Vacation Rentals in Doctor's Arm, FL: Compare 10+ Sites & Save

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266 Best Vacation Rentals in Doctor's Arm (Starting from $155)

key Deer Retreat/direct gulf access/hot tub
key Deer Retreat/direct gulf access/hot tub
House
Big Pine Key, FL, USA
0.2k from Doctor's Arm center

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

2 Bedrooms7 Guests
10.0

Exceptional

3 reviews

$310
Average price / night
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3-bedroom waterfront. Cable, WiFi, AC, Hot tub, Dock. Spring 2026 Available !!
3-bedroom waterfront. Cable, WiFi, AC, Hot tub, Dock. Spring 2026 Available !!
House
Big Pine Key, FL, 33043, United States
0.1k from Doctor's Arm center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$351
Average price / night
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Big Pine Key Dreams
Big Pine Key Dreams
House
Big Pine Key, FL, USA
0.5k from Doctor's Arm center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Accessible hotels

2 Bedrooms6 Guests
New to Booking
$263
Average price / night
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Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm
Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm
House
Big Pine Key, FL, 33043, United States
0.1k from Doctor's Arm center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.4

Superb

15 reviews

$176
Average price / night
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Hellenga Haven
Hellenga Haven
House
Big Pine Key, FL, USA
0.7k from Doctor's Arm center

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

3 Bedrooms8 Guests
New to Booking
$411
Average price / night
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Escape the Ordinary and Experience Island Paradise
Escape the Ordinary and Experience Island Paradise
House
Big Pine Key, FL, 33043, United States
0.1k from Doctor's Arm center

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

2 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$241
Average price / night
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Old Wooden Bridge Resort & Marina
Old Wooden Bridge Resort & Marina
Cabin
Big Pine Key, FL, USA
0.7k from Doctor's Arm center

Accommodations, Pools, Parking, Lodges, Cabins, Pet-friendly, Lodgings, Places to stay

43 Bedrooms138 Guests
8.4

Very Good

241 reviews

$257
Average price / night
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Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf/Atlantic Access
Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf/Atlantic Access
House
Big Pine Key, FL, 33043, United States
0.2k from Doctor's Arm center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$318
Average price / night
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Sunset Villa
Sunset Villa
House
Big Pine Key, FL, USA
1.5k from Doctor's Arm center

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

3 Bedrooms6 Guests
New to Booking
$210
Average price / night
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Honey Hole a Big Pine Key paradise, canal to Bogie Channel
Honey Hole a Big Pine Key paradise, canal to Bogie Channel
House
Big Pine Key, FL, 33043, United States
0.2k from Doctor's Arm center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

2 Bedrooms8 Guests
New to Booking
$349
Average price / night
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Cedar Cottage
Cedar Cottage
House
Big Pine Key, FL, USA
2.7k from Doctor's Arm center

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

2 Bedrooms4 Guests
New to Booking
$184
Average price / night
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Canal Front Home With Pool And Hot Tub
Canal Front Home With Pool And Hot Tub
House
Big Pine Key, FL, 33043, United States
0.2k from Doctor's Arm center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$277
Average price / night
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Magnolia's By The Sea
Magnolia's By The Sea
House
Big Pine Key, FL, USA
2.7k from Doctor's Arm center

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

2 Bedrooms11 Guests
New to Booking
$474
Average price / night
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Secluded Tropical Retreat: 60' Dock, Large Pool, World-Class Fishing & Lobster
Secluded Tropical Retreat: 60' Dock, Large Pool, World-Class Fishing & Lobster
House
Big Pine Key, FL, 33043, United States
0.3k from Doctor's Arm center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$416
Average price / night
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Reel Paradise
Reel Paradise
House
Big Pine Key, FL, USA
3.0k from Doctor's Arm center

Barbecue/Outdoor Cooking, Internet, Security/Safety, Laundry, Child Friendly

2 Bedrooms6 Guests
New to Booking
$164
Average price / night
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2/2 Canal Front Home Big Pine Key.  Easy ocean and gulf access!
2/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!
House
Big Pine Key, FL, 33043, United States
0.3k from Doctor's Arm center

