Best Vacation Homes in Southampton
Apartment
10.0(158 Reviews)
1 Bedroom
1 Bath
2 Guests
200 ft²
Oceanfront
Hot Tub
Fireplace/Heating
Ocean View
R3,275/Night
7 Nights - R22,923
Apartment
9.9(9 Reviews)
3 Bedrooms
3 Baths
6 Guests
748.09 ft²
Balcony/Terrace
Breakfast
Kitchen
Parking
R2,357/Night
7 Nights - R16,496
House
9.8(36 Reviews)
1 Bedroom
1 Bath
Private Pool
Spa
Pool- Ocean View
R3,296/Night
7 Nights - R23,072
House
10.0(127 Reviews)
4 Bedrooms
4 Baths
10 Guests
3500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R36,109/Night
7 Nights - R252,767
Resort
9.1(76 Reviews)
2 Baths
6 Guests
215.28 ft²
Private Beach- Oceanfront
- Hot Tub
- Spa
R13,596/Night
7 Nights - R95,171
Apartment
10.0(116 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R3,961/Night
7 Nights - R27,719
Cottage
10.0(102 Reviews)
1 Bedroom
1 Bath
3 Guests
625 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,875/Night
7 Nights - R27,126
Apartment
10.0(85 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,927/Night
7 Nights - R41,480
Southampton Luxury Rentals
House
9.4(12 Reviews)
5 Bedrooms
4 Baths
15 Guests
5000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R34,012/Night
7 Nights - R238,083
House
10.0(74 Reviews)
3 Bedrooms
4 Baths
8 Guests
2600 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R30,306/Night
7 Nights - R212,144
Villa
10.0(7 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
R26,931/Night
7 Nights - R188,512
House
9.8(44 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R21,727/Night
7 Nights - R152,092
Resort
9.0(129 Reviews)
3 Baths
13 Guests
425.17 ft²
- Private Beach
- Oceanfront
- Hot Tub
- Spa
R19,117/Night
7 Nights - R133,816
House
9.8(175 Reviews)
4 Bedrooms
2 Baths
8 Guests
2100 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
R17,786/Night
7 Nights - R124,505
Apartment
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Ocean View
View- Kitchen
R16,648/Night
7 Nights - R116,528
R15,118/Night
7 Nights - R105,817
Southampton Pet Friendly Vacation Rentals
Apartment
9.2(28 Reviews)
1 Bedroom
1 Bath
4 Guests
480 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,169/Night
7 Nights - R22,182
Southampton Large Vacation Homes
Villa
10.0(42 Reviews)
2 Bedrooms
1 Bath
2 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R5,402/Night
7 Nights - R37,821
Villa
10.0(28 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Spa
- Ocean View
- Balcony/Terrace
R4,944/Night
7 Nights - R34,608
House
10.0(33 Reviews)
4 Bedrooms
4 Baths
10 Guests
3000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R28,653/Night
7 Nights - R200,575
Why Choose Rent By Owner for your Southampton Vacation Rental Homes?
What makes our Vacation Rentals 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 Vacation Rentals stay?
Choosing the best time to visit Southampton, Bermuda, ensures you can enjoy the area's beautiful climate and vibrant local events while making the most of your vacation experience with dependable rental options.
Peak Season Highlights
June to August (Summer)
During the summer months, this destination experiences its warmest weather, making it ideal for enjoying outdoor activities and the beautiful beaches of the area.
Average Temperature Daytime: around 85°F (29°C) - Nighttime: around 75°F (24°C)
December to February (Winter Holidays)
The winter holidays bring mild temperatures and less crowded attractions, providing a peaceful retreat in this popular travel region.
Average Temperature Daytime: around 70°F (21°C) - Nighttime: around 60°F (16°C)
Off-Season Highlights
March to May (Spring)
Spring offers pleasant weather and fewer visitors, perfect for exploring the region’s scenic beauty at a more relaxed pace.
Average Temperature Daytime: around 75°F (24°C) - Nighttime: around 65°F (18°C)
September to November (Fall)
Autumn features cooler temperatures and reduced crowds, making it an ideal time to enjoy the tranquil surroundings of this destination.
Average Temperature Daytime: around 78°F (26°C) - Nighttime: around 68°F (20°C)
Weekly Weather Forecast for Southampton
How to Book Your Southampton Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. 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 Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals 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
- Enjoy a private outdoor swimming pool to relax under the sun.
- Benefit from spacious, furnished patios perfect for outdoor dining and gatherings.
- Make the most of lush gardens and landscaped yards that enhance your outdoor experience.
- Take advantage of direct access to pristine beaches for swimming and sunbathing.
- Utilize outdoor BBQ grills for enjoyable cookouts with family and friends.
- Stay active with access to tennis courts or nearby golf courses in the area.
- Relish shaded decks or verandas ideal for morning coffee or evening unwinding.
Top Attractions Around Southampton
What attractions are nearby?
In this beautiful area, you can enjoy a variety of activities such as exploring pristine beaches, engaging in water sports, or discovering charming local attractions just moments from your vacation rental.
Family Activities
- Bermuda Aquarium, Museum and Zoo: Explore this family-friendly attraction to discover diverse marine life, interactive exhibits, and engaging animal encounters right in the region.
- Horseshoe Bay Beach: Enjoy a day of sun, sand, and gentle surf at this iconic Bermuda beach, perfect for building sandcastles and relaxing as a family.
- Snorkeling Adventures: Discover vibrant coral reefs and colorful fish just off the coast, offering memorable snorkeling experiences suitable for children and adults alike.
- Royal Naval Dockyard: Visit this historic site with its museums, craft shops, and scenic waterfront views, making it an ideal spot for family outings and educational fun.
