Owner Direct Vacation
Rentals in Winslow
The Best Owner Direct Vacation Rentals in Winslow. Explore thousands of vacation home rentals, large cabins, and villas near Winslow
GUESTS
Explore the Best Winslow Vacation Homes
Looking for the perfect place to stay in Winslow? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Winslow character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
- Pet Friendly
- Balcony/Terrace
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- Air Conditioner
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- Ocean View
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- TV
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- Ocean View
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- Ocean View
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- View
- Private Beach
- Pet Friendly
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- Ocean View
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- View
- Pet Friendly
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- Air Conditioner
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- Private Beach
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- Wheelchair Accessible
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Why Travelers Love Using
Owner Direct to
Find Winslow Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Winslow
- Pet Friendly
- Balcony/Terrace
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- TV
- Accessibility
- Air Conditioner
- Pet Friendly
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- View
- Ocean View
- Balcony/Terrace
- Parking
- Pet Friendly
- TV
- View
- Ocean View
- Balcony/Terrace
Popular Neighborhoods for Winslow Vacation Rentals
Discover the top neighborhoods in Winslow and choose a place that suits your stay.
Thursday Aug 13
Winslow, Bainbridge Island
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Winslow vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Winslow
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- TV
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- View
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How to Reserve Your Winslow Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Travel Trips for Visiting Winslow
What should you know when planning a trip to St. Augustine?
- Book early
for popular festivals and spring weekends. - Pack layers
Florida weather can change quickly. - Stay hydrated
and plan beach days around midday heat. - Explore early
to avoid crowds at major attractions.
Transportation Around St. Augustine?
- Driving
Most convenient for exploring the city and coast. - Trolley & Shuttle Tours
Great for sightseeing and hopping between landmarks. - Walking
The downtown historic district is pedestrian-friendly.
Local Etiquette
- Respect historic sites and marked paths.
- Standard U.S. tipping (15–20%) applies.
- Quiet hours are observed in residential and beachfront areas.
Winslow Vacation Rental FAQs
There are a lot of options in Winslow. If you plan on staying in the Winslow area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winslow:
- Charming Cottage With A Grand View Overlooking Puget Sound And Cascade Mountains
- RARE FIND! Waterfront Beach House walking distance to shops and ferry.
- Eagle Harbor View Cottage
- Spectacular waterfront Bainbridge Island Home. Breathtaking views!
- Pearl's Beach House - Point White/Lynwood, No-Bank waterfront, Mt. Rainier View
- Eagle Harbor Waterfront Home-Perfect Location!
- MODERN FARMHOUSE with hot tub, spacious deck on 2 acres!
- Sound & Cedar PNW Escape w/Unbeatable Views
- Crystal Springs Seaside Escape
- Charming Bainbridge Island Cottage with Comforts
If you are looking for a family-friendly vacation home in Winslow, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winslow:
Currently, the total number of properties listed in 2026 is over 98 in the Winslow area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winslow.
