San Juan Islands featuring a lake or waterhole, snow and tranquil scenes

San Juan County rentals with pool

We found 36 rentals with pool — enter your dates for availability

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November 2025

20

December 2025

Explore San Juan County rentals with pools

Outdoor dining

Premier Host

Beach house, heated pool, hot tub, private beach, shared dock

Sleeps 14 · 5 bedrooms · 4 bathrooms

View from the deck - looking over Lake Charles and Cody Island

Premier Host

Gramma's 4BR Home, Lake, Wooded, Hot Tub, Swim, Swings, Gated Estate, Gorgeous

Sleeps 10 · 4 bedrooms · 3 bathrooms

Exterior

Premier Host

Secluded & light-filled Pacific NW Waterfront home on SJI with views of Speiden Island

Sleeps 6 · 3 bedrooms · 2 bathrooms

Deck w propane 5 burner grill. 1 filled propane tank provided per stay

Premier Host

Perfect location to relax, unwind, renew and enjoy San Juan Island

Sleeps 7 · 3 bedrooms · 2 bathrooms

Firepit with 2 Adirondack chairs.. This portion of the deck is covered

Premier Host

Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

Sleeps 7 · 3 bedrooms · 2 bathrooms

Top rated rentals with pools - San Juan County

Exterior

Premier Host

San Juan Islands

Beautiful location and property. Fall is a nice time to go.

Timothy W.

Stayed Nov 2024

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Rentals with Pool in San Juan County

Holiday Rental options in San Juan County

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