Vacation Rentals with Private Pool in South Beach, MA: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Massachusetts

  5.  Edgartown
  6.  South Beach

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50 Best Vacation Rentals with Private Pool in South Beach (Starting from $319)

Luxury Katama 5BR - Pool, Hot Tub, Bocce & Firepit Steps from South Beach
Luxury Katama 5BR - Pool, Hot Tub, Bocce & Firepit Steps from South Beach
House
Edgartown, MA, 02539, United States
1.6k from South Beach center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

5 Bedrooms10 Guests
10.0

Exceptional

81 reviews

$1284
Average price / night
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Katama Dream House on 1.5 Acres W/ Pool
Katama Dream House on 1.5 Acres W/ Pool
House
Edgartown, MA, 02539, United States
1.8k from South Beach center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$4489
Average price / night
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Lovely Vineyard home w/4 master suites & heated pool - 5 min from the beach!
Lovely Vineyard home w/4 master suites & heated pool - 5 min from the beach!
House
Edgartown, MA, 02539, United States
1.8k from South Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$1331
Average price / night
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5-bedroom house with Pool and hot tub in Edgartown
5-bedroom house with Pool and hot tub in Edgartown
House
Edgartown, MA, 02539, United States
2.0k from South Beach center

AC, Dryer, Heater, Hot Tub, Internet, Laundry, No Smoking, Pool, TV

5 Bedrooms10 Guests
New to Booking
$4539
Average price / night
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Sandpiper Fields Luxury Field Club Home Near South Beach on Martha’s Vineyard
Sandpiper Fields Luxury Field Club Home Near South Beach on Martha’s Vineyard
House
Edgartown, MA, 02539, United States
2.6k from South Beach center

Balcony, Free Parking, Hot Tub, Kitchen, Living Area, Microwave, No Smoking, Patio, Pool

4 Bedrooms10 Guests
New to Booking
$4241
Average price / night
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Katama Luxury - 5+ BR home w/ Heated Pool near the Field Club
Katama Luxury - 5+ BR home w/ Heated Pool near the Field Club
House
Edgartown, MA, 02539, United States
2.6k from South Beach center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

5 Bedrooms14 Guests
10.0

Exceptional

39 reviews

$794
Average price / night
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Katama Retreat with Pool, Hot Tub & Coastal Luxury Near South Beach
Katama Retreat with Pool, Hot Tub & Coastal Luxury Near South Beach
House
Edgartown, MA, 02539, United States
2.6k from South Beach center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

4 Bedrooms7 Guests
10.0

Exceptional

6 reviews

$2364
Average price / night
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Katama-Bike to town and beaches with heated private pool and central air
Katama-Bike to town and beaches with heated private pool and central air
House
Edgartown, MA, 02539, United States
2.6k from South Beach center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

14 reviews

$1413
Average price / night
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Beautiful 4 Bedroom House with Private Pool and Private Beach Access
Beautiful 4 Bedroom House with Private Pool and Private Beach Access
House
Edgartown, MA, 02539, United States
2.6k from South Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
8.6

Fabulous

7 reviews

$1534
Average price / night
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Ideal for extended Families, with Pool, Tennis/Pickleball Court, and Guest House
Ideal for extended Families, with Pool, Tennis/Pickleball Court, and Guest House
House
Edgartown, MA, 02539, United States
3.0k from South Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

11 Bedrooms20 Guests
9.8

Exceptional

26 reviews

$1779
Average price / night
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Renovated Edgartown home with a heated pool and close to town/beach!
Renovated Edgartown home with a heated pool and close to town/beach!
House
Edgartown, MA, 02539, United States
3.1k from South Beach center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
8.6

Fabulous

4 reviews

$1242
Average price / night
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The Edgartown Summer Home
The Edgartown Summer Home
House
Edgartown, MA, 02539, United States
3.2k from South Beach center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$3190
Average price / night
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Luxurious Katama Farmhouse With Pool
Luxurious Katama Farmhouse With Pool
House
Edgartown, MA, 02539, United States
3.3k from South Beach center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$3306
Average price / night
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Large Pool, Over 3 Acres, Incredible Location!
Large Pool, Over 3 Acres, Incredible Location!
House
Edgartown, MA, 02539, United States
3.4k from South Beach center

