Owner Direct Vacation
Rentals in Downtown
The Best Owner Direct Vacation Rentals in Downtown. Explore thousands of vacation home rentals, large cabins, and villas near Downtown
GUESTS
Explore the Best Downtown Vacation Homes
Looking for the perfect place to stay in Downtown? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Downtown 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.
- vacation rentals
- luxury villas
- beachfront homes
- pet-friendly rentals
- condos
- Air Conditioner
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- Pool
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- TV
- Wheelchair Accessible
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- Balcony/Terrace
- Security/Safety
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- Air Conditioner
- Bedding/Linens
- Child Friendly
- Air Conditioner
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- Pet Friendly
- Pet Friendly
- View
- Ocean View
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- Child Friendly
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Why Travelers Love Using
Owner Direct to
Find Downtown 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 Downtown
- Air Conditioner
- Parking
- Pool
- Parking
- TV
- Wheelchair Accessible
- Parking
- Balcony/Terrace
- Security/Safety
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- Pool
- Security/Safety
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- Pool
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
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- Parking
- Pool
- Security/Safety
Popular Neighborhoods for Downtown Vacation Rentals
Discover the top neighborhoods in Downtown and choose a place that suits your stay.
Buckskin Pass
Buckskin Pass VACATION RENTALSWagner Park
Wagner Park VACATION RENTALSSnowmass Golf Course
Snowmass Golf Course VACATION RENTALSWindstar Land Conservancy
Windstar Land Conservancy VACATION RENTALSLost Man Trail
Lost Man Trail VACATION RENTALSHunter Valley Trail
Hunter Valley Trail VACATION RENTALSAspen Skiing Company
Aspen Skiing Company VACATION RENTALSHuntsman Gallery
Huntsman Gallery VACATION RENTALS212 Gallery
212 Gallery VACATION RENTALSSilver Circle Ice Rink
Silver Circle Ice Rink VACATION RENTALSMill Street Fountain
Mill Street Fountain VACATION RENTALSTuesday Aug 11
Downtown, Aspen







Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Downtown 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 Downtown
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Pool
- View
- Air Conditioner
- Parking
- Pool
- Pet Friendly
- View
- Ocean View
How to Reserve Your Downtown 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 Downtown
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.
Downtown Vacation Rental FAQs
There are a lot of options in Downtown. If you plan on staying in the Downtown area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Downtown:
- PENTHOUSE "CHATEAU ROARING FORK", AC, ALL DAY SUN, VIEWS-AVAILABLE FOOD-WINE
- Deluxe private townhome minutes walk to Aspen Mountain skiing and downtown!
- Gondola Plaza adjacent with treehouse views over Aspen
- The Aspen Mountain Residences [Formerly Hyatt Grand Aspen] at Owner Direct Rates
- PERFECTLY LOCATED ASPEN CONDO! Walking distance to everything in Aspen!
- 3 Bed/3 Bath In Town Aspen Luxury King & 2 Queen Bed W/D AC Parking Balcony Wifi
- Aspen Condo 1.5 Blocks to Town. Balcony. Outdoor Pool. Sleeping Den w/Sofa Bed, 3 Bathrooms, Gas FP
- Beautiful modern Aspen Core Condo- 2 Bed 2 Bath, AC, pool and hot tub
- Riverfront Designer 2 BR, Walk to Gondola!
- Pet Friendly & Luxurious 3 bedroom Aspen Condo
There are 100 vacation rentals with private pools near Downtown. Top-rated homes that have access to a swimming pool include:
If you are looking for a family-friendly vacation home in Downtown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Downtown:
Currently, the total number of properties listed in 2026 is over 2424 in the Downtown area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Downtown.