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96 Houses

4

Beautiful 2 bedroom apartment very cozy and comfortable with unlimited parking..

Long Island / Middle Island

Middle Island apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$161

Price per night from

$161

Great rentals within 20 miles that match your search

Distance approx 15.45 km from Middle Island

(3) Excellent 

19

Waterfront Hamptons Beach House w/ Dock, Hot Tub, & Awesome Views, Walk to Beach

Hamptons / Westhampton Beach

Westhampton Beach house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$179

Price per night from

$179

Distance approx 19.1 km from Middle Island

24

NEW! Cozy Fire Island Studio - Steps to the Beach!

Fire Island / Ocean Beach

Ocean Beach studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$115

Responds fast!
avg. 10 minutes

Price per night from

$115

Distance approx 6.5 km from Middle Island Show on Map

51

Frank Lloyd Wright Prairie Style Home on 4 Acres Wild Life Refuge

Long Island / Brookhaven

Brookhaven house

5 15 3 nights min

  • 5 bedrooms
  • sleeps 15
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$496

Responds fast!
avg. 1 hour 46 minutes

Price per night from

$496

Distance approx 7.06 km from Middle Island Show on Map

50

Beach House On The Sand 1m Vineyards Farms 1.5hr NYC The Degan

Long Island / Wading River

Wading River house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$725

Price per night from

$725

Distance approx 13.8 km from Middle Island

25

Beach Bungalow on Dune Road in Westhampton

Hamptons / Westhampton Beach

Westhampton Beach house

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$550

Price per night from

$550

Distance approx 5.47 km from Middle Island Show on Map

25

Rocky Point Home w/ 2 Decks Overlooking the Water!

Long Island / Rocky Point

Rocky Point house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$276

Responds fast!
avg. 17 minutes

Price per night from

$276

Distance approx 17.11 km from Middle Island

(5) Excellent 

22

"Amazing Summer Getaway In East Quogue"

Hamptons / East Quogue

East Quogue house

8 8 2 nights min

  • 8 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly

Price per night from

$1,200

Price per night from

$1,200

Distance approx 16.16 km from Middle Island

(3)  

15

Westhampton Beach Village LONG ISLAND New York

Hamptons / Westhampton Beach

Westhampton Beach house

5 13 3 nights min

  • 5 bedrooms
  • sleeps 13
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$150

Price per night from

$150

Distance approx 13.47 km from Middle Island

34

Waterfront Westhampton House w/Private Pool & Dock

Hamptons / Westhampton Beach

Westhampton Beach house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,002

Responds fast!
avg. 24 minutes

Price per night from

$1,002

Distance approx 17.49 km from Middle Island

(3) Very Good 

30

Luxury Hamptons Quogue Village 4BR Modernist Retre

Hamptons / Quogue

Quogue house

4 8 14 nights min

  • 4 bedrooms
  • sleeps 8
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

Price per night from

$600

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$600

Distance approx 11.24 km from Middle Island

(5) Average 

14

Cozy North Shore Beach House * Wine Country

Long Island / Baiting Hollow

Baiting Hollow house

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Child Friendly

Price per night from

$175

Responds fast!
avg. 27 minutes

Price per night from

$175

Distance approx 19.33 km from Middle Island

(1) Excellent 

29

Cozy Ranch

Hamptons / East Quogue

East Quogue apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 7 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$165

Responds fast!
avg. 1 hour 56 minutes

Price per night from

$165

Distance approx 5.71 km from Middle Island Show on Map

24

NEW 2BR Rocky Point Home W/Hot Tub -Steps to Beach

Long Island / Rocky Point

Rocky Point house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$316

Responds fast!
avg. 17 minutes

Price per night from

$316

Distance approx 6.94 km from Middle Island Show on Map

42

Dorey · Ocean Views Largest Beach House Directly on Beach!

Long Island / Wading River

Wading River house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$726

Price per night from

$726

Distance approx 5.53 km from Middle Island Show on Map

(7) Excellent 

33

waterview house. rocky point. long island.New york

Long Island / Rocky Point

Rocky Point house

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Child Friendly

Price per night from

$251

Price per night from

$251

Distance approx 17.96 km from Middle Island

15

Pristine Southampton Architect Home, Pool & Tennis

Hamptons / East Quogue

East Quogue house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool

Price per night from

$952

Responds fast!
avg. 3 hours 48 minutes

Price per night from

$952

Distance approx 16.16 km from Middle Island

(2)  

21

Vacation complete renovated great for entertainment

Hamptons / Westhampton Beach

Westhampton Beach house

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$451

Responds fast!
avg. 47 minutes

Price per night from

$451

Distance approx 17.8 km from Middle Island

25

Charming Islip Apt - Minutes to Main St & Ferry!

