Owner Direct Vacation Rentals in Pioneer Point

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  3.  USA

  4.  Florida
  5.  St. Petersburg - Clearwater
  6.  Pioneer Point

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605 Pioneer Point Vacation Homes From $93

Looking for the ideal vacation rental in Pioneer Point? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Spacious 3 Bedroom PET FRIENDLY!- Close to beach!
Spacious 3 Bedroom PET FRIENDLY!- Close to beach!
House
Tarpon Springs, FL, USA
0.7k from Pioneer Point center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$492
Average price / night
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Quiet River Edge, Gulf-Access Home
Quiet River Edge, Gulf-Access Home
House
Tarpon Springs, FL, 34689, United States
0.2k from Pioneer Point center

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

2 Bedrooms6 Guests
10.0

Exceptional

84 reviews

$228
Average price / night
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Modern Home, Heated Pool, Close to Beaches!
Modern Home, Heated Pool, Close to Beaches!
Villa
Tarpon Springs, FL, USA
1.0k from Pioneer Point center

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

3 Bedrooms8 Guests
9.1

Superb

10 reviews

$415
Average price / night
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HOLIDAY SALE! Spacious 3 BR close to the Beach! Pet Friendly! ALL 5 ⭐️ reviews!
HOLIDAY SALE! Spacious 3 BR close to the Beach! Pet Friendly! ALL 5 ⭐️ reviews!
House
Tarpon Springs, FL, 34689, United States
0.7k from Pioneer Point center

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

3 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$360
Average price / night
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Updated Home w Heated Pool, Near Beaches - Five-Bedroom House
Updated Home w Heated Pool, Near Beaches - Five-Bedroom House
House
Tarpon Springs, FL, USA
1.3k from Pioneer Point center

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

5 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$537
Average price / night
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Studio in Tarpon Springs, Florida
Studio in Tarpon Springs, Florida
Apartment
Tarpon Springs, FL, 34689, United States
0.9k from Pioneer Point center

AC, Free Parking, Internet, Microwave, No Smoking, Patio, TV

1 Bedroom2 Guests
7.0

Good

6 reviews

$166
Average price / night
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Luxury heated-pool home blocks from the beach
Luxury heated-pool home blocks from the beach
House
Tarpon Springs, FL, USA
1.3k from Pioneer Point center

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

1 Bedroom8 Guests
9.0

Fabulous

1 reviews

$659
Average price / night
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“Private Tropical Oasis w/ Resort Pool, Tiki Bar & Hot Tub\"
“Private Tropical Oasis w/ Resort Pool, Tiki Bar & Hot Tub\"
House
Tarpon Springs, FL, 34689, United States
0.9k from Pioneer Point center

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

3 Bedrooms7 Guests
New to Booking
$621
Average price / night
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Dockside Dreams
Dockside Dreams
House
Tarpon Springs, FL, USA
1.3k from Pioneer Point center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$260
Average price / night
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SUNSET STUDIO - Beautifully appointed and .6 mi from beach - This is Paradise!
SUNSET STUDIO - Beautifully appointed and .6 mi from beach - This is Paradise!
Apartment
Tarpon Springs, FL, 34689, United States
0.9k from Pioneer Point center

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

1 Bedroom2 Guests
9.6

Exceptional

7 reviews

$93
Average price / night
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Pet-Friendly Waterfront Home - 2 Mi to Beach!
Pet-Friendly Waterfront Home - 2 Mi to Beach!
House
Tarpon Springs, FL, USA
1.3k from Pioneer Point center

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

1 Bedroom4 Guests
9.6

Exceptional

14 reviews

$411
Average price / night
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Beautiful 3/2 w/ pool 5 min to beach ! Discount p/mo if  affected by Hurricanes
Beautiful 3/2 w/ pool 5 min to beach ! Discount p/mo if affected by Hurricanes
House
Tarpon Springs, FL, 34689, United States
0.9k from Pioneer Point center

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

3 Bedrooms8 Guests
9.8

Exceptional

9 reviews

$546
Average price / night
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Luxury Family Beach Escape with Heated Pool and Putting Green
Luxury Family Beach Escape with Heated Pool and Putting Green
House
Tarpon Springs, FL, USA
1.4k from Pioneer Point center

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

4 Bedrooms12 Guests
9.0

Fabulous

2 reviews

$540
Average price / night
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Waterfront Experience | Boatlift & Boat Rental
Waterfront Experience | Boatlift & Boat Rental
House
Tarpon Springs, FL, 34689, United States
1.0k from Pioneer Point center

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

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$305
Average price / night
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Cute 2B2B House, walk to Sponge Dock, Pet friendly
Cute 2B2B House, walk to Sponge Dock, Pet friendly
House
Tarpon Springs, FL, USA
1.6k from Pioneer Point center

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

1 Bedroom4 Guests
New to Booking
$183
Average price / night
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Luxury Waterfront Home with Pool & Dock - Gulf Access
Luxury Waterfront Home with Pool & Dock - Gulf Access
House
Tarpon Springs, FL, 34689, United States
1.0k from Pioneer Point center

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

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$850
Average price / night
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Hibiscus Hideaway
Hibiscus Hideaway
House
Tarpon Springs, FL, USA
1.8k from Pioneer Point center

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

3 Bedrooms6 Guests
9.6

Exceptional

34 reviews

$167
Average price / night
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Tarpon House · Heated Pool, 5 min to Beach
Tarpon House · Heated Pool, 5 min to Beach
House
Tarpon Springs, FL, 34689, United States
1.0k from Pioneer Point center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

33 reviews

$329
Average price / night
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3BR, Family friendly Coastal Home with Fire Pit & Fenced Yard
3BR, Family friendly Coastal Home with Fire Pit & Fenced Yard
House
Tarpon Springs, FL, 34689, United States
1.1k from Pioneer Point center

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

3 Bedrooms6 Guests
New to Booking
$313
Average price / night
Check Availability
Eirini’s Home
Eirini’s Home
House
Tarpon Springs, FL, 34689, United States
1.1k from Pioneer Point center

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

New to Booking
$354
Average price / night
Check Availability
Waterfront Apartment
Waterfront Apartment
Apartment
Tarpon Springs, FL, 34689, United States
1.1k from Pioneer Point center

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

1 Bedroom4 Guests
9.8

Exceptional

39 reviews

$145
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental 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 Pioneer Point.

Stay Near Pioneer Point's Top Attractions

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Pioneer Point. If you plan on staying in the Pioneer Point area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Pioneer Point

You can explore 605 verified vacation rentals in Pioneer Point. 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 Pioneer Point vary depending on the season, property size, and location. Rates typically start from around $93 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 Pioneer Point 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 Pioneer Point welcome pets. Currently, 47 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 Pioneer Point often include amenities such as View, Fireplace/Heating, and Child Friendly. 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.