AC, Arcade, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

5 Bedrooms12 Guests
9.6

Exceptional

4 reviews

$6263
Average price / night
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Great Katama home with pool! Walk to Edgartown and two miles from South Beach!
Great Katama home with pool! Walk to Edgartown and two miles from South Beach!
House
Edgartown, MA, 02539, United States
3.4k from South Beach center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms11 Guests
10.0

Exceptional

10 reviews

$1442
Average price / night
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Luxury Getaway With Pool In Island Grove
Luxury Getaway With Pool In Island Grove
House
Edgartown, MA, 02539, United States
3.5k from South Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

4 Bedrooms12 Guests
New to Booking
$2931
Average price / night
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Completely renovated Edgartown cape with New Pool ~ Sleeps 14
Completely renovated Edgartown cape with New Pool ~ Sleeps 14
House
Edgartown, MA, 02539, United States
3.5k from South Beach center

AC, Arcade, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms14 Guests
10.0

Exceptional

21 reviews

$2836
Average price / night
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NEW Edgartown Luxury Home with Pool / Walk to Downtown Village
NEW Edgartown Luxury Home with Pool / Walk to Downtown Village
House
Edgartown, MA, 02539, United States
3.6k from South Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$4411
Average price / night
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Close to Edgartown Village and Beaches New Custom Dutch Colonial with Pool
Close to Edgartown Village and Beaches New Custom Dutch Colonial with Pool
House
Edgartown, MA, 02539, United States
3.7k from South Beach center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

13 reviews

$3039
Average price / night
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Modern Edgartown Condo Close to Town & Beach and Private Pool
Modern Edgartown Condo Close to Town & Beach and Private Pool
House
Edgartown, MA, 02539, United States
3.7k from South Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

10 reviews

$319
Average price / night
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WALK TO VILLAGE LOCATION, NEW POOL, FAMILY COMPOUND!
WALK TO VILLAGE LOCATION, NEW POOL, FAMILY COMPOUND!
House
Edgartown, MA, 02539, United States
3.7k from South Beach center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms16 Guests
10.0

Exceptional

3 reviews

$3079
Average price / night
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Edgartown Retreat. Walk to Town. Heated Pool! Recently Renovated.
Edgartown Retreat. Walk to Town. Heated Pool! Recently Renovated.
House
Edgartown, MA, 02539, United States
3.8k from South Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

6 Bedrooms15 Guests
10.0

Exceptional

16 reviews

$2920
Average price / night
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Chic In-Town Retreat With Pool
Chic In-Town Retreat With Pool
House
Edgartown, MA, 02539, United States
4.1k from South Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
9.6

Exceptional

12 reviews

$1077
Average price / night
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Modern Farmhouse With Pool In Edgartown Village
Modern Farmhouse With Pool In Edgartown Village
House
Edgartown, MA, 02539, United States
4.3k from South Beach center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
9.6

Exceptional

5 reviews

$1779
Average price / night
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Coastal Contemporary With Guest House & Pool
Coastal Contemporary With Guest House & Pool
House
Edgartown, MA, 02539, United States
4.4k from South Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
9.4

Superb

6 reviews

$1339
Average price / night
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Tranquil  5 BR House, Heated Saltwater Pool Near Downtown Edgartown
Tranquil 5 BR House, Heated Saltwater Pool Near Downtown Edgartown
House
Edgartown, MA, 02539, United States
4.5k from South Beach center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
9.4

Superb

11 reviews

$1334
Average price / night
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Special Spring Rates Edgartown Luxury 6 BR
Special Spring Rates Edgartown Luxury 6 BR
House
Edgartown, MA, 02539, United States
4.6k from South Beach center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms12 Guests
10.0

Exceptional

54 reviews

$2496
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Private Pool in South Beach.

South Beach Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 50 verified vacation rentals with a private pool in South Beach. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in South Beach vary depending on the property size, location, and travel season. Rates typically start from around $319 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in South Beach also welcome pets. Currently, 13 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in South Beach often include additional features such as Pool, Private Pool, and Kitchen. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in South Beach include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.