1. Bermuda
  2. Southampton
  3. Rentals by Owner

Southampton Rentals by Owner

10.0
Exceptional
(154 Reviews)
200 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $228/Night For 7 Nights US $1,596
9.9
Exceptional
(9 Reviews)
748.09 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Apartment
  • Balcony/Terrace
  • Breakfast
  • Kitchen
US $143/Night For 7 Nights US $1,001
9.8
Exceptional
(36 Reviews)
1 Bedroom 1 Bathroom
Ocean View House
  • Private Pool
  • Spa
  • Pool
US $200/Night For 7 Nights US $1,400
10.0
Exceptional
(126 Reviews)
3500 ft² 10 Guests 4 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $2,216/Night For 7 Nights US $15,513
9.1
Exceptional
(76 Reviews)
215.28 ft² 6 Guests 2 Bathrooms
Ocean View Resort
  • Private Beach
  • Oceanfront
  • Hot Tub
US $825/Night For 7 Nights US $5,775
10.0
Exceptional
(115 Reviews)
650 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $240/Night For 7 Nights US $1,682
9.0
Exceptional
(129 Reviews)
425.17 ft² 13 Guests 3 Bathrooms
Ocean View Resort
  • Private Beach
  • Oceanfront
  • Hot Tub
US $1,160/Night For 7 Nights US $8,120
10.0
Exceptional
(85 Reviews)
1200 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $360/Night For 7 Nights US $2,517
10.0
Exceptional
(74 Reviews)
2600 ft² 8 Guests 3 Bedrooms 4 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $1,827/Night For 7 Nights US $12,786
10.0
Exceptional
(41 Reviews)
973 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $392/Night For 7 Nights US $2,743
10.0
Exceptional
(41 Reviews)
7 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $321/Night For 7 Nights US $2,245
10.0
Exceptional
(6 Reviews)
5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Fireplace/Heating
  • Pool
  • Kitchen
US $1,608/Night For 7 Nights US $11,253

Why Choose Rent By Owner for your Southampton vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Southampton

When should you plan your Rentals by Owner stay?

To make the most of your stay here, consider visiting during the shoulder seasons when the weather is pleasant and rental options are more available, allowing you to enjoy the region's charm at a relaxed pace.

Peak Season Highlights

spring
Spring (April to June)

You can experience the region at its most lively and vibrant as the weather warms, making it ideal for enjoying the natural beauty and outdoor activities here.

Average Temperature Daytime: around 75°F to 80°F - Nighttime: approximately 65°F to 70°F
autumn
Fall (September to November)

During these months, you’ll find pleasant weather and fewer tourists, perfect for exploring this destination with a more relaxed atmosphere.

Average Temperature Daytime: roughly 75°F to 78°F - Nighttime: about 65°F to 68°F

Off-Season Highlights

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Winter (December to February)

This period offers cooler temperatures and quieter surroundings, making it suitable if you're seeking tranquility and lower rates on vacation rentals.

Average Temperature Daytime: around 65°F to 70°F - Nighttime: approximately 55°F to 60°F
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Early Spring / Late Fall (March & December)

In these shoulder months, you’ll enjoy less crowded accommodations and the opportunity for serene exploration of the area’s natural scenery.

Average Temperature Daytime: roughly 65°F to 72°F - Nighttime: about 55°F to 62°F

Weekly Weather Forecast for Southampton

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy access to private outdoor patios or decks for relaxing in the sunshine.
  • Take advantage of lush, landscaped gardens that provide a serene setting.
  • Make use of outdoor dining areas perfect for meals under the stars.
  • Swim or lounge by a private pool, ideal for cooling off on warm Bermuda days.
  • Benefit from well-maintained barbecue grills for family cookouts.
  • Relish spacious yards suitable for outdoor activities and games.
  • Explore nearby beaches directly accessible from your rental for oceanfront leisure.
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Family Activities

  • Southampton Beaches: Enjoy a family day at the pristine beaches along the coast, perfect for swimming, sunbathing, and sandcastle building.
  • Bermuda Railway Trail: Explore scenic cycling or walking along this historic trail, offering stunning views and family-friendly outdoor adventures.
  • Southampton Princess Beach Club: Relax with your loved ones at this exclusive beach club, where kids can play safely and parents can unwind by the calm waters.
  • Cooper’s Island Nature Reserve: Discover diverse wildlife and enjoy educational nature walks at this tranquil reserve ideal for active families seeking outdoor exploration.
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Adult Activities

  • Golfing at Port Royal Golf Course: Experience a round of world-class golf on this renowned course, offering stunning ocean views and challenging fairways in the area.
  • Sailing Excursions: Charter a boat or join a sailing tour to explore Bermuda’s pristine waters and hidden coves, providing an unforgettable maritime adventure here.
  • Snorkeling and Diving: Discover vibrant coral reefs and diverse marine life just off the coast, making underwater exploration a must-do activity on the island.
  • Historical Site Tours: Visit key historical landmarks and museums that showcase the rich heritage of the region, deepening your connection to this destination’s unique past.