Long Island / Islip

Islip apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$151

Responds fast!
avg. 27 minutes

Price per night from

$151

Distance approx 18.84 km from Middle Island

(2) Excellent 

34

Gorgeous Vintage Farmhouse, Pool/Central Air, Town 4 min Walk, Beach 8 min Drive

Hamptons / East Quogue

East Quogue house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$250

Price per night from

$250

Distance approx 17.8 km from Middle Island

24

Islip Apartment Near Beach And Fire Island Ferry!

Long Island / Islip

Islip apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$150

Responds fast!
avg. 10 minutes

Price per night from

$150

Distance approx 17.8 km from Middle Island

26

NEW! Islip Condo Near Main St & Fire Island Ferry!

Long Island / Islip

Islip apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$165

Responds fast!
avg. 10 minutes

Price per night from

$165

Distance approx 17.21 km from Middle Island

23

Great 2 Bedroom Oceanfront House

Fire Island / Cherry Grove

Cherry Grove house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Ask about children

Price per night from

$402

Price per night from

$402

Distance approx 19.66 km from Middle Island

12

Fire island beach house

Fire Island / Ocean Beach

Ocean Beach house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$788

Price per night from

$788

Distance approx 11.03 km from Middle Island

20

Moriches house- minutes to Hamptons, Riverhead or Jones Beach

Long Island / East Moriches

East Moriches house

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 10 mi
  • Child Friendly
  • Air conditioning

Price per night from

$242

Price per night from

$242

Distance approx 15.76 km from Middle Island

42

Breathtaking 2 Bedroom Westhampton Beach House

Hamptons / Westhampton Beach

Westhampton Beach house

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$1,807

Price per night from

$1,807

Distance approx 16.63 km from Middle Island

35

7 Bedroom West Hampton Home

Hamptons / Westhampton Beach

Westhampton Beach house

7 20 min stay varies

  • 7 bedrooms
  • sleeps 20
  • min stay varies
  • Child Friendly

Price per night from

$2,259

Price per night from

$2,259

Distance approx 16.71 km from Middle Island

43

Luxury Oceanfront Beach House *CALL FOR XMAS & NEW YEAR DEAL*

Hamptons / Westhampton Beach

Westhampton Beach house

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

Price per night from

$1,252

Price per night from

$1,252

Distance approx 16.3 km from Middle Island

18

Spacious 4 BR home..one block from Main St.

Hamptons / Westhampton Beach

Westhampton Beach house

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$500

Price per night from

$500

Distance approx 16.5 km from Middle Island

(5) Excellent 

16

Westhampton Beach--5 Bedroom 3 Bath Home with New Gunite Pool/Spa

Hamptons / Westhampton Beach

Westhampton Beach house

5 10 37 nights min

  • 5 bedrooms
  • sleeps 10
  • 37 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great location!” We stayed here with another couple for a few days. The owners made the rental process very easy. The house is conveniently located near town. We had ample room to cook meals or relax inside or out. Just unpack your bags and enjoy!
…see more

Price per night from

$333

Price per night from

$333

Distance approx 13.85 km from Middle Island

16

Halsey Beach Residence

Hamptons / Remsenburg

Remsenburg house

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$403

Price per night from

$403

Distance approx 5.06 km from Middle Island Show on Map

37

Lovely Farmhouse Getaway with Movie Theatre. Wineries, Hamptons, beaches

Long Island / Shoreham

Shoreham house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$399

Price per night from

$399

Distance approx 17.61 km from Middle Island

(1) Excellent 

32

Luxury Hamptons Vacation Home w/NEW Pool, Tennis Court, Hot Tub

Hamptons / Quogue

Quogue house

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child Friendly

Price per night from

$850

Responds fast!
avg. 2 hours 50 minutes

Price per night from

$850

Distance approx 16.63 km from Middle Island

24

Stately Waterfront 7 Bedroom Home in Westhampton Beach!

Hamptons / Westhampton Beach

Westhampton Beach house

7 20 2 nights min

  • 7 bedrooms
  • sleeps 20
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children

Price per night from

$4,000

Price per night from

$4,000

Distance approx 19.1 km from Middle Island

(1) Excellent 

28

Hamptons Retreat *Pool & Spa*

Hamptons / East Quogue

East Quogue house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$571

Price per night from

$571

Distance approx 15.76 km from Middle Island

42

Breathtaking 2 Bedroom Westhampton Beach House

New York / New York City

New York City house

2 10 min stay varies

  • 2 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Ask about children

Price per night from

$2,003

Price per night from

$2,003

Distance approx 9.69 km from Middle Island

35

Nelly home

Long Island / Mastic Beach

Mastic Beach house

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$300

Price per night from

$300

Distance approx 16.55 km from Middle Island

7

Studio + Your Own Bar & FREE Splish Splash Tickets

Long Island / Brentwood

Brentwood studio

Studio 2 1 night min

  • Studio
  • sleeps 2
  • 1 night min

Price per night from

$99

Price per night from

$99