Oceanfront Rentals in Pinellas Trail, FL: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  USA

  4.  Florida
  5.  St. Petersburg - Clearwater
  6.  Pinellas Trail

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3405 Best Oceanfront Rentals in Pinellas Trail (Starting from $121)

Coastal Cottage Beach retreat jacuzzi firepit
Coastal Cottage Beach retreat jacuzzi firepit
House
Largo, FL, USA
0.4k from Pinellas Trail center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs

2 Bedrooms6 Guests
9.7

Exceptional

12 reviews

$121
Average price / night
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Sleeps 14 • Heated Pool • Spa • Arcade • Putt Putt
Sleeps 14 • Heated Pool • Spa • Arcade • Putt Putt
House
Largo, FL, 33778, United States
0.6k from Pinellas Trail center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
New to Booking
$717
Average price / night
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Villa Maria Salt Sun 7 minutes to Indian Rocks Beach
Villa Maria Salt Sun 7 minutes to Indian Rocks Beach
House
Largo, FL, USA
0.6k from Pinellas Trail center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms9 Guests
9.8

Exceptional

17 reviews

$338
Average price / night
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Pinellas Trail Retreat | Near Beaches, Parks & Dining
Pinellas Trail Retreat | Near Beaches, Parks & Dining
House
Largo, FL, 33778, United States
0.8k from Pinellas Trail center

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

2 Bedrooms7 Guests
9.2

Superb

5 reviews

$185
Average price / night
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Peaceful Largo Vacation Rental with Sauna and Yard!
Peaceful Largo Vacation Rental with Sauna and Yard!
House
Largo, FL, USA
0.6k from Pinellas Trail center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom2 Guests
New to Booking
$130
Average price / night
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Pet Friendly Pool Home close to beach and Walsingham Park
Pet Friendly Pool Home close to beach and Walsingham Park
House
Pinellas County, FL, 33778, United States
0.8k from Pinellas Trail center

AC, Barbecue, Dryer, Internet, Kitchen, Living Area, Microwave, No Smoking, Pool

3 Bedrooms6 Guests
New to Booking
$423
Average price / night
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Snook Haven - Hot Tub, Pool, Minigolf, Dog Space
Snook Haven - Hot Tub, Pool, Minigolf, Dog Space
House
Largo, FL, USA
0.9k from Pinellas Trail center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$296
Average price / night
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Convenient located in Largo with King size Bed (119th)
Convenient located in Largo with King size Bed (119th)
House
Largo, FL, 33778, United States
0.8k from Pinellas Trail center

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

3 Bedrooms8 Guests
9.2

Superb

11 reviews

$367
Average price / night
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Sunroom - Master King - Games - Close to IRB
Sunroom - Master King - Games - Close to IRB
House
Walsingham, FL, USA
0.9k from Pinellas Trail center

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

2 Bedrooms4 Guests
New to Booking
$245
Average price / night
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Coastal Bliss with hot tub - 4 miles to beaches
Coastal Bliss with hot tub - 4 miles to beaches
Apartment
Largo, FL, 33778, United States
0.9k from Pinellas Trail center

AC, Barbecue, Free Parking, Hot Tub, Internet, Laundry, Microwave, No Smoking, Patio

1 Bedroom2 Guests
9.4

Superb

22 reviews

$140
Average price / night
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Sunny Spacious 4BR Comfort Pool
Sunny Spacious 4BR Comfort Pool
House
Largo, FL, USA
1.0k from Pinellas Trail center

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

4 Bedrooms10 Guests
2.0

Review score

1 reviews

$461
Average price / night
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Flamingo Flat  Your Tropical Retreat Just 5 Miles from the Beach
Flamingo Flat Your Tropical Retreat Just 5 Miles from the Beach
Apartment
Largo, FL, 33778, United States
0.9k from Pinellas Trail center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
9.8

Exceptional

36 reviews

$133
Average price / night
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Flamingo Lounge - Pool, Firepit, Grill, Sleeps 10
Flamingo Lounge - Pool, Firepit, Grill, Sleeps 10
House
Largo, FL, USA
1.0k from Pinellas Trail center

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

4 Bedrooms10 Guests
New to Booking
$496
Average price / night
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Beach Escape: King Bed | Games | Sunroom | Bikes
Beach Escape: King Bed | Games | Sunroom | Bikes
House
Largo, FL, 33778, United States
0.9k from Pinellas Trail center

