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

Vacation rentals in Pinellas County

Browse 22,167 available vacation homes and compared across 72 trusted partners
Anytime
Guests
Anytime
Guests

Top 15 most Recommended Vacation Rentals in Pinellas County

Discover your ideal Pinellas County vacation rental with real-time comparisons of 22,167 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Indian Rocks Beach
House ∙ 10 guests ∙ 3 bedrooms

Vacation home with BBQ, patio & garden | Nature view

Indian Rocks Beach, Pinellas County, Florida, United States
from $146
per night
Excellent(46 ratings)
from $146
per night
View deal
House Sunset Beach
House ∙ 10 guests ∙ 3 bedrooms

Children-friendly ample vacation home with terrace & barbecue | Beach nearby | Pets are welcome

Sunset Beach, Saint Pete Beach, Pinellas County
from $511
per night
Excellent(10 ratings)
from $511
per night
View deal
House Saint Pete Beach
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with yard, private pool & barbecue | Perfect for remote work

Saint Pete Beach, Pinellas County, Florida, United States
from $184
per night
from $184
per night
View deal
Condo Indian Rocks Beach
Condo ∙ 8 guests ∙ 4 bedrooms

Family-friendly condo with terrace, grill & heated pool | City view | Next to the beach

Indian Rocks Beach, Pinellas County, Florida, United States
from $303
per night
Excellent(125 ratings)
from $303
per night
View deal
Apartment Crystal Beach
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with terrace & barbecue | Pet-friendly

Crystal Beach, Palm Harbor, Pinellas County
from $80
per night
Outstanding(31 ratings)
from $80
per night
View deal
Condo Madeira Beach
Condo ∙ 4 guests ∙ 1 bedroom

Condo with heated pool, grill & jacuzzi | Nature view

Madeira Beach, Pinellas County, Florida, United States
from $152
per night
Very good(6 ratings)
from $152
per night
View deal
Condo Isla del Sol
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with heated pool, patio & hot tub

Isla del Sol, Saint Petersburg, Pinellas County
from $137
per night
from $137
per night
View deal
Condo Clearwater Beach
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped condo with heated pool & sauna | Nature view | Close to the beach

Clearwater Beach, Clearwater, Pinellas County
from $176
per night
Outstanding(2 ratings)
from $176
per night
View deal
Condo Indian Shores
Condo ∙ 8 guests ∙ 3 bedrooms

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

Indian Shores, Pinellas County, Florida, United States
from $183
per night
Outstanding(118 ratings)
from $183
per night
View deal
House Belle Vista
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly house with private pool, hot tub & yard | City view | Dogs allowed

Belle Vista, Saint Pete Beach, Pinellas County
from $217
per night
Outstanding(4 ratings)
from $217
per night
View deal
Condo Indian Rocks Beach
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with jacuzzi, patio & barbecue

Indian Rocks Beach, Pinellas County, Florida, United States
from $414
per night
Outstanding(187 ratings)
from $414
per night
View deal
Condo Madeira Beach
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with patio & heated pool

Madeira Beach, Pinellas County, Florida, United States
from $265
per night
Excellent(113 ratings)
from $265
per night
View deal
House Clearwater Beach
House ∙ 10 guests ∙ 4 bedrooms

House with private pool & grill | Nature view

Clearwater Beach, Clearwater, Pinellas County
from $375
per night
Excellent(10 ratings)
from $375
per night
View deal
Condo Madeira Beach
Condo ∙ 8 guests ∙ 3 bedrooms

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

Madeira Beach, Pinellas County, Florida, United States
from $258
per night
Good(40 ratings)
from $258
per night
View deal
House Clearwater Beach
House ∙ 10 guests ∙ 4 bedrooms

House with hot tub, barbecue & pool

Clearwater Beach, Clearwater, Pinellas County
from $438
per night
Outstanding(131 ratings)
from $438
per night
View deal

Vacation houses with Balconies or Patios

Condo  Saint Petersburg
from $157
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with private pool & hot tub

4.5
Excellent(11 ratings)
Saint Petersburg, Pinellas County, Florida, United States
Balcony/Patio
View deal
Condo  Madeira Beach
from $170
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with grill & private pool | Nature view

4.3
Very good(95 ratings)
Madeira Beach, Pinellas County, Florida, United States
Balcony/Patio
View deal
House  Indian Rocks Beach
from $223
per night
House ∙ 16 guests ∙ 4 bedrooms

Family-friendly wonderful house with yard, barbecue & patio | Close to the beach | Pets are welcome

4.9
Outstanding(47 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
Balcony/Patio
View deal
See all offers

Vacation Rentals With Fireplaces

House  Seminole
from $436
per night
House ∙ 14 guests ∙ 4 bedrooms

Family-oriented charming house with BBQ & garden

3.7
Good(17 ratings)
Seminole, Pinellas County, Florida, United States
Fireplace
View deal
House  Largo
from $344
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation home with patio, private pool & yard

5.0
Outstanding(54 ratings)
Largo, Pinellas County, Florida, United States
Fireplace
View deal
Villa  Dunedin
from $865
per night
Villa ∙ 16 guests ∙ 8 bedrooms

Fully equipped nice villa with private pool, jacuzzi & terrace

5.0
Outstanding(22 ratings)
Dunedin, Pinellas County, Florida, United States
Fireplace
View deal
See all offers

Vacation rentals and apartments with air conditioning

Condo  Indian Shores
from $175
per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo with terrace & heated pool

4.8
Outstanding(28 ratings)
Indian Shores, Pinellas County, Florida, United States
Air conditioning
View deal
Condo  Indian Shores
from $263
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family-friendly condo with grill, patio & heated pool | Nature view | Beach nearby

