Holiday rentals with a pool in Block Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Block Island rentals with a pool

House rentals with a pool

Top guest favourite
Home in Cutchogue
4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars1 month ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Guest favourite
Home in Middletown
4.96 out of 5 average rating, 69 reviews

Secluded Oasis w/ Heated Pool - 10 mins to Newport

LyndseyRating, 5 stars3 days ago
Beautiful, well decorated and SO clean. The location is ideal- only a few minutes to all the attractions in Newport. The heated pool was amazing since the weather was only in the 70s when we visited. The host was very responsive and helpful. I would definitely stay here again.
Guest favourite
Home in East Hampton
4.88 out of 5 average rating, 110 reviews

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

SteveRating, 5 stars1 month ago
Ashton’s house a very comfortable and extremely clean home. It is spacious, allowed tremendous privacy and met our needs perfectly for an amazing family vacation. Everything was just as explained with no surprises. Great stay and a very accommodating host.
Top guest favourite
Home in Southampton
5 out of 5 average rating, 46 reviews

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

BrianRating, 5 stars1 day ago
The house and gardens are beautiful. We enjoyed the outdoor deck with grill and pool, as well as the outdoor seating at a table with gas heating on it. Inside is wonderful, as well. Well equipped kitchen. Nicholas was very responsive and addressed our needs quickly.
Top guest favourite
Home in Oak Bluffs
4.93 out of 5 average rating, 199 reviews

Spectacular beach & pool combo; beautiful sunsets!

RobynRating, 5 stars1 week ago
Resort vibes with a chef's kitchen and stunning views! ***** Our stay at Larry's house was fantastic! The kitchen was absolutely amazing - spacious, modern, and fully equipped with everything we needed. We enjoyed cooking and gathering there. The real highlight was the outdoor space. The view was breathtaking! The pool and hot tub made it feel like we were staying in a private resort. Michael was helpful and responsive, making everything easy from check in to check out. We would love to come back.
Top guest favourite
Home in East Hampton
4.93 out of 5 average rating, 43 reviews

Sunny, walk to beach, large pool

KrithiRating, 5 stars2 weeks ago
We had a lovely weekend at Rachel's cozy abode! The home was perfect for a few of us working remotely for the week. We were able to enjoy the peaceful backyard & pool and the house was stocked with all the kitchen essentials we needed to cook a few meals at home. The location of the house is also great--we enjoyed the quick drives to nearby beaches and our dinner outings. Rachel was communicative, kind, and responsive. We hope to be back for another getaway in the near future!
Guest favourite
Home in Montville
4.93 out of 5 average rating, 163 reviews

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos

KacieRating, 5 stars2 weeks ago
We had a great time at AJ's place! The space is very spacious and comfortable, everything was clean, and the backyard was PERFECT for our group. Close to casinos and restaurants. Highly recommend for groups and families!
Guest favourite
Home in Cutchogue
4.97 out of 5 average rating, 154 reviews

Secluded Farmhouse - Studio Apartment Style Unit

JosephRating, 5 stars1 week ago
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.

Apartment rentals with a pool

Superhost
Apartment in Norwich
4.84 out of 5 average rating, 151 reviews

Villa Flora @ Norwich Inn & Spa

ChristianRating, 5 stars1 month ago
Our stay was peaceful located in a great place , the home its self was perfect if we come back next year we will book this place again
Guest favourite
Apartment in Falmouth
4.86 out of 5 average rating, 7 reviews

1BR w/ Fireplace & Beach Access | Pool + Hot Tub

RandallRating, 5 stars2 months ago
We stayed off season, but still plenty to do and see. We loved it!
Guest favourite
Apartment in Montauk
4.89 out of 5 average rating, 28 reviews

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

MarielRating, 5 stars5 months ago
Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!
Guest favourite
Apartment in Newport
4.84 out of 5 average rating, 32 reviews

Newport Oceanfront Resorts

ShannonRating, 5 stars9 months ago
Andrew was great to work with. He was very responsive. I would rent from him again. The unit was really nice and in a great location! Beautiful views from the balcony. The furniture was modern and the unit was very private...only 2 units on the floor. *There were 3-5 of us at a time (depending on the night) staying there very comfortably for my daughter's wedding weekend. On the morning of my daughter's wedding, we had the girls getting ready there for a few hours. We had enough room to move around :) I hope to rent there again for a relaxing get away :)
Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 184 reviews

