Vacation rentals with a pool in Flanders

Find and book unique homes with a pool on Airbnb

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Popular amenities for Flanders rentals with a pool

House rentals with a pool

Guest favorite
Home in Patchogue
4.93 out of 5 average rating, 126 reviews

Joyful Beach House, viewing The Great South Bay

DanielRating, 5 stars3 weeks ago
Great host, great house with a bunch of fun things to do walking distance. Would definitely recommend and will 100% be booking again!
Guest favorite
Home in East Quogue
5 out of 5 average rating, 46 reviews

Hamptons Getaway/ Backyard OASIS/Monthly available

ChristianRating, 5 stars1 week ago
Fabian was an amazing host! I’ve never dealt with anybody better on Airbnb in my years of renting. I wish all hosts were like Fabian. hoping to use the house again! Thank you for everything and being the BEST!!
Superhost
Home in Quogue
4.69 out of 5 average rating, 32 reviews

Luxurious Hamptons Beach Heated Pool Wineries

PhilRating, 5 stars5 months ago
Laura’s house was great and exactly as described / depicted. We went in the winter for a quick weekend get away from the city, so didn’t use any outside features, but the living space was very comfortable and the kitchen spacious and modern. We would definitely stay again. Laura was highly communicative and clear leading up to and throughout our stay.
Guest favorite
Home in Shirley
4.93 out of 5 average rating, 60 reviews

Beach Getaway w/ Heated Pool & Hot tub

KristinaRating, 5 stars2 days ago
Sarah is an amazing host - super quick responses to questions, friendly, helpful, it was such a pleasure to stay at her house! The house is more than that - Sarah makes it feel like home! From the countless comfy reading nooks that our teenagers loved and used, to the awesome outdoor space, the pool table & wine cooler and well stocked kitchen all the way to the nice touch of live plants (because let's be honest, at how many AirBnBs have you have live plants before?!). We felt right at home and are definitely planning on coming back! Highly recommend!!
Guest favorite
Home in Hampton Bays
4.89 out of 5 average rating, 104 reviews

Hamptons Escape minutes from Beaches and Nightlife

OscarRating, 5 stars1 week ago
Great house in a quiet neighborhood. Heated pool and the hot tub were the highlights of the trip. Aida is super responsive and friendly
Guest favorite
Home in Southampton
4.93 out of 5 average rating, 30 reviews

Charming Village home in the heart of Southampton

BridgetRating, 5 stars5 months ago
An ideal location in Southampton, Lori’s house is clean, cozy and peaceful; we thoroughly enjoyed spending our New Years there!
Guest favorite
Home in Hampton Bays
5 out of 5 average rating, 20 reviews

Newly renovated/furnished 4 bed/4 bath heated pool

AmandaRating, 5 stars1 week ago
Stayed with my husband and baby. House had everything we needed and more. Very clean. Pool was great with comfortable chairs. He let us check in early which was very helpful with a baby. Thank you so much for a wonderful stay!
Guest favorite
Home in Southampton
4.98 out of 5 average rating, 42 reviews

Renovated Southampton Home+Pool

GhitaRating, 5 stars4 weeks ago
We had a wonderful stay with my family! Everything went smoothly from start to finish. The check-in process was easy and communication was clear and prompt. Anisha and Rob are great host, very friendly and responsive. The space was exactly as described—clean, comfortable, and well-equipped with everything I needed for a relaxing stay. The house is spacious. I really appreciated how well the place was maintained. I would definitely stay here again and highly recommend it to anyone visiting Southampton!

Condo rentals with a pool

Guest favorite
Condo 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!
Top guest favorite
Condo in Montauk
5 out of 5 average rating, 229 reviews

Montauk Waterfront Condo w/ Sunset Views

RachelRating, 5 stars2 weeks ago
We loved Montauk - low key, wild and upmarket at the same time. This apartment was perfect, super quiet yet near everything and loved seeing wild deer from the terrace
Superhost
Condo in Hampton Bays
4.78 out of 5 average rating, 23 reviews

Waterfront Elevated Bungalow - Spectacular Views

SteveRating, 5 stars57 months ago
If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.
Superhost
Condo in Old Saybrook Center
4.89 out of 5 average rating, 74 reviews

Seashore getaway - CT shoreline

RussellRating, 5 stars3 weeks ago
Lisa and I enjoyed our stay at Laurens place. Felt right at home. Very clean, open space. We had the best time and did not want to leave. We will be back for sure.
Superhost
Condo in Bridgehampton
4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

StaceyRating, 5 stars9 months ago
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+
Guest favorite
Condo in Mount Sinai
5 out of 5 average rating, 34 reviews

1856 Trading House close to water

JohnRating, 5 stars5 months ago
Jeff's place has a lot of character and is spacious. The setting is excellent, near the water, with Satterly Landing right down the road. We enjoyed our stay.
Superhost
Condo in North Fork
4.89 out of 5 average rating, 126 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

DebbieRating, 5 stars1 month ago
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!
Guest favorite
Condo in North Fork
4.92 out of 5 average rating, 140 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars4 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.

Home rentals with a private pool

Superhost
Home in East Hampton
4.94 out of 5 average rating, 16 reviews

Walk to Water. Stunning Home with Gorgeous Pool & Grounds.

LarryRating, 5 stars48 months ago
House is well represented. Spacious, very clean, and great location. Good for families or groups of friends.
Guest favorite
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 favorite
Home in East Hampton
4.98 out of 5 average rating, 131 reviews

Explore the Water & Woods at a Relaxing Retreat

DevonRating, 5 stars1 month ago
Jessica’s home was absolutely beautiful! We had an amazing, relaxing weekend and felt right at home :) Jessica is an amazing host - absolutely recommend staying here!!!!
Guest favorite
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 favorite
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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