4.9
Outstanding(94 ratings)
Indian Shores, Pinellas County, Florida, United States
Air conditioning
View deal
House  Madeira Beach
from $260
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful vacation home with terrace | Nature view | Next to the beach

4.9
Outstanding(68 ratings)
Madeira Beach, Pinellas County, Florida, United States
Air conditioning
View deal
See all offers

Budget-friendly rental options

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

Condo North Redington Beach
from $286
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Children-friendly condo with heated pool, patio & BBQ | Nature view | Beach nearby

4.9
Outstanding(110 ratings)
North Redington Beach, Pinellas County, Florida, United States
View deal
House Redington Shores
from $522
per night
House ∙ 12 guests ∙ 4 bedrooms

House with yard & patio

5.0
Outstanding(18 ratings)
Redington Shores, Pinellas County, Florida, United States
View deal
Condo Clearwater Beach
from $162
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Family-friendly condo with sauna, yard & BBQ | Nature view | Next to the beach | Pets allowed

Clearwater Beach, Clearwater, Pinellas County
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 Largo
from $218
per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation home with terrace, grill & private pool | City view

5.0
Outstanding(9 ratings)
Largo, Pinellas County, Florida, United States
View deal
Condo Bayview
from $96
per night
Condo ∙ 4 guests ∙ 1 bedroom

Child-friendly beautiful condo with barbecue, patio & hot tub | Perfect for remote work | Pet-friendly

4.6
Excellent(18 ratings)
Bayview, Saint Petersburg, Pinellas County
View deal
House Indian Rocks Beach
from $233
per night
House ∙ 6 guests ∙ 2 bedrooms

Family-oriented charming vacation home with patio & barbeque | Nature view | Beach nearby | Dogs allowed

4.5
Excellent(77 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?
Sandi S.
Guest verified by HomeToGo

Very smooth check in. The condo was nice clean and cozy. JR was so easy to deal with and was around either in person on the property or by phone to answer any questions. The only thing I would say is to bring maybe a fan with you. The a/C ran the whole time and during the day it could get a little warm. It is an upstairs condo with lots of windows and it was mid august. No failure on the part of the owner. At night it cooled nicely. We will definitely be back !

Reviewed on 8/25/2025 | Couple
House Clearwater Beach
from $256
per night
House ∙ 4 guests ∙ 1 bedroom
4.7
Excellent(383 ratings)
Clearwater Beach, Clearwater, Pinellas County
View deal
Kassi M.
Guest verified by HomeToGo

Kids loves the pool! Had everything we needed for our family! Plenty of room and was family friendly living! We really enjoyed our stay!

Reviewed on 8/4/2025 | Family
House Saint Petersburg
from $165
per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent(94 ratings)
Saint Petersburg, Pinellas County, Florida, United States
View deal
Kenton K.
Guest verified by HomeToGo

House is in a great location just a short walk to the beach. Perfect size for a couple or small family. Kitchen was well equipped for preparing meals when we didn’t want to dine at the nearby restaurants. We had a couple of questions and the host promptly answered.

Reviewed on 4/10/2025 | Couple
Apartment Indian Rocks Beach
from $156
per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding(120 ratings)
Indian Rocks Beach, 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 $230
per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.3
Very good(54 ratings)
Sunset Beach, Saint Pete Beach, Pinellas County
View deal
James L.
Guest verified by HomeToGo

Very nice house with plenty of room, the pool & backyard is great for kids and adults.

Reviewed on 2/26/2025 | Couple
House Largo
from $300
per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding(201 ratings)
Largo, Pinellas County, Florida, United States
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 $253
per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.4
Very good(218 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 $183
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 $303
per night
Condo ∙ 10 guests ∙ 3 bedrooms
4.3
Very good(2 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
Show more

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Features & Amenities in Pinellas County

  • Pool (16,125)
  • Pet-friendly (5,693)
  • WiFi (20,960)
  • Kitchen (18,584)
  • Air conditioning (20,989)
  • Balcony/patio (8,347)
  • Parking (1,668)
  • Washing machine (14,745)
  • TV (20,380)
  • Microwave (17,505)
  • No smoking (20,163)
  • Grill (10,754)

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 5, as that is the number of people they can accommodate on average. nearly half 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 $463 per night (3/28 – 4/4), which is the most expensive time of the year to book a vacation home. Opt for a getaway in December (12/6 – 12/13) 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 October (10/3 – 10/10). Only 11% of the rentals are still available. People tend to travel less to Pinellas County during a week in December (12/6 – 12/13) when only 24% 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.

What are the best places to discover the arts and culture of Pinellas County?

Arts & Culture in Pinellas County

For a global art experience, explore the Salvador Dali Museum located in St. Petersburg, Florida. This is the most comprehensive collection of permanent works devoted to Dali in the world. This museum also provides changing exhibits related to the Spanish artist. Even the building itself is a work of art, combining a white concrete structure with hard lines with a bubbling, geometrical series of glass windows adding movement and light. The museum is right on the water and surrounded by palms. Take a picture with the enormous curling mustache sculpture or on the melting bench outside.

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 22,167 rentals
💳 Possible discounts up to 16%
🌙 Nightly prices starting at $80
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 5,713 homes
🏊 Vacation rentals with pools 16,246 homes
911 reviews
Pinellas County vacation rentals have an average rating of 4.3/5 on 911 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 $80 per night. $379 is the average nightly price for condos in Pinellas County. House rentals in Pinellas County cost on average $516 per night.

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

There are currently 22,167 vacation rentals from 72 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 16,246 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 5,713 pet-friendly available.

Top cities to visit

Discover Nearby Regions Worth Exploring

States near to consider for your next vacation

Similar vacation rentals nearby

Most Popular Destinations

Show more
image-tag