Vacation Rentals in Oakland, FL
PRICE PER NIGHT
ACCOMMODATION TYPES
The Oak View Place..
9.2
Excellent
·
Oakland
·
1 br
·
Sleeps 2
·
Outdoor Space · Pool · Air Conditioning ·
From
$200/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Pool
Air Conditioning
Lake
Waterfront
Furnished
In Unit Laundry
Ev Charging
Wifi
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Cute & Cozy in Winter Garden FL.
No reviews
·
Winter Garden
·
1 br
·
Sleeps 1
·
On Site Laundry · Kitchen · Oven ·
From
$75/nightProperty
House · 1 Bed · 1 bath
Amenities
On Site Laundry
Oven
Air Conditioning
Pool
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
True Whimsical Lakefront Getaway; Loved By Returning Snowbirds!
10
Excellent
·
Winter Garden
·
3 br
·
Sleeps 6
·
On Site Laundry · Ceiling Fan · Fitness Center ·
From
$150/nightProperty
House · 3 Beds · 2 baths
Amenities
On Site Laundry
Ceiling Fan
Fitness Center
Fireplace
Dishwasher
Carpet
Walk In Closets
Oven
Other spaces
Kitchen
Cozy Affordable 2/1 Lovely Home Close to everything and Disney
2
Poor
·
Winter Garden
·
2 br
·
Sleeps 7
·
Kitchen · Workspace · Oven ·
From
$125/nightProperty
House · 2 Beds · 2 baths
Amenities
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen, Workspace
10 mins to theme park! Family size spacious house with loft.
No reviews
·
Winter Garden
·
3 br
·
Sleeps 5
·
Air Conditioning · Furnished · Wifi ·
From
$216/nightProperty
House · 3 Beds · 3 baths
Amenities
Air Conditioning
Furnished
Wifi
Private 3-bedroom pool & waterfront home
No reviews
·
Montverde
·
3 br
·
Sleeps 10
·
On Site Laundry · Fireplace · Dishwasher ·
From
$175/nightProperty
House · 3 Beds · 3 baths
Amenities
On Site Laundry
Fireplace
Dishwasher
Oven
Air Conditioning
Pool
Furnished
In Unit Laundry
Other spaces
Kitchen, Workspace
Private room close to theme parks , grocery store ,hospital and highway
10
Excellent
·
Clermont
·
1 br
·
Sleeps 3
·
Kitchen · Pool · Air Conditioning ·
From
$65/nightProperty
House · 1 Bed · 1 bath
Amenities
Pool
Air Conditioning
Furnished
Wifi
Swimming Pool
Fitness Center
Other spaces
Kitchen
NEW! Cozy Lakefront Clermont Retreat w/ Boat Dock!
8
Very good
·
Clermont
·
1 br
·
Sleeps 6
·
On Site Laundry · Ceiling Fan · Kitchen ·
From
$271/nightProperty
House · 1 Bed · 2 baths
Amenities
On Site Laundry
Ceiling Fan
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
WATERFRONTWinterGdnHSE+VIEWS+Dock+Wildlife+Firepit
10
Excellent
·
Winter Garden
·
5 br
·
Sleeps 8
·
Fireplace · Dishwasher · Balcony ·
From
$407/nightProperty
House · 5 Beds · 3 baths
Amenities
Fireplace
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Kitchen
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Mid Century Hipster
10
Excellent
·
Winter Garden
·
3 br
·
Sleeps 6
·
Dishwasher · Kitchen · Workspace ·
From
$151/nightProperty
House · 3 Beds · 2 baths
Amenities
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen, Workspace
Pet friendly Botanical Florida house w/back deck/fence in heart of Winter Garden
9.3
Excellent
·
Winter Garden
·
3 br
·
Sleeps 7
·
Fitness Center · Dishwasher · Kitchen ·
From
$250/nightProperty
House · 3 Beds · 2 baths
Amenities
Fitness Center
Dishwasher
Oven
Air Conditioning
Lake
Waterfront
Furnished
In Unit Laundry
Other spaces
Kitchen, Workspace
Downtown Winter Garden Cottage w/ Yard!
9.8
Excellent
·
Winter Garden
·
2 br
·
Sleeps 6
·
On Site Laundry · Assigned Parking · Kitchen ·
From
$296/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
On Site Laundry
Assigned Parking
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Your Enchanted Winter Garden Home ***SANITIZED***
9.2
Excellent
·
Winter Garden
·
3 br
·
Sleeps 8
·
Dishwasher · Kitchen · Oven ·
From
$134/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Swimming Pool
Other spaces
Kitchen
Modern Winter Garden Cottage: 16 Mi to Disney
10
Excellent
·
Winter Garden
·
1 br
·
Sleeps 4
·
On Site Laundry · Ceiling Fan · Dishwasher ·
From
$121/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Ceiling Fan
Dishwasher
Central Heat
Oven
Air Conditioning
Pool
Furnished
Other spaces
Kitchen
Spacious Winter Garden Home w/ BBQ, Walk to Dwtn!
9.9
Excellent
·
Winter Garden
·
2 br
·
Sleeps 4
·
Ceiling Fan · Fireplace · Dishwasher ·
From
$191/nightProperty
House · 2 Beds · 1 bath
Amenities
Ceiling Fan
Fireplace
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Modern Bungalow w/ Gas BBQ, Short Walk to Downtown
9.7
Excellent
·
Winter Garden
·
1 br
·
Sleeps 4
·
On Site Laundry · Ceiling Fan · Dishwasher ·
From
$191/nightProperty
House · 1 Bed · 1 bath
Amenities
On Site Laundry
Ceiling Fan
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Mystic Cabin Retreat Home w/pool near Orlando, close to Disney!
