Best Vacation Homes in Front Street
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
CA $456/Night
For 7 Nights CA $3,192
263.71 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Bed & Breakfast
- Oceanfront
- Fireplace/Heating
- Pool
CA $471/Night
For 7 Nights CA $3,295
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $249/Night
For 7 Nights CA $1,744
300 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $260/Night
For 7 Nights CA $1,819
645.83 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
CA $554/Night
For 7 Nights CA $3,876
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $1,082/Night
For 7 Nights CA $7,574
1100 ft²
7 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $693/Night
For 7 Nights CA $4,848
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Private Pool
- Oceanfront
- Fireplace/Heating
CA $493/Night
For 7 Nights CA $3,451
Front Street Luxury Rentals
16 Guests
4 Bedrooms
8 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $7,359/Night
For 7 Nights CA $51,514
16 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $5,282/Night
For 7 Nights CA $36,973
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
CA $3,193/Night
For 7 Nights CA $22,348
8 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $2,641/Night
For 7 Nights CA $18,487
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
CA $2,538/Night
For 7 Nights CA $17,768
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $2,271/Night
For 7 Nights CA $15,895
826.13 ft²
18 Guests
68 Bedrooms
4 Bathrooms
Free Cancellation
Resort
- Oceanfront
- Hot Tub
- Spa
CA $2,124/Night
For 7 Nights CA $14,865
10 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $1,736/Night
For 7 Nights CA $12,152
Front Street Pet Friendly Vacation Rentals
794 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Pool
- Pet Friendly
CA $491/Night
For 7 Nights CA $3,435
1302.43 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Private Beach
- Oceanfront
- Fireplace/Heating
CA $287/Night
For 7 Nights CA $2,006
CA $600/Night
For 7 Nights CA $4,200
600 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $610/Night
For 7 Nights CA $4,272
3003.13 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Private Beach
- Oceanfront
- Fireplace/Heating
CA $388/Night
For 7 Nights CA $2,713
1600 ft²
7 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $937/Night
For 7 Nights CA $6,560
1600 ft²
7 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $1,112/Night
For 7 Nights CA $7,786
1950 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $1,029/Night
For 7 Nights CA $7,201
Front Street Large Vacation Homes
11 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Cottage
- Private Pool
- Oceanfront
- Fireplace/Heating
CA $1,889/Night
For 7 Nights CA $13,221
242.19 ft²
4 Guests
7 Bedrooms
2 Bathrooms
Free Cancellation
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
CA $1,177/Night
For 7 Nights CA $8,237
11 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
CA $2,356/Night
For 7 Nights CA $16,495
5704.87 ft²
7 Guests
14 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
CA $450/Night
For 7 Nights CA $3,149
3 Bedrooms
4 Bathrooms
Ocean View
Villa
- Oceanfront
- Pool
- Ocean View
CA $4,064/Night
For 7 Nights CA $28,451
2700 ft²
12 Guests
3 Bedrooms
6 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
CA $2,358/Night
For 7 Nights CA $16,503
5980 ft²
16 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
CA $2,240/Night
For 7 Nights CA $15,679
2700 ft²
16 Guests
4 Bedrooms
8 Bathrooms
Family Friendly
House
- Child Friendly
CA $3,144/Night
For 7 Nights CA $22,007
Why Choose Rent By Owner for your Front Street 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 Front Street
When should you plan your Vacation Rentals stay?
Choosing the right time to visit ensures you enjoy the best weather and local events, making your experience in this vibrant destination truly memorable.
Peak Season Highlights
Spring (April to June)
During this period, you'll enjoy the lively atmosphere and warm weather that make this destination ideal for exploring and relaxing on the region's scenic shores.
Average Temperature Daytime: around 75°F to 80°F - Nighttime: around 65°F to 70°F
Winter (December to February)
This time offers a pleasant escape from colder climates, with comfortable temperatures that encourage outdoor activities and sightseeing in the area.
Average Temperature Daytime: around 70°F to 75°F - Nighttime: around 60°F to 65°F
Off-Season Highlights
Summer (July to September)
While this is the peak of the warm season, it’s also when the area sees fewer visitors, making it perfect for those seeking tranquility and more affordable rates.
Average Temperature Daytime: around 85°F to 90°F - Nighttime: around 75°F to 80°F
Autumn (October to November)
The shoulder season features mild weather and fewer crowds, providing a peaceful environment to enjoy the natural beauty without the peak season rush.
Average Temperature Daytime: around 70°F to 75°F - Nighttime: around 60°F to 65°F
Weekly Weather Forecast for Front Street
How to Book Your Front Street 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 Front Street
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 patio or balcony to relax and take in the scenic views of the area.
- Take advantage of on-site outdoor swimming pools available at many Bermuda vacation rentals.
- Stroll through beautifully maintained shared gardens, perfect for morning walks or leisurely afternoons.
- Utilize outdoor barbecue grills for hosting cookouts and enjoying local cuisine outside.
- Make the most of nearby beaches with easy access to sun loungers and beach umbrellas often included in rentals.
- Benefit from outdoor dining areas that allow you to dine al fresco while soaking up the island atmosphere.
- Access outdoor fitness spaces or tennis courts typically found close to many rental properties in this destination.
Top Attractions Around Front Street
What attractions are nearby?
In this vibrant area, you can enjoy a variety of nearby activities such as exploring local shops, dining at waterfront restaurants, and taking scenic walks along the harbor, all just steps from your Bermuda vacation rentals.
Family Activities
- Bermuda Aquarium Museum and Zoo: Discover marine life, exotic animals, and interactive exhibits that are perfect for engaging young minds in this family-friendly attraction.
