Southampton Luxury Rental
3500 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
CA $2,985/Night
For 7 Nights CA $20,892
5000 ft²
15 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
CA $2,844/Night
For 7 Nights CA $19,906
2600 ft²
8 Guests
3 Bedrooms
4 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
CA $2,472/Night
For 7 Nights CA $17,307
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Pool
- Kitchen
CA $2,215/Night
For 7 Nights CA $15,505
12 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
CA $1,817/Night
For 7 Nights CA $12,716
425.17 ft²
13 Guests
3 Bathrooms
Ocean View
Resort
- Private Beach
- Oceanfront
- Hot Tub
CA $1,598/Night
For 7 Nights CA $11,188
2100 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
CA $1,493/Night
For 7 Nights CA $10,448
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- View
CA $1,264/Night
For 7 Nights CA $8,850
CA $1,225/Night
For 7 Nights CA $8,573
215.28 ft²
6 Guests
2 Bathrooms
Ocean View
Resort
- Private Beach
- Oceanfront
- Hot Tub
CA $1,137/Night
For 7 Nights CA $7,957
2 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
CA $1,031/Night
For 7 Nights CA $7,216
12917 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Private Pool
- Pool
- Balcony/Terrace
CA $1,012/Night
For 7 Nights CA $7,088
Why Choose Rent By Owner for your Southampton Luxury Rental?
What makes our Luxury Rental special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 Luxury Rental stay?
To make the most of your stay in this stunning destination, consider planning your vacation during the local shoulder seasons when the weather is pleasant, crowds are smaller, and luxury rentals here offer better availability and value, ensuring a truly memorable experience in the region.
Peak Season Highlights
June to August
This is the warmest time of year in the region, ideal for enjoying outdoor activities and water-based pursuits.
Average Temperature Daytime: around 80°F to 85°F - Nighttime: approximately 70°F
December to February
During these months, the area experiences its mild winter climate, attracting visitors seeking a peaceful retreat from colder regions.
Average Temperature Daytime: roughly 65°F to 70°F - Nighttime: about 60°F
Off-Season Highlights
March to May
Springtime offers pleasant weather and fewer crowds, making it a perfect period for exploring the region's natural beauty at a relaxed pace.
Average Temperature Daytime: around 70°F to 75°F - Nighttime: approximately 60°F to 65°F
September to November
Autumn features cooler temperatures and quieter surroundings, providing an ideal setting for a serene getaway.
Average Temperature Daytime: roughly 75°F to 80°F - Nighttime: about 65°F to 70°F
Weekly Weather Forecast for Southampton
How to Book Your Southampton Luxury Rental
What's our booking process?
Our platform allows you to browse a curated selection of luxury rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Southampton
Common Luxury Rental Amenities
What amenities can you expect?
Our Luxury Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
- You can enjoy private outdoor pools that provide a refreshing escape within your vacation rental.
- Many properties feature spacious terraces or patios ideal for outdoor dining and relaxing in the sun.
- Look for lush, landscaped gardens that create a tranquil setting amidst the region’s natural beauty.
- Outdoor lounge areas equipped with comfortable seating are common for socializing while enjoying the surrounding views.
- Some rentals offer direct access to nearby beaches or waterfront areas for easy seaside enjoyment.
- Barbecue grills are frequently available, allowing you to host outdoor cookouts in this scenic destination.
- You might find outdoor showers perfect for rinsing off after a day spent exploring the area’s pristine beaches.
Top Attractions Around Southampton
What attractions are nearby?
In this charming destination, you can enjoy a variety of activities nearby, from exploring pristine beaches to engaging in water sports, all within easy reach of your luxurious accommodation here.
Family Activities
- Southampton Beach Enjoy a family-friendly day at the pristine sands, perfect for sunbathing, building sandcastles, and gentle swims in calm waters.
- Bermuda Aquarium, Museum & Zoo Explore fascinating marine life exhibits, interactive displays, and animal encounters that captivate children and parents alike.
- Southampton Princess Golf Course Introduce the whole family to the game of golf on scenic fairways, suitable for beginners and seasoned players.
- Historic Dockyard Discover maritime history through engaging exhibits, ship tours, and hands-on activities tailored for young explorers and their families.
Adult Activities
- Sailing and Yacht Charters: Experience the thrill of exploring the azure waters on a private sailing or yacht charter, offering unparalleled views of the coastline and a luxurious way to enjoy the sea.
- Golfing at Premier Courses: Play a round at some of the region’s top golf courses, where lush fairways and stunning ocean vistas create an ideal setting for both relaxation and challenge.
- Relaxing Spa Treatments: Indulge in rejuvenating spa experiences designed for ultimate relaxation, often available at high-end resorts that dot this scenic destination.
- Dining at Fine Restaurants: Savor exquisite cuisine at renowned restaurants that showcase local flavors and international culinary artistry, perfect for sophisticated palates.
Other Places to Stay in Southampton
Hidden Beach
Angle Beach
Water Rocks Beach
Middle Beach
Peel Rock Cove
Horseshoe Bay
Gibb's Hill Lighthouse
Fairmont Southampton Golf Club
East Whale Bay
Sinky Bay Beach
Rockaway Ferry
Cedar Hill
Southampton Travel Tips
How Can You Make the Most of Your Stay?