8.3
Very good
·
Montverede
·
4 br
·
Sleeps 12
·
Fitness Center · High Ceilings · Fireplace ·
From
$418/nightProperty
House · 4 Beds · 3 baths
Amenities
Fitness Center
High Ceilings
Fireplace
Private Pool
Walk In Closets
Oven
Pool
Air Conditioning
Other spaces
Kitchen, Workspace
Waterfront Luxury Airstream on An Orange Grove
10
Excellent
·
Winter Garden
·
1 br
·
Sleeps 3
·
Oven · Air Conditioning · Lake ·
From
$135/nightProperty
House · 1 Bed · 1 bath
Amenities
Oven
Air Conditioning
Lake
Waterfront
Furnished
LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB -near Orlando
9.9
Excellent
·
Montverde
·
2 br
·
Sleeps 4
·
Fitness Center · Fireplace · Dishwasher ·
From
$150/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Fitness Center
Fireplace
Dishwasher
Beach
Hot Tub
Oven
Air Conditioning
Lake
Other spaces
Balcony, Kitchen
WoodSpring Suites Orlando West - Clermont
4.3
Good
·
Clermont
·
1 br
·
Sleeps 4
·
On Site Laundry · Smoking Allowed · Workspace ·
From
$50/nightProperty
Hotel · 1 Bed
Amenities
On Site Laundry
Smoking Allowed
Free Parking
Air Conditioning
Furnished
Wifi
Wheelchair Accessible
Other spaces
Workspace
NEW! Cozy Lakefront Clermont Retreat w/ Boat Dock!
8.5
Very good
·
Clermont
·
1 br
·
Sleeps 6
·
Ceiling Fan · Toiletries · Assigned Parking ·
From
$115/nightProperty
House · 1 Bed · 2 baths
Amenities
Ceiling Fan
Toiletries
Assigned Parking
Central Heat
Walk In Closets
Tv
Microwave
Oven
Other spaces
Kitchen
Spacious Winter Garden Home w/ BBQ, Walk to Dwtn!
9.7
Excellent
·
Winter Garden
·
2 br
·
Sleeps 4
·
Ceiling Fan · Toiletries · Dishwasher ·
From
$110/nightProperty
House · 2 Beds · 1 bath
Amenities
Ceiling Fan
Toiletries
Dishwasher
Central Heat
Tv
Microwave
Oven
Free Parking
Other spaces
Garden, Kitchen
Modern Bungalow w/ Gas BBQ, Short Walk to Downtown
9.8
Excellent
·
Winter Garden
·
1 br
·
Sleeps 4
·
Ceiling Fan · Toiletries · Dishwasher ·
From
$90/nightProperty
House · 1 Bed · 1 bath
Amenities
Ceiling Fan
Toiletries
Dishwasher
Central Heat
Tv
Microwave
Oven
Free Parking
Other spaces
Garden, Kitchen
Modern Winter Garden Cottage: 16 Mi to Disney
10
Excellent
·
Winter Garden
·
1 br
·
Sleeps 4
·
On Site Laundry · Toiletries · Dishwasher ·
From
$95/nightProperty
House · 1 Bed · 1 bath
Amenities
On Site Laundry
Toiletries
Dishwasher
Central Heat
Tv
Microwave
Oven
Free Parking
Other spaces
Kitchen
Updated: March 22, 2023
Learn about vacation rentals in
Oakland
Explore 1 vacation rentals near Oakland, Florida. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Oakland, you can see photos of Oakland vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Oakland vacation rentals in specific areas. Whether you’re looking for a Oakland staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Oakland is $200 per night and the highest price is $200 per night.
The most common
amenities for vacation rentals near Oakland are: swimming pool, air conditioning, and coffee maker. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
1 available
Getting around Oakland
Walking
6/10
Grab your reusable bags–many shops and stores are within walking distance.
Car
8/10
This area is close to freeways and has adequate parking options.
Cycling
4/10
This is semi-bikeable, but you’ll need another way of getting around.
Transit
5/10
Frequent public transit options are within walking distance.
Points of interest in Oakland
Groceries
7/10
At least one grocery store within a 15-minute walk
Shopping
5/10
Variety of shops within walking distance
Cafes
5/10
Some cafés within walking distance
Restaurants
6/10
Variety of restaurants within walking distance
Parks
8/10
Large amount of park space nearby
Nightlife
3/10
Few or no bars within walking distance
Vacation Rentals in Oakland, FL FAQ
How many vacation rentals in Oakland are available?
There are currently 1 vacation rentals in Oakland available. Our vacation rentals in Oakland include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.
Are there any pet friendly vacation rentals in Oakland?
Yes, right now there are 1 pet friendly vacation rentals in Oakland. A pet friendly vacation rental in Oakland means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.
Are there any vacation rentals in Oakland with a pool?
Yes there are vacation rentals with a pool available in Oakland, FL. View more detailed vacation spots on Vacations by Zumper.
Are there any vacation rentals in Oakland with internet access?
As of March 22, 2023, there are vacation rentals with internet access available in Oakland, Florida. Check out more enjoyable destinations on Vacations by Zumper.
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