- Queen Elizabeth Park: Enjoy a leisurely stroll through lush gardens, play areas, and scenic views that make this park an ideal spot for picnics and outdoor fun with children.
- Front Street Shopping and Dining: Experience the vibrant atmosphere of this bustling street, offering diverse shops and casual eateries where you can relax and explore as a family.
- Crystal Caves Bermuda: Venture into these awe-inspiring caves to witness stunning stalactites and stalagmites, making it a memorable educational adventure for everyone.
Adult Activities
- Shopping at Front Street: Explore the vibrant boutiques and international shops that line this bustling street, perfect for unique finds and souvenirs.
- Dining in Hamilton: Indulge in a variety of local and international cuisines at the acclaimed restaurants nestled along the waterfront on this destination's main thoroughfare.
- Strolling Along the Waterfront: Enjoy picturesque views and relaxing walks along the harbor, immersing yourself in the lively atmosphere of this area.
- Cultural Experiences: Discover museums and art galleries nearby that showcase Bermuda’s rich history and contemporary creativity, adding depth to your visit.
Other Places to Stay in Front Street
The Birdcage
Par-la-Ville Park
Bermuda Historical Society Museum
Front Street Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local dining scene: Savor authentic Bermudian cuisine at nearby eateries to immerse yourself in the area's vibrant culinary culture.
- Take advantage of waterfront views: Choose accommodations with scenic harbor or ocean vistas to enhance your stay and enjoy relaxing sunsets here.
- Plan your transportation options: Utilize public transit, taxis, or walk to easily access attractions and maximize your time exploring this destination.
- Visit the local shops and markets: Stroll through the area’s boutiques and markets to find unique souvenirs and experience the region's lively atmosphere.
Transportation Options
- Public Ferries: You can enjoy scenic crossings along the harbor using the local ferry services that connect the area with other parts of Bermuda, offering a convenient and picturesque way to explore.
- Bus Services: The region is well-served by an efficient bus network that provides affordable transportation throughout Hamilton and surrounding neighborhoods, making it easy to navigate the area.
- Taxis and Rideshare: Taxis and rideshare options are readily available for direct travel within the city center and to nearby attractions, offering comfort and flexibility during your stay.
- Car Rentals: For more independence, car rental services are accessible here, allowing you to explore the broader region at your own pace from your vacation rental base.
Local Customs Options
- Respect for Local Heritage: When visiting here, you'll notice that Bermudians deeply honor their history, and it's customary to show appreciation for local customs and cultural sites.
- Greeting Etiquette: A friendly handshake or a warm "Good morning" is appreciated when meeting residents or fellow visitors in the area.
- Dress Code for Religious and Cultural Sites: Modest attire is often expected at churches and cultural venues, so packing appropriate clothing will help you blend in seamlessly.
- Celebration of Festivals: Participating in local festivals involves joining in traditional music, dance, and community events that highlight the area's vibrant culture.
Frequently Asked Questions About Front Street?
1. What are the top vacation rentals in Front Street?
There are a lot of options in Front Street. If you plan on staying in the Front Street area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Front Street:
- Smugglers Cove - Walk to City of Hamilton
- Cozy Studio Apt Devonshire, near Botanical Gardens and Close to town
- CHARMING THREE BEDROOM COTTAGE AT MARLEY BEACH, WARICK
- Pembroke Villa - Business and Vacation Destination minutes from central Hamilton
- Cottage Priv. Pool & Tennis Beach 5 min Central
- Ocean Side Studio Cottage - Condé Nast recommended
- Beautiful renovated large studio
- Natalia Studio & Pool - Completely Renovated + Electric Car Charger!
- Pembroke Villa - Business and Vacation Home
- Central Apartment
2. How many vacation rentals have private pools in Front Street?
There are 11 vacation rentals with private pools near Front Street. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Front Street are best for families?
If you are looking for a family-friendly vacation home in Front Street, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Front Street:
4. How many Rentbyowner vacation rentals are available in Front Street?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 205 in the Front Street 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 Front Street.
5. What is the cancellation policy for vacation rentals in this area?
The cancellation policy varies depending on the specific rental property. You should review the individual listing details or contact the owner directly to understand the terms and any applicable fees before booking.
6. How do I determine if a vacation rental in Hamilton offers flexible check-in and check-out options?
Flexible check-in and check-out times depend on each property’s policies. It’s best to read the listing descriptions carefully or reach out to the host to confirm availability and special arrangements.
7. Are there any specific amenities or services included with rentals in this part of Bermuda?
Amenities and services vary from one property to another. To ensure your needs are met, review the detailed listing information or contact the owner for clarification about what’s included in your stay.
8. What are the parking options available near vacation rentals in the vicinity?
Parking facilities differ based on the location of the property. Check the property listing for details on parking availability or contact the owner to inquire about nearby parking options.
9. How close are these Bermuda vacation rentals to local attractions and transportation hubs?
Properties are typically situated near key points of interest and transit options within the region. For precise distances and accessibility information, refer to the listing details or ask the owner directly.
Front Street Top Rated Vacation Rentals
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Pool
- Ocean View
- Balcony/Terrace
CA $238/Night
For 7 Nights CA $1,670
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
CA $1,411/Night
For 7 Nights CA $9,876
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $1,136/Night
For 7 Nights CA $7,953
4 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $1,718/Night
For 7 Nights CA $12,026
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $1,136/Night
For 7 Nights CA $7,953
456 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Kitchen
CA $405/Night
For 7 Nights CA $2,835
CA $738/Night
For 7 Nights CA $5,165
CA $765/Night
For 7 Nights CA $5,353
