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Close to Edgartown Center and Beaches, Bike Paths 2/10 mile from house, Large and Private Deck, Central AC

This lovely 3 bedroom, 2.5 bath home features open concept living, dining, and kitchen areas. The spacious living and dining area opens via glass sliders to a large and private 20 x 40 ft...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$4,200 - $4,700
June 2026
SuMoTuWeThFrSaWeek
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$4,000
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$4,000
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$4,000
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$4,000
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29
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 $4,700
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$4,700
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$4,700
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$4,700
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$4,700
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30
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 $4,700
August 2026
SuMoTuWeThFrSaWeek
 1
$4,700
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3
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$4,900
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$4,900
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$4,900
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$4,700
30
31
 $4,200
September 2026
SuMoTuWeThFrSaWeek
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$4,200
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Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

Ferry Tickets available 7/25-8/1, 8/1-8/8, 8/15-8/22 - please inquire

 

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ROB59

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Property Details
Luxurious Home, Privately Situated in the West Chop Area of Vineyard Haven, Heated Pool, Spa, North Shore Waterviews, Multiple Indoor/Outdoor LIving Spaces. 6 Bedrooms, 5.5 Baths Sleeps 13.

Exceptional Luxury Rental: Elegant 6-Bedroom Estate in West Chop, Vineyard Haven

Experience refined summer living in this stunning six-bedroom, five-and-a-half-bath coastal retreat, ideally located in the prestigious West Chop area...Read more

Location: 
Vineyard Haven
Sleeps: 
13
Bedrooms: 
6
Baths: 
5
Price Range:
$14,000 - $35,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
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 $25,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$25,000
5
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$25,000
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$30,000
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$30,000
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30
31
 $35,000
August 2026
SuMoTuWeThFrSaWeek
 1
$35,000
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$35,000
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$35,000
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$35,000
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$35,000
30
31
 $25,000
September 2026
SuMoTuWeThFrSaWeek
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$25,000
6
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$18,000
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$18,000
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$16,000
27
28
29
30
 $14,000
Clean Fee: 
$2000 per week
Tax: State & Local: 
11.7
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ROBDE

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Property Details
Edgartown, Katama Area, Spacious Luxury with Designer Detailing, Chef's Kitchen, Multiple Living Spaces, 4 Bedrooms, 3.5 Baths

New in 2022 large addition and full renovation to this beautiful Katama home. Located within walking distance of town (1.4 miles) and biking to Katama South Beach (2.1 miles). 

The...Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Sales Tax Exempt for weeks 8/8 & 8/15

 

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ROBER

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Property Details
Cozy, newly updated Vineyard Haven Cottage, 2 Bedrooms, 1 Bath, Sleeps 4. Spacious Deck with Dining Area & Grill

Nestled on the outskirts of Vineyard Haven, this charming cottage is ideal for small families or two couples seeking a serene retreat. Just a leisurely 15-minute stroll from Main St,...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$2,000 - $3,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$2,700
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$2,700
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$2,700
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$3,000
28
29
30
 $3,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,500
5
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$3,500
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$3,500
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25
$3,500
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27
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29
30
31
 $3,500
August 2026
SuMoTuWeThFrSaWeek
 1
$3,500
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3
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$3,500
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$3,500
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$3,500
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$3,500
30
31
 $3,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
$3,000
6
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$2,500
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$2,500
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$2,500
27
28
29
30
 $2,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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ROBIH

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Property Details
Seaview Condo Unit, Gorgeous Water Views, In Town Location, Modern updated Interior!

Note: Seavies Condos is a 3-minute walk from the Steamship Authority dock in Oak Bluffs and two blocks from the Island Queen ferry dock. Perfect location if you cannot or...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,100 - $3,500
June 2026
SuMoTuWeThFrSaWeek
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2
3
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$2,150
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$2,150
14
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$2,550
21
22
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$3,500
28
29
30
 $3,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,800
5
6
7
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$3,900
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$4,600
19
20
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22
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24
25
$4,600
26
27
28
29
30
31
 $5,600
August 2026
SuMoTuWeThFrSaWeek
 1
$5,600
2
3
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5
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$5,600
9
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$5,600
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21
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$5,600
23
24
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27
28
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$3,900
30
31
 $2,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
$2,500
6
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$2,500
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$2,100
20
21
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25
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$2,100
27
28
29
30
 $2,100
Clean Fee: 
$240 per week
Tax: State & Local: 
11.7

5 minute walk from Steamship Authority Oak Bluffs dock to the Seaview Condos.  2 blocks from the Island Queen ferry dock.  

