Vacation rentals in Pinellas County - HomeToGo base64Hash Vacation rentals in Pinellas County - HomeToGo

Vacation rentals in Pinellas County

Browse 24,052 available vacation homes and compared across 56 trusted partners
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  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • Cabin
    • House

  • Rating

    • 4.5+
    • 4+

  • Popular amenities

    • Pool
    • WiFi
    • Kitchen
    • Air conditioning
    • Balcony/patio
    • Parking
    • Washing machine
    • TV
    • Microwave
    • Dishwasher
    • Hot tub
    • Yard
    • Crib
    • Fireplace
    Show more

  • Other Services

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals in Pinellas County

Discover your ideal Pinellas County vacation rental with real-time comparisons of 24,052 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo Indian Rocks Beach
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped lovely condo with barbecue | Nature view | Next to the beach | Good for workation

Indian Rocks Beach, Pinellas County, Florida, United States
This waterfront condo at Indian Rocks Beach features a heated pool, kitchen, and balcony, perfect for a relaxing getaway.
from $184
per night
Excellent(25 ratings)
from $184
per night
View deal
House Saint Pete Beach
House ∙ 12 guests ∙ 5 bedrooms

House with patio, private pool & BBQ | Nature view

Saint Pete Beach, Pinellas County, Florida, United States
This waterfront house rental in Saint Pete Beach offers a private pool, beach access, and a kitchen for 12 guests.
from $670
per night
from $670
per night
View deal
House Clearwater Beach
House ∙ 17 guests ∙ 4 bedrooms

Vacation home with private pool | Next to the beach

Clearwater Beach, Clearwater, Pinellas County
This Clearwater Beach house rental features a pool, kitchen, balcony, and parking, perfect for 17 guests to unwind together.
from $427
per night
Outstanding(2 ratings)
from $427
per night
View deal
Condo Indian Rocks Beach
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped condo with patio | Next to the beach

Indian Rocks Beach, Pinellas County, Florida, United States
This waterfront condo in Indian Rocks Beach features a kitchen, balcony, beach access, and parking for a perfect getaway.
from $258
per night
Excellent(144 ratings)
from $258
per night
View deal
Condo Indian Rocks Beach
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped beautiful condo with patio | Close to the beach

Indian Rocks Beach, Pinellas County, Florida, United States
This condo on Indian Rocks Beach features a kitchen, balcony, and beach access, perfect for a getaway with family or friends.
from $171
per night
Outstanding(78 ratings)
from $171
per night
View deal
House Don Cesar
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented charming vacation home with garden, grill & patio | Close to the beach | Perfect for remote work

Don Cesar, Saint Pete Beach, Pinellas County
This house rental in Don Cesar offers beach access, a cozy fireplace, and a yard, perfect for family vacations.
from $274
per night
Outstanding(49 ratings)
from $274
per night
View deal
House Madeira Beach
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped charming house with pool & barbeque | Beach nearby | Pets allowed

Madeira Beach, Pinellas County, Florida, United States
This house rental in Madeira Beach features a pool, parking, and pet-friendly options, accommodating up to 10 guests.
from $393
per night
from $393
per night
View deal
Condo Madeira Beach
Condo ∙ 12 guests ∙ 4 bedrooms

Condo with patio & pool

Madeira Beach, Pinellas County, Florida, United States
This waterfront condo in Madeira Beach features a pool, a kitchen, and parking, perfect for gatherings of up to 12.
from $379
per night
Outstanding(1 rating)
from $379
per night
View deal
House Treasure Island
House ∙ 2 guests ∙ 1 bedroom

House with terrace, garden & pool

Treasure Island, Pinellas County, Florida, United States
This Treasure Island house rental features a pool, kitchen, yard, and parking, perfect for a getaway for two.
from $168
per night
Outstanding(1 rating)
from $168
per night
View deal
House Indian Rocks Beach
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped lovely vacation home with garden & barbeque | Close to the beach | Good for workation | Pet-friendly

Indian Rocks Beach, Pinellas County, Florida, United States
This house rental in Indian Rocks Beach offers beach access, a kitchen, parking, and room for 10, making it perfect for families.
from $519
per night
Excellent(53 ratings)
from $519
per night
View deal
Condo Madeira Beach
Condo ∙ 6 guests ∙ 2 bedrooms

