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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Big Pine Key
  6.  Doctor's Arm

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94 Best Vacation Rentals with Pool in Doctor's Arm (Starting from $178)

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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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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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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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
Check Availability
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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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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Fishermen`s Paradise
Fishermen`s Paradise
House
Big Pine Key, FL, USA
4.2k from Doctor's Arm center

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

3 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$1127
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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Tiki Beach - Big Pine Key
Tiki Beach - Big Pine Key
House
Big Pine Key, FL, USA
4.2k from Doctor's Arm center

Pool, Parking, Security/Safety, View, Sports/Activities, Spa, Barbecue/Outdoor Cooking

4 Bedrooms10 Guests
New to Booking
$831
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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Salty Air Retreat
Salty Air Retreat
House
Little Torch Key, FL, USA
4.6k from Doctor's Arm center

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

3 Bedrooms8 Guests
New to Booking
$656
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
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Parmer's Resort
Parmer's Resort
Resort
Little Torch Key, FL, USA
4.8k from Doctor's Arm center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, Lodgings, Beach, Places to stay

29 Bedrooms37 Guests
8.6

Fabulous

440 reviews

$215
Average price / night
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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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Sunset Retreat
Sunset Retreat
House
Big Pine Key, FL, USA
5.1k from Doctor's Arm center

Barbecue/Outdoor Cooking, Pool, Internet, Laundry, Child Friendly

3 Bedrooms6 Guests
New to Booking
$742
Average price / night
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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
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Sunrise Oasis in big pine key
Sunrise Oasis in big pine key
House
Big Pine Key, FL, 33043, United States
0.8k from Doctor's Arm center

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

3 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$516
Average price / night
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Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
Cottage
1791 Bogie Drive, Big Pine Key, FL, 33043, United States
0.8k from Doctor's Arm center

AC, Barbecue, Free Parking, Heater, Internet, Living Area, Microwave, Outdoor Space, Pool

1 Bedroom4 Guests
8.6

Fabulous

316 reviews

$311
Average price / night
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SEA FOREVER! Gorgeous Ocean-Front Paradise!
SEA FOREVER! Gorgeous Ocean-Front Paradise!
House
Big Pine Key, FL, 33043, United States
1.1k from Doctor's Arm center

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

5 Bedrooms12 Guests
New to Booking
$574
Average price / night
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POOL! STUNNING NEW OCEANFRONT 4 Bedroom 3+ Acre Private Estate
POOL! STUNNING NEW OCEANFRONT 4 Bedroom 3+ Acre Private Estate
House
Big Pine Key, FL, 33043, United States
1.2k from Doctor's Arm center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$451
Average price / night
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A Serene Florida Escape in Big Pine Key 3 bed 2 bath house, pool, dock, sleep 8
A Serene Florida Escape in Big Pine Key 3 bed 2 bath house, pool, dock, sleep 8
House
Big Pine Key, FL, 33043, United States
1.3k from Doctor's Arm center

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

3 Bedrooms8 Guests
New to Booking
$410
Average price / night
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Amazing Pool & Canal Ground Level Home, Ocean access
Amazing Pool & Canal Ground Level Home, Ocean access
House
Big Pine Key, FL, 33043, United States
1.3k from Doctor's Arm center

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

3 Bedrooms6 Guests
9.6

Exceptional

23 reviews

$534
Average price / night
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FISHERMANS DREAM HOUSE
FISHERMANS DREAM HOUSE
House
Big Pine Key, FL, 33043, United States
2.3k from Doctor's Arm center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Patio, Pool, Washer

3 Bedrooms8 Guests
New to Booking
$341
Average price / night
Check Availability
Paradise Retreat ~ BPK
Paradise Retreat ~ BPK
House
Big Pine Key, FL, 33043, United States
2.4k from Doctor's Arm center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$216
Average price / night
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3 BR Canal Home in Big Pine Key, FL - Private Pool/Spa - Great Boating Access!!!
3 BR Canal Home in Big Pine Key, FL - Private Pool/Spa - Great Boating Access!!!
House
Big Pine Key, FL, 33043, United States
2.5k from Doctor's Arm center

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

3 Bedrooms6 Guests
New to Booking
$259
Average price / night
Check Availability
Mickey and Lynn's House of Windows
Mickey and Lynn's House of Windows
House
Big Pine Key, FL, 33050, United States
2.5k from Doctor's Arm center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms7 Guests
10.0

Exceptional

8 reviews

$403
Average price / night
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Canal Front Home in Big Pine Key with Pool
Canal Front Home in Big Pine Key with Pool
House
BIG PINE KEY, FL, 33043, United States
2.5k from Doctor's Arm center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$283
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 with Pool in Doctor's Arm.

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Doctor's Arm Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 94 verified vacation rentals with a pool in Doctor's Arm. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Doctor's Arm vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $178 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Doctor's Arm offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Doctor's Arm welcome pets. Currently, 35 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Doctor's Arm often include additional outdoor features such as Pool, Laundry, and Kitchen. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Doctor's Arm offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.