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ROCHA

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Property Details
Bridle Path House, Quiet Lovely Neighborhood, Porch and Deck Areas, Large Yard, Central Location to all 3 Down Island Towns and Beaches

Lovely 3 bedroom 3 bath home sleeps 8, bordered by a large landscaped yard. The exterior features a shady wrap-around porch with rockers, a perfect place to relax, read a book,  and enjoy...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
3
Baths: 
2
Price Range:
$5,100 - $5,100
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
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8
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12
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$5,100
14
15
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$5,900
28
29
30
 $5,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
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$5,900
5
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$5,900
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$5,900
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$5,900
26
27
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29
30
31
 $5,900
August 2026
SuMoTuWeThFrSaWeek
 1
$5,900
2
3
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5
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$6,500
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$6,500
16
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$6,500
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$6,500
30
31
 
September 2026
SuMoTuWeThFrSa
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29
30
 
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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ROGLM

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Property Details
Coastal Contemporary Beach House, Newly updated! Located under a mile from South Beach & 2 miles from Edgartown Center.

Feel the south shore breezes at this great vacation home ideally located in the Katama area. The proximity to both South Beach and Edgartown village center makes this home an ideal choice...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
4
Baths: 
3
Price Range:
$70 - $13,500
June 2026
SuMoTuWeThFrSaWeek
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$10,000
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$10,000
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$12,500
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$12,500
28
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 $13,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
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$13,500
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$13,500
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$13,500
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$13,500
26
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31
 $13,500
August 2026
SuMoTuWeThFrSaWeek
 1
$13,500
2
3
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$13,500
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$13,500
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$13,500
23
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$13,500
30
31
 $13,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
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5
$13,500
6
7
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$10,000
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$10,000
20
21
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$7,000
27
28
29
30
 $7,000
Clean Fee: 
$600
Tax: State & Local: 
11.7

Ferry Tickets Available for Purchae, 7/11 - 7/18, 8/15 - 8/22, & 8/22 - 8/29. Please inquire!

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ROLAJ

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Property Details
Waterfront, Water View, Lagoon Beach

This charming, recently renovated, waterfront home atop the lagoon bluffs, boasts spectacular sunsets and panoramic waterfront views of the Lagoon, outer Vineyard Haven Harbor, and Cape Cod from patios, living...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,000 - $4,600
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,300
7
8
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$4,600
14
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19
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21
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25
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28
29
30
 
July 2026
SuMoTuWeThFrSa
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August 2026
SuMoTuWeThFrSa
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September 2026
SuMoTuWeThFrSaWeek
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$4,500
27
28
29
30
 $4,000
Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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ROS22

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Property Details

Set in the heart of Oak Bluffs and on a quiet residential street, this newly updated tastefully decorated vacation home offers rental guests all the comforts of home inside and out....Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
1
Price Range:
$3,000 - $6,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$4,000
14
15
16
17
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19
20
$4,000
21
22
23
24
25
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27
$4,000
28
29
30
 $5,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
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10
11
$5,000
12
13
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15
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17
18
$5,000
19
20
21
22
23
24
25
$5,000
26
27
28
29
30
31
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$5,500
16
17
18
19
20
21
22
$6,000
23
24
25
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27
28
29
$6,000
30
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
8
9
10
11
12
$4,000
13
14
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18
19
$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
 $3,000
Clean Fee: 
$380 per week
Tax: State & Local: 
11.7
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ROSBE

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Property Details
Deluxe Family & Friends Compound, Heated Pool, 7 bedrooms 5.5 Baths

This exceptional estate is nestled in the prestigious Oyster Pond enclave, located on the outskirts of Edgartown. Set on expansive private grounds, this vacation retreat features 7 bedrooms and 5.5...Read more

Location: 
Edgartown
Sleeps: 
14
Bedrooms: 
7
Baths: 
5
Price Range:
$14,000 - $18,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$15,000
7
8
9
10
11
12
13
$15,000
14
15
16
17
18
19
20
$15,000
21
22
23
24
25
26
27
$15,500
28
29
30
 $20,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$20,000
5
6
7
8
9
10
11
$20,000
12
13
14
15
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17
18
$20,000
19
20
21
22
23
24
25
$20,000
26
27
28
29
30
31
 $24,000
August 2026
SuMoTuWeThFrSaWeek
 1
$24,000
2
3
4
5
6
7
8
$27,500
9
10
11
12
13
14
15
$27,500
16
17
18
19
20
21
22
$24,000
23
24
25
26
27
28
29
$22,500
30
31
 $18,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$18,500
6
7
8
9
10
11
12
$18,500
13
14
15
16
17
18
19
$18,500
20
21
22
23
24
25
26
$18,500
27
28
29
30
 $18,500
Clean Fee: 
$850 per week
Tax: State & Local: 
11.7

Pool is heated to 81 degrees and included in the rent July & August weeks. Off season May to October there is an additional fee for pool heat. Inquire with an agent for details

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