Family-oriented wonderful condo with fast internet & pool | Water view | Next to the beach | Suitable for remote work

Madeira Beach, Pinellas County, Florida, United States
This waterfront condo in Madeira Beach offers a pool, beach access, sea views, and a kitchen for a perfect family getaway.
from $293
per night
Excellent(15 ratings)
from $293
per night
View deal
House Indian Rocks Beach
House ∙ 14 guests ∙ 5 bedrooms

House with yard, BBQ & private pool | Perfect for remote work

Indian Rocks Beach, Pinellas County, Florida, United States
This house rental in Indian Rocks Beach offers a private pool, beach access, and room for 14 guests, perfect for your getaway.
from $962
per night
Excellent(87 ratings)
from $962
per night
View deal
House Tierra Verde
House ∙ 9 guests ∙ 3 bedrooms

Child-friendly beautiful house with patio, pool & barbeque | Nature view | Next to the beach | Suitable for remote work | Pets are welcome

Tierra Verde, Pinellas County, Florida, United States
This Tierra Verde house rental for nine features a pool, yard, and balcony, making it perfect for family gatherings and relaxation.
from $405
per night
Outstanding(27 ratings)
from $405
per night
View deal
Condo Indian Shores
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with jacuzzi & pool

Indian Shores, Pinellas County, Florida, United States
This waterfront condo in Indian Shores features a pool, hot tub, kitchen, and beach access, perfect for family getaways.
from $124
per night
Outstanding(26 ratings)
from $124
per night
View deal
Condo Saint Pete Beach
Condo ∙ 7 guests ∙ 3 bedrooms

Child-friendly condo with patio, barbeque & garden | Close to the beach

Saint Pete Beach, Pinellas County, Florida, United States
This waterfront condo in Saint Pete Beach offers a heated pool, kitchen, and yard, perfect for families looking to relax.
from $228
per night
Outstanding(132 ratings)
from $228
per night
View deal

Vacation Houses With Pools

Condo Indian Shores
from $128
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with grill, patio & pool

4.6
Excellent(60 ratings)
Indian Shores, Pinellas County, Florida, United States
Pool
View deal
Apartment Indian Rocks Beach
from $281
per night
Apartment ∙ 7 guests ∙ 3 bedrooms

Holiday apartment with barbecue & heated pool | Nature view

4.9
Outstanding(5 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
Pool
View deal
House Indian Rocks Beach
from $481
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with BBQ, garden & patio

5.0
Outstanding(1 rating)
Indian Rocks Beach, Pinellas County, Florida, United States
Pool
View deal
See all offers

Vacation houses with Balconies or Patios

House Indian Rocks Beach
from $207
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with fast internet & pool | Water view

4.3
Very good(23 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
Balcony/Patio
View deal
House Madeira Beach
from $1,134
per night
House ∙ 20 guests ∙ 8 bedrooms

Vacation home with patio, BBQ & garden | Nature view

4.7
Excellent(24 ratings)
Madeira Beach, Pinellas County, Florida, United States
Balcony/Patio
View deal
House Redington Shores
from $167
per night
House ∙ 10 guests ∙ 3 bedrooms

House with terrace & BBQ | Nature view

4.3
Very good(123 ratings)
Redington Shores, Pinellas County, Florida, United States
Balcony/Patio
View deal
See all offers

Dog-Friendly Vacation Rentals

House Indian Rocks Beach
from $312
per night
House ∙ 9 guests ∙ 4 bedrooms

Children-friendly house with barbeque, yard & fast internet | Perfect for remote work | Pets are welcome

5.0
Outstanding(2 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
Pet-friendly
View deal
Condo Tarpon Springs
from $118
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped wonderful condo with pool, BBQ & jacuzzi | Pets are welcome

Tarpon Springs, Pinellas County, Florida, United States
Pet-friendly
View deal
House Pass-a-Grille Beach
from $331
per night
House ∙ 6 guests ∙ 2 bedrooms

House with grill, patio & private pool

5.0
Outstanding(1 rating)
Pass-a-Grille Beach, Saint Petersburg, Pinellas County
Pet-friendly
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Pinellas County offering exceptional value for money

Condo Sunset Beach
from $197
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with barbecue, hot tub & pool | Water view | Suitable for remote work

