Surf Break Rentals - Vacation Rentals in Pine Bay

Pineapple Escape From US $605
         

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9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Bay Front Property with Amazing View From US $176
         

9.8 (156 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront Condo Family Getaway From US $545
         

9.6 (55 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
5 min. to Madiera Beach, Fl. GATED. PERFECT & COZY! From US $159
         

Luxury Places to Stay in Pine Bay

Over 1046+ Luxury Places to Stay in or Near Pine Bay
2 Homes! - 4 MN to Madiera BCH - Hottub - HTD Pool From US $1,960
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
16 beds, 5BA, 2 Acres, Salt POOL, Spa From US $1,621
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
The Salty Parrot From US $1,513
         

Top-Rated Vacation Rentals with a Pool in Pine Bay

Over 457+ Top-Rated Vacation Rentals with a Pool in or Near Pine Bay
Paradise Found Pet Friendly From US $162
         

Pet-Friendly Vacation Rentals in Pine Bay

Over 465+ Pet-Friendly Vacation Rentals in or Near Pine Bay
Boca Ciega Resort Condominium From US $80
         

7.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Balcony & Pool Access: Bayfront Retreat From US $383
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Newly Renovated Close to Beaches Firepit From US $256
         

10.0 (68 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Pine Bay on PetFriendly.io

Large Vacation Homes & Villas in Pine Bay

Over 183+ Large Vacation Homes & Villas in or Near Pine Bay
Spacious Modern Madeira Beach Home 4B - 2BA From US $362
         

Wheelchair Accessible Vacation Homes in Pine Bay

Over 66+ Wheelchair Accessible Vacation Homes in or Near Pine Bay
Boca Ciega Resort From US $236
         

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7.8 (32 Reviews)
House
  • Air Conditioner
  • Pool
  • TV

Pine Bay Vacation Rentals and Airbnb Places to Stay Under $200

Over 341+ Pine Bay Vacation Rentals and Airbnb Places to Stay Under $200
Pinellas Park Oasis From US $72
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Comfy Guest House in St Pete From US $111
         

10.0 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Florida Sunshine RV Experience From US $130
         

Instantly Bookable Vacation Homes in Pine Bay

Over 552+ Instantly Bookable Vacation Homes in or Near Pine Bay
Bay View, Pool, 5 min St Pete Beach @ Dolphin Bay From US $400
         

COZY ARCADE HOME BY THE BEACH From US $343
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Pine Bay Vacation Rentals

With more than 1055 Pine Bay vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Surfbreakrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Pine Bay.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Surfbreakrentals Pine Bay, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Pine Bay. Places to stay near Pine Bay are 835.44 ft² on average, with prices averaging US $317 a night.

Surfbreakrentals makes it easy and safe to find and compare vacation rentals in Pine Bay with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Pine Bay

Type Count
Vacation Homes 744
Holiday Apartments 169
Cottages 15
Villas 13
Hotels 4
Resorts 3
Cabin Rentals 2
Others 1

Use these Quick Filters to Find a Vacation Rental in Pine Bay

Pro Tip: Surfbreakrentals makes it easy to compare the best listings on Surfbreakrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Surfbreakrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pine Bay.

Weather in Pine Bay

View the weather forecast for Pine Bay before booking your Pine Bay Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Pine Bay Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Pine Bay?
How many vacation rentals are available in Pine Bay?

Currently, the total number of properties listed in 2026 is over 1055 in the Pine Bay area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Pine Bay.