Hamptons Holiday Rentals
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Bedrooms
Bathrooms
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Suitability
Property type
Distinctive Features
Distance from
5 mi
2,678 rentals in Hamptons.
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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NEW HOUSE,6Bd,5Bth,4200sqft,Private Drive,40ft Pool,Bikes,Games,Toys,GigabitWiFi
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Perfect Family Getaway! Private Beach, Pool, HotTub, Pirate Ship &Trampoline
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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North Fork Escape
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Beach House Amazing Location Still Available for July
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning Hampton Holiday Family Fantasy for your Team
Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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Montauk Waterfront Studio With Breathtaking Sunset View
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Family Home Nestled In The Heart Of Sagaponack
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Completely Renovated House Steps To The Beach In Heart of North Fork Wineries
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Gorgeous private Hamptons house with pool and volleyball court
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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East Hampton Getaway
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Come to the Hamptons and Getaway!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Relaxing Lake Retreat
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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North Fork Escape Just Minutes Away From The Beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Brand New Montauk Home, Winter Sunset View, Walk to Beaches and Restaurants
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Cottage Perfection
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Montauk Mansion With Outdoor Pool
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Entire House in Southampton Village, Heated Pool, 2 Fireplaces, Walk Everywhere
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps
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Ditch Plains Beach Cottage- Walk to Beach
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fairy Tale Guest Cottage in Magic Garden by Pool
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Oceanfront Home In Downtown Montauk!!! Private Ocean Beach Path!!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Five ⭐️ Beach Bungalow, New Jacuzzi, Steps to Water, Tennis Southampton Shores!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Coastal Retreat, Private Beach Access, and Pool Paradise in East Hampton
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hampton's Haven: Family fun!Heated Pool, year round Hot Tub!Game Room;Fast WiFi!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Ocean View Modern Cottage —Walk to Town, Beach Pass Included.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Private Montauk setting; Walk to the beach and town; Large pool; jacuzzi; Kid
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Cozy Sag Harbor Home Minutes from the Beach, Restaurants, Town Shopping
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Sag Harbor Suite by the Beach
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Escape to Sag Harbor
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Luxury Sagaponack Rental
Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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� DUNE ROAD STEPS TO THE OCEAN - 4 BEDROOM HOME ⛱ �
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous Ditch Plains Beach House
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Home W/ Huge Rap Around deck largest Pool on ocean private large dining
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Beautiful Garden with pool & koi fish pond - 2 cottages fully renovated
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Relaxing Lake Montauk Retreat
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Now Available 8/25-31. Have Some Fun & Sun By The Pool or at the Beach!!
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury living meets Hamptons charm in this Award-Winning Carriage House
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Home-spectacular Water View, Sunsets, Gorgeous Pool, Direct Water Access
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Walk to the Village! Charming modern farmhouse.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ocean Views and Newly Renovated Beautiful Montauk Getaway
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Build Well’s Ocean View Home Pool/Beach Access(FAMILIES ONLY)
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Newly renovated Waterfront condo with amazing views, private beach, pool & more
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Perfect fall winter escape, hot tub under the stars, walking distance to beach.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 2,678
Frequently Asked Questions about Hamptons
- Yes, here are some popular holiday rentals in Hamptons that have a pool:
- Charming cottage in the heart of East Hampton village
- Montauk Royal Atlantic Beach Resort
- Beech Tree Cottage
- Yes, here are some popular holiday rentals in Hamptons that have internet access:
- Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to
- Charming cottage in the heart of East Hampton village
- Montauk Royal Atlantic Beach Resort
- The best pet friendly rentals in Hamptons are:
- Charming cottage in the heart of East Hampton village
- NEW HOUSE,6Bd,5Bth,4200sqft,Private Drive,40ft Pool,Bikes,Games,Toys,GigabitWiFi
- Perfect Family Getaway! Private Beach, Pool, HotTub, Pirate Ship &Trampoline
- Some of the most popular kid friendly rentals in Hamptons are:
- Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to
- Charming cottage in the heart of East Hampton village
- Montauk Royal Atlantic Beach Resort
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