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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) Sip of Sunshine: Fabulous Heated Pool, AC, 1/2 Mile to Beach

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

3) Breathtaking Oceanfront Home with Heated Pool

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

5) waterfront-extended families-beach pass-kayaks & bikes

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

7) Katama - Walk to town with a pool!

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

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

10) 5 Min to Nauset! Beautiful Orleans getaway with heated pool!

About Jennie Sparrow

About Jennie Sparrow: A true Cape Codder, born and raised, I am thrilled to call Cape Cod my home. I have been with WeNeedaVacation since 2017 and am grateful that my position at WeNeedaVacation has offered me the opportunity to combine my love for the area with my passion for marketing. My favorite pastime is driving onto Nauset's outer beach with my family where I'm happiest feeling the sun on my face and the sand between my toes!