Vacation Rentals in Callahan, FL: Compare 10+ Sites & Save

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741 Best Vacation Rentals in Callahan (Starting from $72)

The Blue Bungalow - Peaceful, Porch, Hot Tub, Downtown
The Blue Bungalow - Peaceful, Porch, Hot Tub, Downtown
House
Orlando, FL, USA
0.9k from Callahan center

Parking, Balcony/Terrace, Hot Tub, Pet Friendly, Air Conditioner, Fireplace/Heating, Internet

3 Bedrooms5 Guests
New to Booking
$176
Average price / night
Check Availability
Cozy 2-bedroom apartment with WiFi and AC in downtown Orlando near All
Cozy 2-bedroom apartment with WiFi and AC in downtown Orlando near All
Apartment
Orlando, FL, 32805, United States
0.2k from Callahan center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

2 Bedrooms3 Guests
6.0

Review score

2 reviews

$182
Average price / night
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The Boho Jungalow - Private, HotTub, Downtown
The Boho Jungalow - Private, HotTub, Downtown
House
Orlando, FL, USA
0.9k from Callahan center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs, Places to stay

1 Bedroom2 Guests
New to Booking
$154
Average price / night
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Cozy 2-bedroom apartment, Downtown Orlando with WiFi, AC and King size Bed
Cozy 2-bedroom apartment, Downtown Orlando with WiFi, AC and King size Bed
Apartment
Orlando, FL, 32805, United States
0.4k from Callahan center

AC, Free Parking, Heater, Internet, Laundry, Living Area, Microwave, TV, Washer

2 Bedrooms6 Guests
4.8

Review score

3 reviews

$218
Average price / night
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Entire 3 Bd Home with Murals and Parking by Downtown
Entire 3 Bd Home with Murals and Parking by Downtown
House
Orlando, FL, USA
1.0k from Callahan center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$364
Average price / night
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Luxurious 1-bedroom apartment in Downtown Orlando with Pool and Gym access
Luxurious 1-bedroom apartment in Downtown Orlando with Pool and Gym access
Apartment
Orlando, FL, 32801, United States
0.6k from Callahan center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom2 Guests
New to Booking
$178
Average price / night
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Landing Apartments Orlando - Central Business District
Landing Apartments Orlando - Central Business District
Apartment
Orlando, FL, USA
1.0k from Callahan center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$417
Average price / night
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The Boho Jungalow\nPrivate | HotTub I Downtown
The Boho Jungalow\nPrivate | HotTub I Downtown
House
Orlando, FL, 32804, United States
0.9k from Callahan center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$222
Average price / night
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Champions Gate 6BR Private Theater Games Pool Spa
Champions Gate 6BR Private Theater Games Pool Spa
House
Orlando, FL, USA
1.4k from Callahan center

Parking, Sports/Activities, Oceanfront, View, Internet, Wellness Facilities, Child Friendly

6 Bedrooms15 Guests
New to Booking
$403
Average price / night
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Landing | Incredible 1BD, Rooftop Lounge, Gym
Landing | Incredible 1BD, Rooftop Lounge, Gym
Apartment
Orlando, FL, 32801, United States
1.0k from Callahan center

AC, Heater, Internet, Kitchen, No Smoking, TV, Washer

1 Bedroom2 Guests
New to Booking
$143
Average price / night
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Luxury Skyrise Penthouse
Luxury Skyrise Penthouse
Apartment
Orlando, FL, USA
1.4k from Callahan center

Apartments, Luxury, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay

2 Bedrooms5 Guests
New to Booking
$450
Average price / night
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Landing | Modern 1BD, Rooftop Lounge, Gym
Landing | Modern 1BD, Rooftop Lounge, Gym
Apartment
Orlando, FL, 32801, United States
1.0k from Callahan center

AC, Heater, Internet, Kitchen, No Smoking, TV, Washer

1 Bedroom2 Guests
New to Booking
$195
Average price / night
Check Availability
Downtown Orlando 1br Peaceful Convenient
Downtown Orlando 1br Peaceful Convenient
House
Orlando, FL, USA
1.8k from Callahan center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$72
Average price / night
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Landing | Chic 1BD, Gym, Rooftop Lounge
Landing | Chic 1BD, Gym, Rooftop Lounge
Apartment
Orlando, FL, 32801, United States
1.0k from Callahan center