5.0
Outstanding(7 ratings)
Sunset Beach, Saint Pete Beach, Pinellas County
View deal
Condo Madeira Beach
from $264
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Family-oriented condo with pool & fast internet | Water view | Next to the beach | Suitable for remote work

4.7
Excellent(4 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Condo Indian Shores
from $458
per night
Condo ∙ 10 guests ∙ 4 bedrooms

Condo with BBQ

5.0
Outstanding(15 ratings)
Indian Shores, Pinellas County, Florida, United States
View deal

Top-Rated Vacation rentals in Pinellas County

Book the highest-rated Pinellas County vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Condo Madeira Beach
from $304
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Children-friendly pleasant condo with patio & heated pool | Next to the beach

5.0
Outstanding(118 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Apartment Indian Rocks Beach
from $182
per night
Apartment ∙ 7 guests ∙ 3 bedrooms

Holiday apartment with heated pool & barbecue

4.9
Outstanding(116 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
View deal
Condo Indian Rocks Beach
from $241
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with heated pool & terrace

4.8
Outstanding(76 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
View deal

Discover real guest reviews to help you choose the perfect stay in Pinellas County

How are reviews collected?
Alan G.
Guest verified by HomeToGo

Great location right on the beach restaurants walking distance beautiful condo very clean would stay here again its a perfect location

Reviewed on 6/21/2026 | Couple
Condo Madeira Beach
from $215
per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding(63 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
jenn b.
Guest verified by HomeToGo

It was a very nice condo. It was in a perfect location and I loved that it was oceanfront.

Reviewed on 6/2/2026 | Group
Condo Madeira Beach
from $311
per night
Condo ∙ 12 guests ∙ 3 bedrooms
5.0
Outstanding(3 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Todd P.
Guest verified by HomeToGo

The sunsets are definitely worth it. Owners closet is fully stocked with toys for kids and adults. Beautiful accommodations. Highly recommend!

Reviewed on 5/31/2026 | Couple
Condo Indian Shores
from $266
per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding(49 ratings)
Indian Shores, Pinellas County, Florida, United States
View deal
Leonardo R.
Guest verified by HomeToGo

THE HOUSE WAS VERY GOOD AND IT HAD EVERYTHING WE NEEDED TO MAKE OUR STAY VERY GOOD.

Reviewed on 4/7/2026 | Family
Apartment Clearwater Beach
from $1,409
per night
Apartment ∙ 16 guests ∙ 6 bedrooms
5.0
Outstanding(1 rating)
Clearwater Beach, Clearwater, Pinellas County
View deal
Mary T.
Guest verified by HomeToGo

The house was lovely, but I did not like the water coming from the taps. I assume it was well water due to the odor it had. The house was very spacious with lots of sleeping area. The bed in the main bedroom was very comfortable, but the matress pad below the sheet was stained. The grill could use some repairs around the base where it is rusting out.

Reviewed on 12/31/2025 | Couple
House Palm Harbor
from $221
per night
House ∙ 8 guests ∙ 3 bedrooms
3.5
Good(2 ratings)
Palm Harbor, Pinellas County, Florida, United States
View deal
KENDRA S.
Guest verified by HomeToGo

Beautiful location, well-appointed condo, that the resort is beautiful! We had a family of 4 plus stay at the condo and it was perfect. We had everything we needed at the condo and had Walmart deliver groceries right to our door.

Reviewed on 4/7/2025 | Family
Condo Sunset Beach
from $228
per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.2
Very good(58 ratings)
Sunset Beach, Saint Pete Beach, Pinellas County
View deal
Heather B.
Guest verified by HomeToGo

It was perfect for our little family. The view is amazing and the unit was roomy and clean. Also loved there were chairs and some boogie boards to use in the large closet. Would definitely recommend and rent again in the future.

Reviewed on 7/14/2024 | Family
Condo Madeira Beach
from $242
per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.4
Very good(222 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Robert W.
Guest verified by HomeToGo

Clean, safe, well maintained condo. Excellent location. Great view. Steps to the boardwalk and the beach. Friendly, helpful staff, very easy registration. Will definitely return. Thank you!

Reviewed on 5/28/2024
Condo Treasure Island
from $184
per night
Condo ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(3 ratings)
Treasure Island, Pinellas County, Florida, United States
View deal
james M.
Guest verified by HomeToGo

We have stayed in several units in this building. The location is excellent and spaced is generous. The furniture was old and uncomfortable and needs replacing. The verticla blinds on the sliding doors were too long and several slats were missing when we arrived. They also could be replaced.

