Holiday rentals with a pool in Shelter Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Shelter Island rentals with a pool

House rentals with a pool

Guest favourite

Home in San Diego

5 out of 5 average rating, 97 reviews

3 BR Urban Oasis with Pool and Spa in Great Area

TiffanyRating, 5 stars2 months ago
The overall experience from communication from Kyle, the house, and location were amazing! We could have not found a better house to call home for a week. If we are back in the area again we will be sure to stay here! Thank you, Kyle! It was a pleasure.
Guest favourite

Home in El Cajon

4.97 out of 5 average rating, 113 reviews

Top hills, luxury, Sunset View, 4 BR, Pool/Spa

CamilaRating, 5 stars3 months ago
My group had an amazing time in KC’s home. It was gorgeous and very comfortable accommodations. KC was responsive and helpful whenever I needed to reach him. The kitchen was well equipped and the house in general had luxurious upgrades. The neighborhood was quiet and spacious for California. My group had 4 cars and the driveway fit everyone comfortably. No one was blocking anyone in. The master shower is a dream with two shower heads. The adhesive on the wall to maintain the door in place kept falling due to humidity but we simple just rubbed it back in place a few times a day. The 4th bedroom off the kitchen is smaller than the others and has a sliding door with glass portions so it’s not private. This was the only thing we wished was disclosed prior to staying since we had couples in each room and would’ve preferred everyone have equal privacy. Other than that we would absolutely stay in KC’s home again when visiting the SD area.
Superhost

Home in National City

4.79 out of 5 average rating, 28 reviews

Pool, Hot Tub, 15Min To ZOO SeaWorld Sesame Place

TanyaRating, 5 stars4 days ago
House is great. Very clean and great vibe. We had an amazing time. There isn't much you can walk to, so that was only down side. But house was so comfy that we had no issue staying in. Would definitely recommend and would even go back.
Guest favourite

Home in San Diego

5 out of 5 average rating, 10 reviews

Modern SD Oasis w/ Pool & HotTub

SarangRating, 5 stars2 weeks ago
Linar was a wonderful host who was extremely empathetic to our situation (we had to evacuate due to the LA fires). Linar accommodated to our every need and also offered a discount due to our hardship. Hosts like Linar really make Airbnb stand out and make one realize the greatness in community. The space was homely and a great respite from the chaos of wildfires. 10/10 recommend to stay with Linar.
Superhost

Home in La Mesa

4.72 out of 5 average rating, 43 reviews

Modern 3BR Home w/ Pool & BBQ

Rose MaeRating, 5 stars6 months ago
The girls loved the house and stated they had no complaints, from booking to the arrival and the speedy responses from the host and co-host. 10/10 recommend, will definitely want to book again.
Superhost

Home in Chula Vista

4.92 out of 5 average rating, 142 reviews

Modern Oasis - Pool, Spa, Great Location 5BR/4BA

ElizabethRating, 5 stars3 months ago
Beautiful home. It was a quiet private neighborhood near a lot of great restaurants and shopping centers I do super highly recommend staying here we had a blast and they go above and beyond to satisfy our needs and replied super fast! Thank you and we will for sure reserve in the future
Superhost

Home in El Cajon

4.72 out of 5 average rating, 65 reviews

Palmeras House: Pool + outdoor BBQ

FathimaRating, 5 stars5 months ago
This place is very cozy and comfortable. We feel like home. Very clean and organized. I am highly recommend this place. She even prepared a crib for our infant. Very nice place to stay. Very peaceful place.
Superhost

Home in Chula Vista

4.79 out of 5 average rating, 130 reviews

Family Home w/Pool, Hot Jacuzzi and Park Access

ErinRating, 5 stars3 weeks ago
We had a great stay! We had 10 people and The house has plenty of space. We all loved the hot tub, and the kids loved playing air hockey and the arcade game. We cooked most of our meals and the kitchen was pretty well equipped. We visited the zoo and Mission Beach and it was easy to get to from the Air BNB. Overall it was a fun house to stay at.... much better than a hotel!

