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Incredible Vacation Rental Homes with Pools

Jennie Sparrow | Updated 4/24/2025

Looking for the ultimate summer getaway? Discover vacation rentals with pools across Cape Cod, Martha’s Vineyard, and Nantucket that blend luxury, privacy, and unbeatable coastal charm. Whether you're planning a family vacation, a romantic escape, or a group retreat, these Cape Cod vacation rentals offer the perfect blend of convenience and relaxation. Imagine spending your days exploring charming villages and beaches, then returning to your private pool for a refreshing dip. From Falmouth to Provincetown, many homes feature heated pools, spacious outdoor patios, and proximity to the Cape’s best attractions.

On the islands, Martha’s Vineyard vacation rentals and Nantucket vacation rentals with pools offer a luxurious way to unwind after beach days and bike rides. These private homes combine island charm with upscale amenities like heated pools and serene outdoor spaces. Whether you're after a modern beach house or a classic island retreat, you'll find the perfect spot to relax in style and comfort.

1) Heated Pool, Central AC, King Beds, Rail Trail

2) Breathtaking Oceanfront Home with Heated Pool

3) Pool Villa on the 13th Hole of the New Seabury Golf Course

4) ''Sow's Ear'' Historic charm meets modern luxury

5) Katama - Walk to town with a pool!

6) Incredible Home with Pool and Hot Tub Walk to Beach

7) Private 5 BR mini-estate for your family's dream vacation

8) Edgartown Oasis: Main & Guest House with Heated Pool Retreat

9) Pet-Friendly Truro Home with Heated Pool, Close to Beach

About Jennie Sparrow

About Jennie Sparrow: Born and raised on Cape Cod, I'm grateful to call this beautiful place home. Since joining WeNeedaVacation in 2017, I've had the privilege of blending my passion for marketing with my deep love for the Cape & Islands. When I'm not working, you'll usually find me happiest out on Nauset's outer beach with my family—soaking up the sun and sand.