close to Beach with Pool*.

The Palms, Apartment 19
Quick stats about vacation rentals with a pool in City of Winchester
Total rentals
30 properties
Nightly prices starting at
$30 USD before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- New Forest national park
- Bournemouth Beach
- Kimmeridge Bay
- Paultons Park Home of Peppa Pig World
- Oxford University
- Boscombe Beach
- Goodwood Motor Circuit
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Southbourne Beach
- Twickenham Stadium
- Chessington World of Adventures Resort
- West Wittering Beach
- Thorpe Park Resort
- Arundel Castle
- Highclere Castle
- RHS Garden Wisley
- Goodwood Racecourse
- Winchester Cathedral
- The Tank Museum
- Marwell Zoo
- Worthing Pier
- Highcliffe Beach
- Things to do City of Winchester
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