Condo rentals with a pool

Guest favourite

Condo in San Diego

4.97 out of 5 average rating, 112 reviews

Bay View Condo in Pacific Beach

ToddRating, 5 stars4 weeks ago
We had a great stay, wonderful views, it was very spacious inside, and walking distance to the ocean, and restaurants/groceries. It was as advertised
Superhost

Condo in San Diego

4.85 out of 5 average rating, 149 reviews

Ocean front condo heart of pacific beach

RosemarieRating, 5 stars1 month ago
Maria was always available when I needed to speak to speak to her. She is a warm and professional person. The place was just beautiful. We had everything we needed and more. Parking was easy. The ocean view was magical.The place was quiet and restful. We are coming back in May for my birthday. I can’t wait to return. It is the ideal spot to vacation. I would recommend anyone to schedule a vacation with Maria.
Superhost

Condo in San Diego

4.78 out of 5 average rating, 214 reviews

Central to Everything San Diego!

AshleyRating, 5 stars2 months ago
We loved our stay here! We would absolutely book again in the future. The apartment itself was nicely kept. The walking distance to Starbucks and food places was great! Only thing to add is the parking space/parking lot is small so if you have a truck you may have to park on the street.
Guest favourite

Condo in San Diego

4.96 out of 5 average rating, 224 reviews

Centrally located n UCSD/ utc-laJolla

HelenRating, 5 stars1 month ago
This was a wonderful home away from home, with everything just as described in the listing. Communication was excellent. Jen provided detailed, easy-to-follow instructions, with photos, on how to find the unit and parking. She also checked in the day after we arrived to make sure we had everything we needed in the unit (we did!). Even though we were there over the Christmas holiday, Jen was available and responsive. We stayed just under a week, cooked almost every day, & found the kitchen well-equipped. The beds—even the little pullout bed—were all very comfortable. The laundry room was nearby and easy to use. It was great to have access to bus lines & be close to a Trader Joe’s, Whole Foods, and Ralph’s. We would definitely come back to this lovely Airbnb.
Superhost

Condo in San Diego

4.86 out of 5 average rating, 173 reviews

One Bedroom Ocean Front Condo!

MariaRating, 5 stars1 month ago
Tina was amazing! We loved our stay. The space had everything we needed or wanted. Thank you Tina!!!
Superhost

Condo in San Diego

4.83 out of 5 average rating, 120 reviews

15% to fire victims- Gated, Great Queen Beds

CarrieRating, 5 stars2 weeks ago
So glad we booked this spot. Karina, Fabian, et al. are by far the most responsive hosts I've ever booked with, always responding to me within minutes. They were incredibly flexible, as I booked at nearly midnight when we were planning to arrive the next day, and they made space for us to have a very early check-in to accommodate young toddlers who needed naps. Me and my friend were getting away from the LA fires as the air quality in our neighborhoods was not safe for little ones, and Karina not only gave us a compassionate discount, she left us pastries and a very touching note on the table as we arrived. While I was a little skeptical of the lack of curb appeal of the place when I first arrived, the apartment itself is adorable (and as pictured) with everything we needed for a cozy stay. The neighbors were friendly, and the neighborhood was quiet, and we felt very safe. It was a quick drive to all the places we wanted to go, and the toys and games kept our kids entertained. Thanks!
Superhost

Condo in San Diego

4.91 out of 5 average rating, 140 reviews

Enchanted Ocean Sunsets

MaanRating, 5 stars1 month ago
Great place, better than the pictures, host is responsive and helpful. Loved the view of the sunset from every spot of the apartment. Will come back again.
Guest favourite

Condo in San Diego

4.96 out of 5 average rating, 158 reviews

Beautifully remodeled 10th floor oceanfront condo

CandyRating, 5 stars4 weeks ago
Our stay was wonderful. You already know from the pictures that the view is amazing, but in person it’s even better. The location was excellent - within walking distance of grocery stores, clothes shops, restaurants, bars, ice cream, coffee shops, etc. The apartment was bigger than it appeared in the pictures. It was very clean and stocked with plenty of pillows, towels, and toilet paper. We were greeted with a delightful plate of fresh fruit. Great place in an excellent location.

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