Discover Your Perfect Fleet Vacation Homes

Best Vacation Homes in Fleet

House
like-icon10.0
Exceptional
(213 Reviews)
2 Bedrooms 2 Baths 5 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R7,314/Night 7 Nights - R51,203
star-icons-4
Apartment
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 753.47 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
R7,927/Night 7 Nights - R55,487
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House
like-icon4.0
Average
(1 Review)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R12,107/Night 7 Nights - R84,755
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R5,963/Night 7 Nights - R41,743
star-icons-4
Apartment
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 753.47 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
R7,927/Night 7 Nights - R55,487
Apartment
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R4,019/Night 7 Nights - R28,131
Apartment
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests 680 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R2,106/Night 7 Nights - R14,733
Cottage
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 6 Guests 1000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R5,841/Night 7 Nights - R40,886

Fleet Luxury Rentals

House
like-icon7.0
Very Good
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1650 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R16,349/Night 7 Nights - R114,436
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Cottage
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R14,370/Night 7 Nights - R100,593
star-icons-3
House
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R14,370/Night 7 Nights - R100,593
Condo
like-icon9.6
Exceptional
(4 Reviews)
4 Bedrooms 3 Baths 8 Guests 2157 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R13,438/Night 7 Nights - R94,067
Cottage
2 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R13,247/Night 7 Nights - R92,732
House
4 Bedrooms 3 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R12,582/Night 7 Nights - R88,084
Cottage
2 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R12,530/Night 7 Nights - R87,705
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
6 Bedrooms 4 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R12,414/Night 7 Nights - R86,898

Fleet Pet Friendly Vacation Rentals

House
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 2 Baths 5 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R3,581/Night 7 Nights - R25,066
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 5 Guests 753.47 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
R3,121/Night 7 Nights - R21,852
star-icons-3
Cottage
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R11,656/Night 7 Nights - R81,591
Apartment
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 5 Guests 1300 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R2,635/Night 7 Nights - R18,441
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House
Map-icon
like-icon9.7
Exceptional
(8 Reviews)
3 Bedrooms 2 Baths 8 Guests 1227.09 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
R4,845/Night 7 Nights - R33,915
Apartment
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R2,334/Night 7 Nights - R16,348
Apartment
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 700 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R2,191/Night 7 Nights - R15,343
Apartment
like-icon9.4
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 3 Guests 416 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R3,605/Night 7 Nights - R25,231

Fleet Large Vacation Homes

Villa
Map-icon
like-icon8.0
Excellent
(24 Reviews)
1 Bedroom 1 Bath 4 Guests 700 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R3,708/Night 7 Nights - R25,956
House
like-icon5.5
Average
(2 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R10,298/Night 7 Nights - R72,083
House
like-icon10.0
Exceptional
(8 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R10,482/Night 7 Nights - R73,368
House
like-icon5.0
Average
(11 Reviews)
4 Bedrooms 3 Baths 10 Guests 2873.96 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R8,738/Night 7 Nights - R61,156
House
like-icon9.4
Exceptional
(20 Reviews)
5 Bedrooms 2 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R8,672/Night 7 Nights - R60,711
House
like-icon9.2
Exceptional
(77 Reviews)
5 Bedrooms 4 Baths 12 Guests 5000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R7,909/Night 7 Nights - R55,356
Cottage
like-icon8.8
Fabulous
(110 Reviews)
3 Bedrooms 2 Baths 10 Guests 1900 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R6,468/Night 7 Nights - R45,286
Cottage
like-icon8.6
Fabulous
(39 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R7,390/Night 7 Nights - R51,730

Why Choose Rent By Owner for your Fleet Vacation Rental Homes?

What makes our Vacation Rentals 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 Fleet

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, as the region offers different attractions and climates throughout the year, making it essential to plan your stay accordingly for a memorable vacation.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you'll enjoy warm weather ideal for outdoor activities and relaxing by the water in this coastal destination.

Average Temperature Daytime: 85°F - Nighttime: 70°F
autumn
Fall (September to November)

Autumn offers mild temperatures and beautiful foliage, making it a perfect time for exploring the area’s natural beauty at a comfortable pace.

Average Temperature Daytime: 75°F - Nighttime: 55°F

Off-Season Highlights

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Winter (December to February)

Winter is quieter in this region, providing a peaceful environment and better deals on vacation rentals during the cooler months.

Average Temperature Daytime: 50°F - Nighttime: 35°F
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Spring (March to May)

Springtime brings softer weather and blooming landscapes, offering a lovely setting for enjoying outdoor pursuits with fewer crowds.