Other Places to Stay in Southampton

Water Rocks Beach
Gibb's Hill Lighthouse
Fairmont Southampton Golf Club
Sinky Bay Beach

Southampton Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local beaches and water activities: Take advantage of the pristine coastline here by enjoying the region’s renowned beaches and water-based adventures to truly embrace the island vibe.
  • Visit nearby cultural sites and events: Immerse yourself in the area's rich heritage and vibrant community life by exploring local cultural offerings during your stay.
  • Choose a rental in convenient locations: Opt for a rental close to key attractions and transportation to maximize your time and enjoy seamless access around the region.
  • Plan outdoor excursions and nature walks: Discover the natural beauty of this destination through scenic outdoor activities and serene nature walks, making your visit memorable.

Transportation Options

  • Local Bus Services: You can rely on the area’s convenient bus network to easily explore Southampton and its surrounding attractions.
  • Taxis and Rideshare Options: Reliable taxi and rideshare services are available for quick and comfortable transportation throughout this destination.
  • Car Rentals: Renting a vehicle allows you to enjoy the freedom of exploring the region at your own pace, with several rental agencies conveniently located nearby.
  • Ferry Services: For scenic routes and cross-water travel, ferry options provide an enjoyable way to navigate the waters here in Bermuda.

Local Customs Options

  • Greetings and Hospitality: Visitors are often welcomed with warm, friendly gestures that reflect the region's emphasis on community and friendliness.
  • Respect for Nature: Maintaining the pristine environment by refraining from littering and respecting local parks is a valued custom here.
  • Celebrating Local Festivals: Participating in or observing regional festivals offers insight into the area's cultural heritage and community spirit.
  • Traditional Cuisine Appreciation: Enjoying locally prepared dishes and understanding their significance enriches your experience of this destination.

Frequently Asked Questions About Southampton Rentals by Owner

2. How many Vacation Rentals are available in Southampton?

Currently, the total number of properties listed by RBO in 2026 is over 49 in the Southampton area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Vacation Rentals in Southampton. 

3. What is the cancellation policy for a rental by owner in Southampton, Bermuda?

The cancellation policy varies depending on the individual listing. You should review the specific rental's terms listed on the booking platform or contact the owner directly to understand the conditions and any potential fees involved.

4. How do I ensure the rental meets my needs before booking in this area?

You can verify the amenities, property details, and reviews directly on the listing page. If you have specific requirements, reach out to the owner for clarification to ensure the accommodation aligns with your plans.

5. Are there any additional fees associated with renting directly from an owner here?

Additional fees such as cleaning charges or service fees may be included in the listing details. Always check the complete price breakdown on the booking site or consult with the owner for clarification prior to confirming your reservation.

6. What should I know about checking in and checking out at a rental by owner in this destination?

Check-in and check-out procedures are typically specified in the listing. Contact the owner for detailed instructions or if you need special arrangements to ensure a smooth arrival and departure experience.

7. Is it safe to book a rental by owner in this region through the Rent By Owner platform?

Rent By Owner employs secure booking protocols and verifies listings to promote safety and trust. However, always review the host’s profile, read previous guest reviews, and communicate directly with the owner to confirm all details before completing your reservation.

More Rentals You May Like Near Southampton

10.0
Exceptional
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4 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
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Exceptional
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Exceptional
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  • Fireplace/Heating
  • Kitchen
  • Parking
US $748/Night For 7 Nights US $5,237
9.8
Exceptional
(175 Reviews)
2100 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $1,083/Night For 7 Nights US $7,583
9.8
Exceptional
(141 Reviews)
570 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $327/Night For 7 Nights US $2,289
9.8
Exceptional
(44 Reviews)
12 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $1,318/Night For 7 Nights US $9,229
9.8
Exceptional
(18 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $285/Night For 7 Nights US $1,997
9.8
Exceptional
(17 Reviews)
450 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Fireplace/Heating
  • Ocean View
  • View
US $231/Night For 7 Nights US $1,616
9.6
Exceptional
(49 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $239/Night For 7 Nights US $1,676
9.6
Exceptional
(15 Reviews)
1800 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $523/Night For 7 Nights US $3,658
9.4
Exceptional
(25 Reviews)
1333 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $611/Night For 7 Nights US $4,279
9.4
Exceptional
(14 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $268/Night For 7 Nights US $1,878