Oceanfront Rentals in Port Pine Heights, FL: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  USA

  4.  Florida
  5.  Big Pine Key
  6.  Port Pine Heights

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85 Best Oceanfront Rentals in Port Pine Heights (Starting from $137)

Magnolia's By The Sea
Magnolia's By The Sea
House
Big Pine Key, FL, USA
3.3k from Port Pine Heights 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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Fisherman’s Paradise - Ocean & Gulf Access!  Key Deer Preserve.  TIME TO FISH!
Fisherman’s Paradise - Ocean & Gulf Access! Key Deer Preserve. TIME TO FISH!
House
Big Pine Key, FL, 33043, United States
0.2k from Port Pine Heights center

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

3 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$159
Average price / night
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Parmer's Resort
Parmer's Resort
Resort
Little Torch Key, FL, USA
5.5k from Port Pine Heights 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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Newly Remodeled Corner House on the Water
Newly Remodeled Corner House on the Water
House
Big Pine Key, FL, 33043, United States
0.2k from Port Pine Heights center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$211
Average price / night
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Old Wooden Bridge Resort & Marina
Old Wooden Bridge Resort & Marina
Cabin
Big Pine Key, FL, USA
5.6k from Port Pine Heights 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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Amazing Paradise House Canal Front with access to  Atlantic and Gulf.
Amazing Paradise House Canal Front with access to Atlantic and Gulf.
House
Big Pine Key, FL, 33043, United States
0.2k from Port Pine Heights center

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

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$232
Average price / night
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Experience Coastal Living at its Best Florida Keys
Experience Coastal Living at its Best Florida Keys
House
Summerland Key, FL, USA
7.2k from Port Pine Heights center

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

1 Bedroom4 Guests
New to Booking
$293
Average price / night
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Updated Canal Home with Dock for 25' Boat, Sandbar Access & Backcountry Fishing
Updated Canal Home with Dock for 25' Boat, Sandbar Access & Backcountry Fishing
House
Big Pine Key, FL, 33043, United States
0.3k from Port Pine Heights center

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

2 Bedrooms4 Guests
New to Booking
$204
Average price / night
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Big Pine Key, 3 BR, 2 1/2 Bath, Private Canal, Close to everything, KW
Big Pine Key, 3 BR, 2 1/2 Bath, Private Canal, Close to everything, KW
House
Big Pine Key, FL, 33043, United States
0.5k from Port Pine Heights center

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

3 Bedrooms6 Guests
8.8

Fabulous

16 reviews

$327
Average price / night
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The most setup home in BPK TIKI HUT,POOL ,GRILL ,CANAL FRONT, FREE UNLIMITED ICE
The most setup home in BPK TIKI HUT,POOL ,GRILL ,CANAL FRONT, FREE UNLIMITED ICE
House
Gordon road, FL, 33043, United States
0.6k from Port Pine Heights center

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

4 Bedrooms12 Guests
9.2

Superb

5 reviews

$382
Average price / night
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Charming canal front 2-bedroom home with WiFi and AC in Little Torch Key
Charming canal front 2-bedroom home with WiFi and AC in Little Torch Key
House
Little Torch Key, FL, 33042, United States
3.8k from Port Pine Heights center

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

2 Bedrooms6 Guests
6.0

Review score

1 reviews

$145
Average price / night
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9 Mi to Bahia Honda State Park: Big Pine Key Oasis
9 Mi to Bahia Honda State Park: Big Pine Key Oasis
House
Big Pine Key, FL, 33043, United States
3.9k from Port Pine Heights center

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

2 Bedrooms5 Guests
10.0

Exceptional

3 reviews

$154
Average price / night
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Waterfront Pool Home! - Heavenly Hideout - Big Pine Key
Waterfront Pool Home! - Heavenly Hideout - Big Pine Key
House
Big Pine Key, FL, 33043, United States
4.0k from Port Pine Heights center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$229
Average price / night
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Keys Living Retreat
Keys Living Retreat
Cottage
Little Torch Key, FL, 33042, United States
4.1k from Port Pine Heights center

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

2 Bedrooms6 Guests
New to Booking
$137
Average price / night
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Great Location , Great Vibes, Great Pool
Great Location , Great Vibes, Great Pool
House
Summerland Key, FL, 33042, United States
4.1k from Port Pine Heights center

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

6 Bedrooms14 Guests
9.6

Exceptional

5 reviews

$563
Average price / night
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Frigate's Nest extraordinary 8bed/8bath nightly rental with dockage & private pool
Frigate's Nest extraordinary 8bed/8bath nightly rental with dockage & private pool
House
Little Torch Key, FL, 33042, United States
4.4k from Port Pine Heights center

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

8 Bedrooms16 Guests
8.0

Good

4 reviews

$2218
Average price / night
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Private 1 Acre property outdoor retreat on boatable canal- Monthly Rental!
Private 1 Acre property outdoor retreat on boatable canal- Monthly Rental!
House
Summerland Key, FL, 33042, United States
4.5k from Port Pine Heights center

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

3 Bedrooms8 Guests
New to Booking
$264
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
4.5k from Port Pine Heights 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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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
4.6k from Port Pine Heights 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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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
5.1k from Port Pine Heights 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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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
5.1k from Port Pine Heights 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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SEA FOREVER! Gorgeous Ocean-Front Paradise!
SEA FOREVER! Gorgeous Ocean-Front Paradise!
House
Big Pine Key, FL, 33043, United States
5.1k from Port Pine Heights 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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Very Private 3 Bedroom / 2 Bath Canal Home in Little Torch Key w/ Private Pool
Very Private 3 Bedroom / 2 Bath Canal Home in Little Torch Key w/ Private Pool
House
Little Torch Key, FL, 33042, United States
5.3k from Port Pine Heights center

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

3 Bedrooms6 Guests
New to Booking
$423
Average price / night
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FREE KAYAKS & BIKES! Private Pool Home. Little Torch Key. Great Fishing Area.
FREE KAYAKS & BIKES! Private Pool Home. Little Torch Key. Great Fishing Area.
House
little torch key, FL, 33042, United States
5.3k from Port Pine Heights center

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

3 Bedrooms8 Guests
9.8

Exceptional

31 reviews

$416
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
5.3k from Port Pine Heights 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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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
5.3k from Port Pine Heights 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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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
5.3k from Port Pine Heights center

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

2 Bedrooms8 Guests
New to Booking
$229
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 Oceanfront Rentals in Port Pine Heights.

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Port Pine Heights Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 85 verified oceanfront rentals in Port Pine Heights. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Port Pine Heights vary depending on the property size, exact beachfront location, and season. Rates typically start from around $137 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Port Pine Heights offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Port Pine Heights welcome pets. Currently, 31 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Port Pine Heights often include features designed for a comfortable coastal stay, such as View, Oceanfront, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.