Vacation Rentals with Private Pool in Southampton, Bermuda: Compare 10+ Sites & Save

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18 Best Vacation Rentals with Private Pool in Southampton (Starting from $209)

Cambridge Beaches Resort and Spa
Cambridge Beaches Resort and Spa
Resort
Southampton, Bermuda
5.5k from Southampton center

Accommodations, Pools, Resorts, Spa, 5-star, Lodgings, Beach, Hot tubs, Places to stay

82 Bedrooms28 Guests
8.7

Fabulous

41 reviews

$1627
Average price / night
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Large studio apartment w/ views. Close to beaches
Large studio apartment w/ views. Close to beaches
Apartment
Southampton, SN02, Bermuda
2.1k from Southampton center

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

1 Bedroom2 Guests
10.0

Exceptional

114 reviews

$209
Average price / night
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Scenic Southampton Stay w/ Pool + Views near Lighthouse
Scenic Southampton Stay w/ Pool + Views near Lighthouse
Apartment
Southampton, SN02, Bermuda
2.2k from Southampton center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$720
Average price / night
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Luxurious 4 Bedroom Oceanside house with pool
Luxurious 4 Bedroom Oceanside house with pool
House
Sandys, SB03, Bermuda
2.2k from Southampton center

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

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$1468
Average price / night
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'RIPPLE WATERS' - More for Le$$ Great One Bedroom Pool House
'RIPPLE WATERS' - More for Le$$ Great One Bedroom Pool House
Apartment
Southampton, SN02, Bermuda
2.4k from Southampton center

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

1 Bedroom4 Guests
10.0

Exceptional

6 reviews

$298
Average price / night
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The Pool House 2-bedrm townhouse-10-15 min walk to Horseshoe Bay, golf. Sleeps 6
The Pool House 2-bedrm townhouse-10-15 min walk to Horseshoe Bay, golf. Sleeps 6
House
Southampton, SN03, Bermuda
2.9k from Southampton center

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

2 Bedrooms6 Guests
9.6

Exceptional

14 reviews

$522
Average price / night
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Top Bermuda Views - Luxury Private Home
Top Bermuda Views - Luxury Private Home
House
Southampton, SN03, Bermuda
3.1k from Southampton center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Free Parking, Heater, Internet, Kitchen

5 Bedrooms15 Guests
9.4

Superb

12 reviews

$2063
Average price / night
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Villa at Cedar Brae - Ocean Views & Private Pool
Villa at Cedar Brae - Ocean Views & Private Pool
House
Southampton, SN03, Bermuda
3.3k from Southampton center

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

4 Bedrooms12 Guests
9.8

Exceptional

44 reviews

$1318
Average price / night
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2-bedroom cottage with King beds, Private Pool, Full kitchen and Ocean views
2-bedroom cottage with King beds, Private Pool, Full kitchen and Ocean views
Cottage
Sandys, MA 06, Bermuda
3.5k from Southampton center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Patio

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$341
Average price / night
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Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course
Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course
House
Southampton, Bermuda
3.5k from Southampton center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking

4 Bedrooms10 Guests
10.0

Exceptional

125 reviews

$2166
Average price / night
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This is great for a weekend getaway !! With quick flights from the East Coast
This is great for a weekend getaway !! With quick flights from the East Coast
Cottage
Warwick, WK 04, Bermuda
3.9k from Southampton center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
9.8

Exceptional

16 reviews

$250
Average price / night
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Stylish Cottage with Private Pool & Ocean View!
Stylish Cottage with Private Pool & Ocean View!
Villa
Sandys Parish, MA 02, Bermuda
5.2k from Southampton center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Laundry

1 Bedroom2 Guests
New to Booking
$2815
Average price / night
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Private pool and private beach in this wonderful Warwick beachfront apartment
Private pool and private beach in this wonderful Warwick beachfront apartment
Apartment
Warwick Parish, WK08, Bermuda
5.7k from Southampton center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
New to Booking
$323
Average price / night
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Quaint studio. Close to public transportation, city, railway trail and beaches!
Quaint studio. Close to public transportation, city, railway trail and beaches!
Apartment
Warwick, WK08, Bermuda
5.8k from Southampton center

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

1 Bedroom3 Guests
9.8

Exceptional

39 reviews

$228
Average price / night
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Private Bermuda Retreat Pool, sun, and Island comfort
Private Bermuda Retreat Pool, sun, and Island comfort
House
Warwick, PG 01, Bermuda
6.6k from Southampton center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
New to Booking
$1833
Average price / night
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Entire Private Vacation Villa  3 Bedrooms Pool nr Beach in Bermuda.
Entire Private Vacation Villa 3 Bedrooms Pool nr Beach in Bermuda.
House
Paget, PG06, Bermuda
8.3k from Southampton center

AC, Barbecue, Breakfast Available, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$1019
Average price / night
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Wild Bird, Paget - Pool, Twizy charger, Kitchenette -  non smoking property
Wild Bird, Paget - Pool, Twizy charger, Kitchenette - non smoking property
House
Paget, PG06, Bermuda
8.6k from Southampton center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
9.8

Exceptional

67 reviews

$251
Average price / night
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Cottage Priv. Pool & Tennis Beach 5 min Central
Cottage Priv. Pool & Tennis Beach 5 min Central
Cottage
Paget, DV04, Bermuda
9.7k from Southampton center

AC, Balcony, Barbecue, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
10.0

Exceptional

23 reviews

$356
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 Southampton.

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Southampton Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 18 verified vacation rentals with a private pool in Southampton. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Southampton vary depending on the property size, location, and travel season. Rates typically start from around $209 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 Southampton also welcome pets. Currently, 1 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 Southampton often include additional features such as Private Pool, Pool, and Wellness Facilities. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Southampton 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.