AC, Heater, Internet, Kitchen, No Smoking, TV, Washer

1 Bedroom2 Guests
New to Booking
$130
Average price / night
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Stylish 1br Near Downtown Pet-friendly
Stylish 1br Near Downtown Pet-friendly
House
FL, USA
1.8k from Callahan center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$72
Average price / night
Check Availability
Landing | Beautiful 2BD, Rooftop Lounge, Gym
Landing | Beautiful 2BD, Rooftop Lounge, Gym
Apartment
Orlando, FL, 32801, United States
1.0k from Callahan center

AC, Balcony, Heater, Internet, Kitchen, No Smoking, TV, Washer

2 Bedrooms4 Guests
New to Booking
$146
Average price / night
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Chic 1br Orlando Rental Kitchen & Fast Wi-fi
Chic 1br Orlando Rental Kitchen & Fast Wi-fi
House
Orlando, FL, USA
1.8k from Callahan center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$75
Average price / night
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Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
Apartment
480 N Orange Ave, Orlando, FL, 32801, United States
1.0k from Callahan center

Free Parking, No Smoking, Pool

New to Booking
$403
Average price / night
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Historic orlando Casita Joy, DT, Lake Eola, Delaney park, 2 bedrooms 1 bathroom Unit B
Historic orlando Casita Joy, DT, Lake Eola, Delaney park, 2 bedrooms 1 bathroom Unit B
Apartment
Orlando, FL, USA
1.9k from Callahan center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.0

Fabulous

4 reviews

$263
Average price / night
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My city home
My city home
Apartment
Orlando, FL, 32805, United States
1.0k from Callahan center

AC, Dryer, Internet, Laundry, No Smoking, Pool

1 Bedroom3 Guests
New to Booking
$201
Average price / night
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Historic Orlando Casita Love Apt A with backyard
Historic Orlando Casita Love Apt A with backyard
Apartment
Orlando, FL, USA
1.9k from Callahan center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

1 Bedroom3 Guests
10.0

Exceptional

2 reviews

$115
Average price / night
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Modern Luxury | Curated Living in the Heart of Downtown ORL
Modern Luxury | Curated Living in the Heart of Downtown ORL
Apartment
Orlando, FL, 32801, United States
1.1k from Callahan center

AC, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry, No Smoking, TV

2 Bedrooms4 Guests
8.0

Good

3 reviews

$168
Average price / night
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4Bedroom/2bath 2100sq ft Thorton Park Master Suite
4Bedroom/2bath 2100sq ft Thorton Park Master Suite
Apartment
Orlando, FL, USA
2.0k from Callahan center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

4 Bedrooms8 Guests
9.7

Exceptional

3 reviews

$291
Average price / night
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The Blue Bungalow\nPeaceful | Porch | HotTub I DT
The Blue Bungalow\nPeaceful | Porch | HotTub I DT
House
Orlando, FL, 32804, United States
1.1k from Callahan center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms5 Guests
10.0

Exceptional

7 reviews

$190
Average price / night
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New! Modern Home - 4 Beds 2.5 Baths - 5 minutes from Downtown
New! Modern Home - 4 Beds 2.5 Baths - 5 minutes from Downtown
House
Orlando, FL, 32805, United States
1.1k from Callahan center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms10 Guests
8.4

Very Good

6 reviews

$432
Average price / night
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Beautiful 3-bedroom apartment with AC in enchanting Orlando
Beautiful 3-bedroom apartment with AC in enchanting Orlando
Apartment
Orlando, FL, 32804, United States
1.1k from Callahan center

AC, Heater, No Smoking

3 Bedrooms6 Guests
New to Booking
$286
Average price / night
Check Availability
A Downtown / College Park House for extended residential needs
A Downtown / College Park House for extended residential needs
House
Orlando, FL, 32804, United States
1.1k from Callahan center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms8 Guests
New to Booking
$139
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Callahan.

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Frequently Asked Questions

You can explore 741 verified vacation rentals in Callahan. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Callahan vary depending on the season, property size, and location. Rates typically start from around $72 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Callahan include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Callahan welcome pets. Currently, 45 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Callahan often include amenities such as Fireplace/Heating, Pet Friendly, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.