Holiday rentals with a pool in Flanders

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Popular amenities for Flanders rentals with a pool

House rentals with a pool

Superhost
Home in Hampton Bays
4.76 out of 5 average rating, 113 reviews

Private completely fenced in property. Near beach.

RuzinRating, 5 stars3 weeks ago
A fenced-in slice of Hamptons heaven where both dogs and humans roamed free and happy. It’s basically a resort if your resort includes wagging tails, wine within walking distance, and a private mini movie theater for when socializing gets… exhausting. Days were spent by pool , nights were hot tub therapy. 10/10 would trade city stress for this fenced paradise again.
Guest favourite
Home in Patchogue
4.93 out of 5 average rating, 126 reviews

Joyful Beach House, viewing The Great South Bay

DanielRating, 5 stars2 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!
Top Guest favourite
Home in Hampton Bays
5 out of 5 average rating, 75 reviews

Updated Beachhouse w/ Heated Pool & Spa and A/C

KarenRating, 5 stars2 months ago
we had a really great stay at this beautiful house. garden and pool/hot tub are sublime. wonderful location v responsive, helpful, gracious hosts. hope to return
Superhost
Home in Hampton Bays
4.86 out of 5 average rating, 35 reviews

Close to Beach | With Pool | Hampton Bays

HunterRating, 5 stars2 weeks ago
We loved the location and the place was beautiful. Its was nice and clean. Definitely will be booking again
Guest favourite
Home in Westhampton Beach
4.92 out of 5 average rating, 97 reviews

Hamptons Oasis: pool, grill, lush landscape

MariaRating, 5 stars3 weeks ago
Henry was incredibly responsive and accommodating throughout our stay. It was so easy to reach out with questions both before and during our visit—he always replied quickly with helpful information, which made everything seamless and stress-free. The house was great and had everything we needed. We truly enjoyed our time there! It was in a perfect location, and the pool was amazing—definitely one of the highlights of our trip. Highly recommend!
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 favourite
Home in Shirley
4.93 out of 5 average rating, 59 reviews

Beach Getaway w/ Heated Pool & Hot tub

AmyRating, 5 stars2 weeks ago
My husband, our dogs, and I just returned home after spending a month at Sarah's house on Long Island. we truly didn't want to leave, it was so relaxing! The lousy May weather notwithstanding, the property was absolutely perfect for us. Everything was as described and we felt right at home. Sarah was super proactive/responsive. While we were only able to use the pool a couple of times (weather), it was great and the spa was awesome, especially in the evening under the pretty lights in the backyard! There were great spaces to work (hubby didn't have the full month off like I did) and to just chill. The house is located near many conveniences (I'm looking at you, Walmart) to pick up necessities and while we didn't cook for ourselves quite a bit, we were thrilled that unlike at home, the food delivery services were fast, reliable, and everything arrived at the perfect temperature! we can't say enough good things about our stay and will definitely be returning!
Superhost
Home in Hampton Bays
4.9 out of 5 average rating, 30 reviews

Bright Hamptons Getaway ☀️ Pool▪︎ Beach▪︎FamilyFun

CassandraRating, 5 stars1 month ago
we had a quiet girls getaway to celebrate my sister getting married-upon arrival we checked out the entirety of the home…to which we were pleasantly surprised every corner we turned! exquisite home with comfortable, aesthetically pleasing furnishing and so much gorgeous natural light. the outdoor shower was a huge BONUS! heated pool had us outside moving our bodies more than we’d imagined and was such a fun way to spend time together. the living room is so cozy and a great space to have a game-night-in! i could go on and on about each detail but you should simply stay here and enjoy for yourself all this property has to offer!

Condo rentals with a pool

Superhost
Condo in Montauk
4.94 out of 5 average rating, 17 reviews

Second Floor Corner Unit Overlooking the Ocean

LaurenRating, 5 stars1 week ago
The Beach Plumb was lovely! Everything was as advertised. The distance to town and the beach, the spacious layout, and the amenities are among the things that made our stay great
Guest favourite
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 favourite
Condo in Montauk
5 out of 5 average rating, 229 reviews

Montauk Waterfront Condo w/ Sunset Views

RachelRating, 5 stars1 week 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 stars2 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 favourite
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!

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!
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 stars8 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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