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

Vacation rentals in Pinellas County

Browse 24,165 available vacation homes and compared across 60 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+

  • Services

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

  • Accommodation type

    • 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 24,152 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

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 $403
per night
Outstanding(25 ratings)
from $403
per night
View deal
Condo Indian Shores
Condo ∙ 8 guests ∙ 3 bedrooms

Children-friendly pleasant condo with terrace, barbeque & jacuzzi | Next to the beach

Indian Shores, Pinellas County, Florida, United States
This waterfront condo in Indian Shores features a pool, hot tub, beach access, and a balcony, perfect for family getaways.
from $195
per night
Very good(41 ratings)
from $195
per night
View deal
Condo Indian Shores
Condo ∙ 8 guests ∙ 2 bedrooms

Family-friendly lovely condo | Next to the beach | Suitable for remote work

Indian Shores, Pinellas County, Florida, United States
This family-friendly condo in Indian Shores features a kitchen, balcony, and parking, accommodating up to 8 guests for a perfect getaway.
from $265
per night
Outstanding(13 ratings)
from $265
per night
View deal
House Sunset Beach
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with patio

Sunset Beach, Saint Pete Beach, Pinellas County
This house rental at Sunset Beach features a kitchen, balcony, and parking, accommodating up to 12 guests for a perfect getaway.
from $563
per night
Excellent(10 ratings)
from $563
per night
View deal
Condo Indian Shores
Condo ∙ 8 guests ∙ 3 bedrooms

Children-friendly condo with heated pool, barbecue & patio | Nature view | Next to the beach | Good for workation | Pets are welcome

Indian Shores, Pinellas County, Florida, United States
This waterfront condo in Indian Shores offers beach access, a heated pool, and a balcony, perfect for family vacations.
from $257
per night
Outstanding(121 ratings)
from $257
per night
View deal
House Seminole
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly nice house with barbeque & yard | Lake view | Pets allowed

Seminole, Pinellas County, Florida, United States
This Seminole waterfront house rental features a kitchen, yard, and parking, accommodating up to 8 guests with pets welcome.
from $136
per night
Very good(67 ratings)
from $136
per night
View deal
Condo Clearwater Beach
Condo ∙ 11 guests ∙ 4 bedrooms

Fully equipped charming condo with pool & yard | Nature view | Next to the beach

Clearwater Beach, Clearwater, Pinellas County
This waterfront condo in Clearwater Beach features a pool, kitchen, balcony, and parking, perfect for up to 11 guests.
from $309
per night
Outstanding(47 ratings)
from $309
per night
View deal
Condo Madeira Beach
Condo ∙ 8 guests ∙ 3 bedrooms

Family-friendly condo with barbecue & private pool | Beach nearby

Madeira Beach, Pinellas County, Florida, United States
This condo in Madeira Beach features a private heated pool, kitchen, and balcony, perfect for families seeking fun and relaxation.
from $367
per night
Outstanding(13 ratings)
from $367
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

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 $275
per night
Outstanding(45 ratings)
from $275
per night
View deal
Condo Madeira Beach
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with pool

Madeira Beach, Pinellas County, Florida, United States
This waterfront condo in Madeira Beach features a pool, kitchen, balcony, and parking, perfect for a getaway with friends or family.
from $300
per night
Excellent(42 ratings)
from $300
per night
View deal
House Madeira Beach
House ∙ 20 guests ∙ 8 bedrooms

Vacation home with patio, BBQ & garden | Nature view

Madeira Beach, Pinellas County, Florida, United States
This house rental in Madeira Beach features a kitchen, yard, balcony, and parking, accommodating up to 20 guests for your ideal getaway.
from $1,124
per night
Excellent(24 ratings)
from $1,124
per night
View deal
House Indian Rocks Beach
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped lovely vacation home with terrace & barbeque | Close to the beach | 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 $494
per night
Excellent(52 ratings)
from $494
per night
View deal
Condo Indian Rocks Beach
Condo ∙ 6 guests ∙ 2 bedrooms

Family-friendly nice condo with heated pool | Water view | Next to the beach

Indian Rocks Beach, Pinellas County, Florida, United States
This condo at Indian Rocks Beach features beach access, a heated pool, and stunning sea views, perfect for families and events.
from $214
per night
Outstanding(2 ratings)
from $214
per night
View deal
Condo Indian Shores
Condo ∙ 9 guests ∙ 3 bedrooms

Family-friendly ample condo with terrace, heated pool & barbeque | Nature view | Beach nearby

Indian Shores, Pinellas County, Florida, United States
This condo in Indian Shores offers beach access, a heated pool, and a kitchen, perfect for families and groups up to 9.
from $268
per night
Very good(77 ratings)
from $268
per night
View deal
House Cobbs Landing
House ∙ 12 guests ∙ 4 bedrooms

House with BBQ, private pool & garden

Cobbs Landing, Palm Harbor, Pinellas County
This house rental in Cobbs Landing features a private heated pool, a spacious yard, and is perfect for families and pets alike.
from $272
per night
Outstanding(81 ratings)
from $272
per night
View deal

Vacation rentals with a balcony

House Sunset Beach
from $209
per night
House ∙ 8 guests ∙ 2 bedrooms

Children-friendly vacation home | Beach nearby | Perfect for remote work | Pet-friendly

4.8
Outstanding(46 ratings)
Sunset Beach, Saint Pete Beach, Pinellas County
Balcony
View deal
House Sunset Beach
from $319
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with barbeque | Nature view