Average Temperature Daytime: 65°F - Nighttime: 45°F

Weekly Weather Forecast for Fleet

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 outdoor seating areas perfect for relaxing or dining al fresco amidst the scenic surroundings.
  • Take advantage of landscaped gardens that provide a peaceful backdrop during your stay.
  • Make use of private patios or decks to unwind while enjoying the fresh air and views.
  • Utilize outdoor grilling facilities for memorable cookouts with family and friends.
  • Explore well-maintained walking trails or pathways that showcase the natural beauty of the area.
  • Benefit from access to swimming pools or hot tubs for added relaxation in the open air.
  • Participate in outdoor activities such as volleyball or badminton, often available at the property.
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Family Activities

  • Virginia Zoo: Explore the Virginia Zoo to discover a variety of animals and enjoy family-friendly exhibits that make for an educational day out in the area.
  • Fort Norfolk: Discover the historic Fort Norfolk, where you can learn about local history and engage in outdoor activities suitable for all ages.
  • East Beach: Relax and play at East Beach, perfect for families seeking sun, sand, and seaside fun within easy reach of your vacation rental.
  • Children’s Museum of Virginia: Visit the Children’s Museum, offering interactive exhibits and engaging activities designed to entertain and educate young visitors here.
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Adult Activities

  • Visit the Naval Station Norfolk Heritage Tour: Gain insight into the region's maritime history by exploring this informative and engaging tour that showcases the area's naval significance.
  • Explore Lake Holley Park: Relax and unwind in this scenic park, ideal for picnics, leisurely walks, or enjoying the peaceful waters of the nearby lake.
  • Discover local cuisine at Fleet’s waterfront restaurants: Savor fresh seafood and regional dishes while taking in views of the surrounding waterways in this charming area.
  • Enjoy shopping at nearby retail centers: Browse a variety of stores offering everything from unique gifts to everyday essentials just moments from your stay here.

Other Places to Stay in Fleet, VA

Fleet Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Discover nearby points of interest to enrich your stay and experience the unique charm of this destination.
  • Plan Your Activities in Advance: Scheduling outdoor adventures or cultural experiences ahead of time ensures you make the most of your visit here.
  • Choose a Well-Located Property: Select a rental that offers convenient access to key sites and amenities within the region for an effortless stay.
  • Enjoy Authentic Regional Cuisine: Take the opportunity to taste local flavors at nearby eateries, adding to the authentic experience of your trip.

Transportation Options

  • Norfolk International Airport: You can conveniently access this area’s air travel services, making arrivals and departures straightforward when visiting the region.
  • Public Transit (Hampton Roads Transit): This reliable bus system offers a cost-effective way to explore Fleet and nearby attractions within the region.
  • Car Rentals at Norfolk Airport: Rent a vehicle here to enjoy flexible transportation options and easily reach your preferred vacation rentals in Fleet and beyond.
  • Taxis and Rideshare Services: Professional taxi and ride-hailing providers are readily available for quick, comfortable transportation around this destination and its surrounding areas.

Local Customs Options

  • Southern Hospitality: You’ll find that hospitality here is warm and welcoming, reflecting the region’s friendly community spirit.
  • Community Events: Participating in local festivals and parades offers you an authentic way to experience the area's rich cultural heritage.
  • Fishing Traditions: Fishing is a cherished activity, and locals often gather at the waterfront to share stories and enjoy this longstanding custom.
  • Historic Preservation: Respect for the area's history is evident through the preservation of historic sites and appreciation for the region’s past.

Frequently Asked Questions About Fleet?

2. How many vacation rentals have private pools in Fleet?

There are 1 vacation rentals with private pools near Fleet. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Fleet are best for families?

If you are looking for a family-friendly vacation home in Fleet, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Fleet:

4. How many Rentbyowner vacation rentals are available in Fleet?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 517 in the Fleet 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 Fleet. 

5. What is the cancellation policy for vacation rentals in Fleet, Norfolk?

Cancellation policies vary depending on the property listing. To understand the specific terms, please review the details provided in the listing or contact the owner directly before booking.

6. Are there any additional fees I should be aware of when booking a stay in Norfolk?

Additional fees such as cleaning, service charges, or taxes may apply. These are typically outlined in the listing details, so it’s recommended to review all charges carefully or reach out to the owner for clarification.

7. How do I secure my reservation at a vacation rental here?

Reservations are secured through the online booking process and often require a deposit or full payment upfront. Confirm the payment method and reservation terms in the listing or by communicating directly with the property owner.

8. Can I find pet-friendly options for my stay in this destination?

Many listings specify whether pets are welcome. For pet-friendly accommodations, please filter your search accordingly or contact the owner to confirm their pet policy before booking.

9. What should I know about checking in and checking out at vacation rentals in the area?

Check-in and check-out times vary among properties. Details are usually provided in the listing information. It’s advisable to contact the owner if you have specific scheduling needs or questions to ensure a smooth arrival and departure.

Fleet Top Rated Vacation Rentals

House
like-icon8.0
Excellent
(21 Reviews)
4 Bedrooms 1 Bath 10 Guests 2950 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R7,291/Night 7 Nights - R51,038
Hotel
like-icon6.3
Good
(320 Reviews)
9 Baths
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
R2,785/Night 7 Nights - R19,496
House
like-icon6.0
Good
(2 Reviews)
4 Bedrooms 1 Bath 10 Guests 2200 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R8,420/Night 7 Nights - R58,932
Hotel
like-icon5.4
Average
(1012 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R2,325/Night 7 Nights - R16,282
House
like-icon4.3
Average
(3 Reviews)
4 Bedrooms 2 Baths 10 Guests 2195.84 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R9,556/Night 7 Nights - R66,891
star-icons-3
House
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R8,224/Night 7 Nights - R57,564
Cottage
4 Bedrooms 1 Bath 10 Guests 2875 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R4,382/Night 7 Nights - R30,685
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R7,471/Night 7 Nights - R52,307