AC, Barbecue, Dryer, Free Parking, Internet, Laundry, Microwave, No Smoking, Toys

2 Bedrooms6 Guests
9.6

Exceptional

18 reviews

$155
Average price / night
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Florida Keys /Big Pine Key/ Dear Haven
Florida Keys /Big Pine Key/ Dear Haven
Apartment
Doctor's Arm, Big Pine Key, Florida, USA
3.6k from Doctor's Arm center

Air Conditioner, Parking

2 Bedrooms4 Guests
New to Booking
$7000
Average price / night
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Dates available Oct, Nov, Dec 2023
Dates available Oct, Nov, Dec 2023
House
Big Pine Key, FL, 33043, United States
0.3k from Doctor's Arm center

AC, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms7 Guests
10.0

Exceptional

5 reviews

$235
Average price / night
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RV In The Keys a Tropical Retreat
RV In The Keys a Tropical Retreat
House
Big Pine Key, FL, USA
3.8k from Doctor's Arm center

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

1 Bedroom4 Guests
New to Booking
$178
Average price / night
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SPCL FALL RATES __THREE LOTS WITH POOL AND DOCK!! SECLUDED LOWER KEYS RETREAT
SPCL FALL RATES __THREE LOTS WITH POOL AND DOCK!! SECLUDED LOWER KEYS RETREAT
House
Big Pine Key, FL, 33043, United States
0.4k from Doctor's Arm center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

23 reviews

$258
Average price / night
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Oceanfront Paradise w new 365' Dock Huge Tiki and Firepit.  Dogs OK
Oceanfront Paradise w new 365' Dock Huge Tiki and Firepit. Dogs OK
House
Big Pine Key, FL, 33043, United States
0.4k from Doctor's Arm center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.4

Superb

20 reviews

$463
Average price / night
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Beautiful waterfront home with central AC, dock, lovely balcony & patio
Beautiful waterfront home with central AC, dock, lovely balcony & patio
House
Big Pine Key, FL, 33043, United States
0.5k from Doctor's Arm center

2 Bedrooms6 Guests
New to Booking
$247
Average price / night
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Tropical Canal-front Cottage in the Lower Florida Keys
Tropical Canal-front Cottage in the Lower Florida Keys
House
Big Pine Key, FL, 33043, United States
0.5k from Doctor's Arm center

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

2 Bedrooms8 Guests
New to Booking
$229
Average price / night
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Beautiful 2 Bedroom Pool Home On Big Pine Key
Beautiful 2 Bedroom Pool Home On Big Pine Key
House
Big Pine Key, FL, 33043, United States
0.6k from Doctor's Arm center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$311
Average price / night
Check Availability
Private water front property with ocean access
Private water front property with ocean access
House
Big Pine Key, FL, 33043, United States
0.6k from Doctor's Arm center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$555
Average price / night
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Incredible~Ocean Views~ramp-dock-hot tub. Stay 14 days get up to 14 more FREE!
Incredible~Ocean Views~ramp-dock-hot tub. Stay 14 days get up to 14 more FREE!
House
Big Pine Key, FL, 33043, United States
0.6k from Doctor's Arm center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$513
Average price / night
Check Availability
Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel, Pool & Dockage!
Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel, Pool & Dockage!
House
Big Pine Key, FL, 33043, United States
0.6k from Doctor's Arm center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

4 Bedrooms10 Guests
10.0

Exceptional

7 reviews

$612
Average price / night
Check Availability

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Frequently Asked Questions

You can explore 266 verified vacation rentals in Doctor's Arm. 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 Doctor's Arm vary depending on the season, property size, and location. Rates typically start from around $155 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 Doctor's Arm 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 Doctor's Arm welcome pets. Currently, 41 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 Doctor's Arm often include amenities such as Laundry, Balcony/Terrace, 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.