4.7
Excellent(127 ratings)
Sunset Beach, Saint Pete Beach, Pinellas County
Balcony
View deal
House Clearwater Beach
from $445
per night
House ∙ 10 guests ∙ 4 bedrooms

House with hot tub, barbecue & patio | City view

4.9
Outstanding(143 ratings)
Clearwater Beach, Clearwater, Pinellas County
Balcony
View deal
See all offers

Vacation rentals and apartments with air conditioning

Apartment Saint Pete Beach
from $197
per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Family-oriented wonderful holiday apartment with garden, jacuzzi & barbeque | Next to the beach | Good for workation

5.0
Outstanding(6 ratings)
Saint Pete Beach, Pinellas County, Florida, United States
Air conditioning
View deal
Condo Madeira Beach
from $173
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with BBQ, patio & heated pool

5.0
Outstanding(2 ratings)
Madeira Beach, Pinellas County, Florida, United States
Air conditioning
View deal
Condo Madeira Beach
from $387
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with private pool

4.6
Excellent(19 ratings)
Madeira Beach, Pinellas County, Florida, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

House Indian Rocks Beach
from $227
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with fast internet & pool | Water view

4.3
Very good(21 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
Balcony/Patio
View deal
Condo Indian Rocks Beach
from $276
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with heated pool & grill | Beach view

4.6
Excellent(7 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
Balcony/Patio
View deal
Condo Madeira Beach
from $513
per night
Condo ∙ 10 guests ∙ 4 bedrooms

Condo with garden, terrace & barbecue | Nature view

4.8
Outstanding(32 ratings)
Madeira Beach, Pinellas County, Florida, United States
Balcony/Patio
View deal
See all offers

Budget-friendly rental options

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

House Saint Pete Beach
from $123
per night
House ∙ 6 guests ∙ 2 bedrooms

House with patio, grill & private pool

Saint Pete Beach, Pinellas County, Florida, United States
View deal
Condo Treasure Island
from $597
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with patio & pool | Nature view | Close to the beach | Pets are welcome

4.4
Very good(46 ratings)
Treasure Island, Pinellas County, Florida, United States
View deal
House Madeira Beach
from $573
per night
House ∙ 11 guests ∙ 5 bedrooms

House with heated pool & terrace

5.0
Outstanding(9 ratings)
Madeira Beach, 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

House Treasure Island
from $556
per night
House ∙ 14 guests ∙ 5 bedrooms

Children-friendly charming house with grill, fast internet & garden | Close to the beach | Dogs allowed

4.5
Excellent(44 ratings)
Treasure Island, Pinellas County, Florida, United States
View deal
Condo Treasure Island
from $173
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped pleasant condo with heated pool, barbecue & hot tub | Nature view | Beach nearby

4.8
Outstanding(8 ratings)
Treasure Island, Pinellas County, Florida, United States
View deal
Condo Independence Square
from $433
per night
Condo ∙ 9 guests ∙ 3 bedrooms

Condo with heated pool, barbeque & terrace | City view

5.0
Outstanding(7 ratings)
Independence Square, Indian Rocks Beach, Pinellas County
View deal

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

How are reviews collected?
Francis A.
Guest verified by HomeToGo

This is a very nice location. It was peaceful and the views over the sound were lovely. The house was clean and we had everything we needed at this location. The kayaks were nice to use and we enjoyed the hot tub!

Reviewed on 4/16/2026 | Family
House Crystal Beach
from $287
per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding(1 rating)
Crystal Beach, Palm Harbor, Pinellas County
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
House Clearwater Beach
from $1,300
per night
House ∙ 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 $223
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(57 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 $270
per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.4
Very good(221 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 $190
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 $245
per night
Condo ∙ 10 guests ∙ 3 bedrooms
4.5
Excellent(5 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Kathleen P.
Guest verified by HomeToGo

Beautiful view and unit was clean. Beds were comfortable however the bathroom was very small and would be difficult to move around in for some people. Little things would have been nice. Like a box of kleenex, more than 2 thin rolls of toilet paper for a week, paper towels, a working ice maker and alarm clock.

Reviewed on 1/21/2024 | Family
Condo Madeira Beach
from $234
per night
Condo ∙ 4 guests ∙ 1 bedroom
4.0
Very good(1 rating)
Madeira Beach, Pinellas County, Florida, United States
View deal
Garrett T.
Guest verified by HomeToGo

Could use better lighting over kitchen table. A non-slip bath mat in the master bedroom shower.

Reviewed on 1/21/2024 | Family
Condo Sunset Beach
from $196
per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.5
Excellent(7 ratings)
Sunset Beach, Saint Pete Beach, Pinellas County
View deal
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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 $532 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 (8/22 – 8/29) 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 May (5/1 – 5/8). Only 22% of the rentals are still available. People tend to travel less to Pinellas County during a week in July (7/25 – 8/1) when only 21% 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 24,152 rentals
💳 Possible discounts up to 16%
🌙 Nightly prices starting at $108
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 6,205 homes
🏊 Vacation rentals with pools 17,166 homes
1,088 reviews
Pinellas County vacation rentals have an average rating of 4.3/5 on 1,088 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 $108 per night. $381 is the average nightly price for condos in Pinellas County. House rentals in Pinellas County cost on average $582 per night.

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

There are currently 24,152 vacation rentals from 59 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 17,166 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 6,205 pet-friendly available.

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