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

2 Bedrooms4 Guests
9.8

Exceptional

11 reviews

$232
Average price / night
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Palm House~Heated Pool~8 min to Beach
Palm House~Heated Pool~8 min to Beach
House
Largo, FL, USA
1.3k from Pinellas Trail center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$175
Average price / night
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Lovely full house 3/2 w/ pool, few min from beach
Lovely full house 3/2 w/ pool, few min from beach
House
Largo, FL, 33778, United States
0.9k from Pinellas Trail center

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

3 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$322
Average price / night
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Light Sand with Heated POOL
Light Sand with Heated POOL
House
Largo, FL, USA
1.4k from Pinellas Trail center

Fireplace/Heating, Barbecue/Outdoor Cooking, Air Conditioner, Parking, Ocean View, Oceanfront, Pet Friendly

2 Bedrooms8 Guests
New to Booking
$264
Average price / night
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Largo Pool House & Firepit
Largo Pool House & Firepit
House
Largo, FL, 33778, United States
1.0k from Pinellas Trail center

AC, Arcade, Barbecue, Elevator, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
6.0

Review score

1 reviews

$442
Average price / night
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3 Mi to Beach Prime Largo Home with Pool!
3 Mi to Beach Prime Largo Home with Pool!
House
Largo, FL, USA
1.5k from Pinellas Trail center

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

3 Bedrooms8 Guests
New to Booking
$465
Average price / night
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Casa Indigo | The Designer Pool home Experience + Hot Tub
Casa Indigo | The Designer Pool home Experience + Hot Tub
House
Largo, FL, 33778, United States
1.1k from Pinellas Trail center

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

4 Bedrooms10 Guests
8.8

Fabulous

13 reviews

$437
Average price / night
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Idyllic Largo Escape with Private Pool and Lanai!
Idyllic Largo Escape with Private Pool and Lanai!
House
Largo, FL, USA
1.5k from Pinellas Trail center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$794
Average price / night
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Family Retreat with Heated Pool, Cabana and Mini Golf, 10min to beach
Family Retreat with Heated Pool, Cabana and Mini Golf, 10min to beach
House
Largo, FL, 33778, United States
1.1k from Pinellas Trail center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
6.0

Review score

2 reviews

$566
Average price / night
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SPACIOUS RANCH HOUSE  TO ENJOY THE TAMPA BAY- CLEARWATER AREA
SPACIOUS RANCH HOUSE TO ENJOY THE TAMPA BAY- CLEARWATER AREA
House
Largo, FL, 33778, United States
1.2k from Pinellas Trail center

AC, Arcade, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$252
Average price / night
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5mil to beach_Pool_King_Full Kitchen_W/D_Pets+yard
5mil to beach_Pool_King_Full Kitchen_W/D_Pets+yard
House
Largo, FL, 33778, United States
1.3k from Pinellas Trail center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
8.8

Fabulous

5 reviews

$216
Average price / night
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Pool & Fire Pit Retreat – Sleeps 14, No Flood Zone
Pool & Fire Pit Retreat – Sleeps 14, No Flood Zone
House
Largo, FL, 33778, United States
1.3k from Pinellas Trail center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet

4 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$604
Average price / night
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Sun, Pool & Beach: Largo Getaway
Sun, Pool & Beach: Largo Getaway
House
Largo, FL, 33778, United States
1.3k from Pinellas Trail center

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

4 Bedrooms10 Guests
New to Booking
$468
Average price / night
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Gulf Coast Pool House Oasis
Gulf Coast Pool House Oasis
House
Largo, FL, 33774, United States
1.4k from Pinellas Trail center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$369
Average price / night
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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 Pinellas Trail.

Where to stay in Pinellas Trail? Best neighborhoods & areas

Pinellas Trail Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 3405 verified oceanfront rentals in Pinellas Trail. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Pinellas Trail vary depending on the property size, exact beachfront location, and season. Rates typically start from around $121 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 Pinellas Trail 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 Pinellas Trail welcome pets. Currently, 53 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 Pinellas Trail often include features designed for a comfortable coastal stay, such as Ocean View, View, and Oceanfront. 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.