Adult Activities
- Golfing at Port Royal Golf Course: Enjoy a day on the lush fairways of this renowned Bermuda golf course, perfect for both beginners and seasoned players seeking scenic views and a challenging game.
- Sailing and Water Sports: Take advantage of the area's calm waters by engaging in sailing, paddleboarding, or snorkeling, offering an exciting way to explore the stunning coastline here.
- Visit the Southampton Parish Church: Discover cultural heritage and admire historic architecture at this peaceful church nestled within the region's rich history.
- Relax on Horseshoe Bay Beach: Unwind on one of Bermuda’s most famous beaches with soft pink sands and crystal-clear waters, ideal for sunbathing or taking a refreshing swim.
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?
- Research Local Dining Options: Take the time to explore the area's renowned restaurants and local eateries to enjoy authentic Bermuda cuisine during your stay.
- Plan Your Outdoor Activities: Make the most of the region’s natural beauty by scheduling visits to its pristine beaches, scenic parks, or water-based adventures available nearby.
- Optimize Transportation Arrangements: Consider renting a vehicle or utilizing local transportation to easily access popular sites and hidden gems around this destination.
- Connect with Local Guides: Engage with knowledgeable guides or tour operators who can offer insider tips and enrich your experience of the area’s unique culture and history.
Transportation Options
- Public Bus Service: The local bus network provides affordable and reliable transportation around the area, making it easy for you to explore Southampton and nearby destinations in Bermuda.
- Taxi and Rideshare Services: Convenient taxi and rideshare options are readily available here, offering a comfortable way to get around without the hassle of parking or navigation.
- Rental Bikes and Scooters: For a more flexible and eco-friendly option, renting bikes or scooters allows you to enjoy the scenic views while traveling at your own pace within this region.
- Private Car Rentals: Renting a car offers the freedom to visit more secluded spots and customize your itinerary during your stay here, providing comfort and convenience throughout your exploration.
Local Customs Options
- Greetings and Formalities: In the area, locals value polite greetings like "Good morning" or "Good afternoon" to show respect and friendliness.
- Shared Community Celebrations: Participating in local festivals and events is common and reflects the community spirit here in Bermuda's region.
- Respect for Nature: The customs emphasize conservation and respectful interaction with the natural environment, which is a key part of the area's cultural identity.
- Local Cuisine Etiquette: When enjoying meals, it’s customary to share dishes and partake in communal dining experiences prevalent in this destination.
Frequently Asked Questions About Southampton?
1. What are the top vacation 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 Vacation Rentals in Southampton:
- Location! Location! SUMMER SAVINGS at 5 Cross Bay Estate, next to Horseshoe Bay
- Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course
- Large studio apartment w/views. Close to beaches
- Charming , Comfortable Cottage Near Amenities
- Lovely Garden Setting, Close to Sail GP Site, PGA Port Royal,2 min walk to Beach
- Stunning Views of Horseshoe Bay Beach. Enjoy the sounds of the lapping waves!
- [A]MOUR AMOUR nnLighthouse Views Walk to Beaches Classic Bermuda Charm
- Two Bedroom with Private Dock near Golf and Beach
- Luxury 2-bedroom villa overlooking Horseshoe Bay Beach
- 'RIPPLE WATERS' - More for Le$ Great One Bedroom Pool House
2. How many vacation rentals have private pools in Southampton?
There are 1 vacation rentals with private pools near Southampton. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Southampton are best for families?
If you are looking for a family-friendly vacation home in Southampton, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Southampton:
4. How many Rentbyowner vacation rentals are available in Southampton?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 55 in the Southampton area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Southampton.
5. What is the cancellation policy for vacation rentals in Southampton, Bermuda?
Cancellation policies vary by property. You should review the specific listing details or contact the property owner directly to understand the terms and any applicable fees before booking.
6. Are there any additional fees I should be aware of when booking a vacation rental in this area?
Additional fees such as cleaning, service charges, or security deposits are typically outlined in the property listing. Check the detailed description or contact the host for clarification before finalizing your reservation.
7. How do I confirm the availability of a vacation rental in Southampton, Bermuda?
Availability can be confirmed through the listing calendar on the booking platform. If you have specific dates in mind, contacting the property owner directly can help ensure the rental is available during your preferred stay.
8. What amenities are usually included in vacation rentals here?
Amenities vary by property, but common features include Wi-Fi, air conditioning, fully equipped kitchens, and outdoor spaces. Review each listing carefully to find the amenities that meet your needs.
9. How do I ensure my booking is secure and trustworthy?
Book through reputable listings that offer verified reviews and direct communication with property owners. The platform also provides secure payment options to protect your transaction.
Southampton Top Rated Vacation Rentals
Apartment
10.0(6 Reviews)
1 Bedroom
1 Bath
4 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R5,369/Night
7 Nights - R37,590
House
9.6(15 Reviews)
2 Bedrooms
1 Bath
6 Guests
1800 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R8,611/Night
7 Nights - R60,283
R6,537/Night
7 Nights - R45,764
Cottage
9.4(12 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R4,548/Night
7 Nights - R31,839
Apartment
8.6(79 Reviews)
4 Bedrooms
4 Baths
8 Guests
705.03 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R5,768/Night
7 Nights - R40,375
Cottage
8.6(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R4,165/Night
7 Nights - R29,153
Apartment
2 Bedrooms
2 Baths
6 Guests
12917 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
R12,109/Night
7 Nights - R84,772
Apartment
10.0(37 Reviews)
1 Bedroom
1 Bath
3 Guests
650 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R6,027/Night
7 Nights - R42,188