- Discover local dining experiences Immerse yourself in the area’s culinary scene by exploring authentic Bermuda cuisine at nearby eateries to enhance your stay.
- Opt for waterfront properties Choose luxury rentals with stunning water views to fully enjoy the region’s maritime charm and picturesque sunsets.
- Plan outdoor excursions early Take advantage of favorable weather by scheduling island activities early in the day, ensuring a memorable experience in this destination.
- Utilize local transportation options Make your visit more convenient by using available transportation services to explore the region effortlessly while maintaining a relaxed pace.
Transportation Options
- Private Car Services: Enjoy the convenience of private chauffeur services that offer tailored transportation throughout the region, perfect for exploring in style and comfort.
- Public Buses: This reliable public transit option connects key areas within the destination, providing an affordable way to navigate between your luxury rentals and local attractions.
- Rental Vehicles: Renting a car is a flexible choice, giving you the freedom to discover hidden gems and scenic routes at your own pace in this picturesque area.
- Taxis and Ride-Sharing: Easily accessible taxis and ride-sharing services provide quick, convenient transportation options for short trips around here.
Local Customs Options
- Respect for Local Traditions: When visiting here, it is customary to observe and participate in traditional Bermudian customs, especially during community events and festivals.
- Greetings and Politeness: A warm handshake or friendly nod is typical when meeting new neighbors or acquaintances in this area, reflecting the region’s welcoming spirit.
- Celebration of Cultural Festivals: Participating in local festivals, such as the Bermuda Day celebrations, offers a meaningful way to appreciate Bermudian heritage and customs.
- Respect for Environmental Preservation: Visitors often practice eco-friendly behaviors, respecting the island’s natural beauty by minimizing waste and supporting sustainable tourism practices.
Frequently Asked Questions About Southampton Luxury Rentals
1. What are the top Luxury Rentals in Southampton?
There are a lot of options in Southampton. If you plan on staying in the Southampton area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Luxury Rentals in Southampton:
- Location! Location! SPRING SALE, Cross Bay Private Estate, next to Horseshoe Bay
- Large studio apartment w/views. Close to beaches
- Charming , Comfortable Cottage Near Amenities
- Charming 1-bedroom apartment in Southampton Parish near Horseshoe Beach
- Wade's Garden Inn
- Bermuda Connections Guest House
- [A]MOUR AMOUR AMOURnnLighthouse Views Walk to Beaches Classic Bermuda Charm
- PalmSprings Accommodations - 1 Bedroom Apt., Near Horseshoe Bay
- 'Panatola' Studio with Breathtaking Views - Close to beach
- SPRING SALE on the GOLD COAST - "Two Hearts" 5 Cross Bay Private Estate & Beach
2. How many Luxury Rentals are available in Southampton?
Currently, the total number of properties listed by RBO in 2026 is over 54 in the Southampton area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Luxury Rentals in Southampton.
3. What is the cancellation policy for luxury rentals in Southampton, Bermuda?
The cancellation policy varies depending on the property listing. You should review the specific terms outlined in the property details or contact the host directly to understand the cancellations and any associated fees.
4. How do I confirm availability and book a luxury rental here?
Availability can be checked through the booking platform by selecting your preferred dates. Once you find a suitable property, proceed with the reservation process online or reach out to the property owner for assistance.
5. Are there any specific house rules I should be aware of for these rentals?
Each property has its own set of house rules, which are detailed in the listing. It’s important to read these before booking to ensure compliance and a smooth stay.
6. What amenities are typically included in luxury rentals in this area?
Luxury rentals generally offer high-end amenities such as private pools, beach access, fully equipped kitchens, and state-of-the-art entertainment systems. Details can be found in each property’s listing.
7. Is there a requirement for a security deposit or additional fees when booking?
Many listings require a security deposit or application fee, and some may have additional costs such as cleaning fees or service charges. Please review the specific listing details or contact the owner for more information.
More Rentals You May Like Near Southampton
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- View
CA $875/Night
For 7 Nights CA $6,125
![[A]MOUR HEART OF HOSPITALITY!](https://imgservice.rentbyowner.ca/640x301/a-mour-heart-of-hospit-bm-hamilton-ha-3211340224-0.jpg)
1333 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $842/Night
For 7 Nights CA $5,896
1800 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
CA $720/Night
For 7 Nights CA $5,040
CA $647/Night
For 7 Nights CA $4,533
900 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $625/Night
For 7 Nights CA $4,377
CA $547/Night
For 7 Nights CA $3,826
![[A]MOUR AMOUR nnLighthouse Views Walk to Beaches Classic Bermuda Charm](https://imgservice.rentbyowner.ca/640x301/a-mour-amour-nnlightho-bm-hamilton-ha-3211343180-0.jpg)
973 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $540/Night
For 7 Nights CA $3,779
1200 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $496/Night
For 7 Nights CA $3,468
570 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $472/Night
For 7 Nights CA $3,304
700 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $462/Night
For 7 Nights CA $3,235
7 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $442/Night
For 7 Nights CA $3,093
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Private Pool
- Oceanfront
- Fireplace/Heating
CA $411/Night
For 7 Nights CA $2,876