Peaceful Oasis steps from Mohegan Sun

EleanorRating, 5 stars1 day ago
We absolutely loved our stay here. The house was comfortable and clean. The amenities are perfect. It is such a perfect place to stay. Christina was very helpful, kind, personable and always quick to reply. Would definitely recommend staying here.
Top guest favourite
Apartment in Montauk
4.95 out of 5 average rating, 120 reviews

Deluxe Studio Apt@The Montauk Manor

ChristinRating, 5 stars8 months ago
Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!
Superhost
Apartment in Montauk
4.82 out of 5 average rating, 95 reviews

Beautiful Condo on the Ocean Bluffs

AdrianeRating, 5 stars10 months ago
You can not beat this location - quiet private beach right across the street, nice pool and about a 20 minute walk to town or super short car ride. The place is clean, as pictured and John was great to deal with. Will definitely be back!
Guest favourite
Apartment in Norwich
4.88 out of 5 average rating, 235 reviews

The N-V ...The Spa at the Norwich Inn.

CaitlinRating, 5 stars2 months ago
We stayed in town for an event at Mohegan Sun. The flexible check in was helpful as we got in late at night. The place was clean and welcoming.

Home rentals with a private pool

Guest favourite
Bungalow in East Hampton
4.93 out of 5 average rating, 108 reviews

East Hampton Ranch with Access to Clearwater Private Beach

KateRating, 5 stars8 months ago
We had a wonderful stay at Peter's home. It was beautifully decorated, very comfortable and a quick drive to Springs. Access to the private clearwater beach was a plus! Thank you for sharing your beautiful home with us.
Top guest favourite
Home in East Hampton
4.98 out of 5 average rating, 130 reviews

Explore the Water & Woods at a Relaxing Retreat

LaelRating, 5 stars1 month ago
Absolutely beautiful home and wonderful experience!! The host was quick to respond and the amenities were excellent. There was zero lack! Would definitely return for another stay!
Home in Plymouth
New place to stay

New! Coastal Comfort with Stunning Harbor Views

NickRating, 5 stars2 weeks ago
This house was a great place for my traveling crew to stay for a week. Highly recommend!
Guest favourite
Home in East Hampton
4.82 out of 5 average rating, 45 reviews

Enchanting Home with Large Decks and Heated Pool

LynnRating, 5 stars8 months ago
Beautiful home worked perfect for our wedding visit. Loved sitting on the deck! Beautiful landscaping and very private! We were very confortable and able to relax between events and visit. Donna wad very flexible and allowed us to enter early so a dew of our family members could do s little remote eork. I hope to rent here again in the future! As a special surprise we saw the northern lights from the deck one night!!
Guest favourite
Home in Southampton
4.95 out of 5 average rating, 20 reviews

Perfect Getaway at Sunny Modern Shampton Lake House

ScottRating, 5 stars9 months ago
One could not ask for a better hosts than Christina and Phil - they are extremely communitive, proactive and helpful. Their house is beautiful - gourmet kitchen, in-ceiling speakers throughout the house, nice deck, pool and a picturesque location. The master bedroom has access to the back deck and a great shower. We had all three bedrooms full and everyone enjoyed their stay. We did not take advantage of the kitchen, but if we come back to the Hamptons we would stay here for longer and cook some meals. We are art collectors, so definitely appreciated the works Christina & Phil have amassed. The one thing I would bring to the attention of future renters is that you definitely know you are in somebody else's home - this is the first time we have unpacked only to find that every drawer was full, so we had to place stuff on top of the dresser or on the few open shelves in the closet. That said - totally worth it and would definitely recommend this Airbnb. Hope to be back soon!
Home in East Hampton
5 out of 5 average rating, 13 reviews

Saltbox with Separate Poolhouse in Northwest Woods

KatieRating, 5 stars35 months ago
Mike’s place made for the perfect Hamptons vacation. The location was the perfect starting point for day trips to Montauk and the harbors and we enjoyed the short walk to the beach daily… but there really is no need to leave this amazing property. Our family cannot stop raving about the amazing outdoor setup that we took full advantage of every day. Mike was very responsive and provided a detailed guide for the house and excellent recommendations for the area. We would 100% book again when we’re in the area and would recommend this place to anyone looking for an amazing Hamptons experience.

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