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

Casino Wine Down House

Corwin House

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Breathtaking Sag Harbor 5 bed 6 bath-Heated Pool

Stunning Central E. Hampton Home w/ gunite pool.

Quiet, Upscale Retreat by the Beach with NEW Pool

Southampton Sanctuary with Pool, Perfect Location!

Quintessential Hamptons Home
Condo rentals with a pool

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

Peaceful Oasis steps from Mohegan Sun

The Vacay Villa

Beautiful Waterview Condo on the North Fork of LI

Beachside Waterview 2Br Condo w/ Pool in Greenport

Deluxe Studio Apt@The Montauk Manor

Montauk Oceanfront Condo
Home rentals with a private pool
Enchanting Home with Large Decks and Heated Pool

Explore the Water & Woods at a Relaxing Retreat
East Hampton Ranch with Access to Clearwater Private Beach
Saltbox with Separate Poolhouse in Northwest Woods
Destinations to explore
- The Hamptons Holiday rentals
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- Rentals with outdoor seating Block Island
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- Bed and breakfasts Block Island
- Rentals with pools New Shoreham
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- Beach
- Charlestown Beach
- Southampton Beach
- Brown University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Easton Beach
- Napeague Beach
- Point Judith Country Club
- Ocean Beach Park
- Shinnecock Hills Golf Club
- Oakland Beach
- Roger Williams Park Zoo
- Blue Shutters Beach
- Ninigret Beach
- Amagansett Beach
- Groton Long Point Main Beach
- Sandy Beach
- Second Beach
- Horseneck Beach State Reservation
- Quotonset Beach
- South Shore Beach
- Groton Long Point South Beach
- Fort Adams State Park