Reviewed on 3/4/2024 | Couple
Condo Madeira Beach
from $310
per night
Condo ∙ 10 guests ∙ 3 bedrooms
4.5
Excellent(7 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Show more

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Popular Features & Amenities in Pinellas County

  • Pool (17,151)
  • Pet-friendly (5,997)
  • WiFi (22,118)
  • Kitchen (20,180)
  • Air conditioning (22,648)
  • Balcony/patio (8,489)
  • Parking (1,735)
  • Washing machine (15,798)
  • TV (21,899)
  • Microwave (18,481)
  • No smoking (21,010)
  • Grill (11,154)

Two-thirds of the vacation rentals include a pool, which makes Pinellas County an excellent destination for vacationers looking to make a splash. In addition, more Condo have pools than any other type of accommodation. They are a great choice if you go in a group of 6, as that is the number of people they can accommodate on average. one-third of Pinellas County's vacation rentals with pools are situated within two miles of water, choose between some pool time or waterfront moments.

Price and Availability Index in Pinellas County

Click on any bar to see price and availability information

Vacation Rental Price Information in Pinellas County

The graph shows the average rental prices for the upcoming twelve months in Pinellas County. In March, prices go up to $558 per night (3/20 – 3/27), which is the most expensive time of the year to book a vacation home. Opt for a getaway in August (8/29 – 9/5) for optimal savings when heading to Pinellas County.

Rental availability information in Pinellas County

Our availability graph helps you identify the most competitive months to book a vacation rental in Pinellas County. The week with the highest booking rate is in July (7/24 – 7/31). Only 15% of the rentals are still available. People tend to travel less to Pinellas County during a week in August (8/8 – 8/15) when only 12% of the rentals are booked.

Vacation in Pinellas County

Tucked away in sunny Florida, Pinealla County has something to offer everyone on vacation. Nature lovers will delight in the number of National Parks featuring breathtaking views and fantastic hiking trails, and beach bums will be thrilled by the gorgeous white sand beaches and blue oceans that Flordia is famous for. There are a number of museums, including the Salvator Dali Museum, and theaters to keep you busy and immersed in art during your stay. If you're looking for that wholesome weekend getaway, you'll be in heaven at the weekend farmers markets that are so popular here. Stock up on some fresh, local produce to really make your beach days shine.

Where are the unique attractions in Pinellas County?

Afternoon activities in Pinellas County

Hunt for bargains at the Wagon Wheel Flea Market, which was founded in 1966 and is still one of the nation's most popular and largest flea markets. This market is full of vendors selling clothing, jewelry, fruits and vegetables, antiques, furniture, books, and nearly anything you can imagine. Search for new pieces for your home or a souvenir.

Spend the afternoon biking across the Pinellas Trail. This scenic, 47-mile trail winds on an abandoned railroad corridor and takes you from St. Petersburg to Tarpon Springs. Along the way, you can access numerous beaches, parks, and other points of interest. This is a great space to soak up the luxurious green of Florida.

Information about vacation rentals in Pinellas County

🏡 Vacation rentals available 24,052 rentals
💳 Possible discounts up to 16%
🌙 Nightly prices starting at $106
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 6,234 homes
🏊 Vacation rentals with pools 17,255 homes
1,057 reviews
Pinellas County vacation rentals have an average rating of 4.3/5 on 1,057 reviews left by travelers.

Frequently Asked Questions

What is the average price per night for a vacation rental in Pinellas County?

On average, vacation rentals in Pinellas County cost around $106 per night. $373 is the average nightly price for condos in Pinellas County. House rentals in Pinellas County cost on average $574 per night.

How many vacation homes are available for booking in Pinellas County?

There are currently 24,052 vacation rentals from 56 providers in Pinellas County.

What are the most popular amenities for vacation homes in Pinellas County?

Most travelers search for Pool, Pets allowed, and Internet when booking a vacation rental in Pinellas County.

How many vacation homes with a pool are in Pinellas County?

Pinellas County offers 17,255 Condo and Hotel room options on offer to book.

Are dogs allowed in vacation rentals in Pinellas County?

Finding a vacation rental in Pinellas County that allows pets is definitely possible, with 6,234 pet-friendly available.

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