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

Vacation rentals in Pinellas County

Find 22,952 available vacation homes
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Top 15 Recommended vacation rentals in Pinellas County

Find your perfect vacation rental in Pinellas County from just $110 per night!

House Saint Petersburg
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented charming vacation home with private pool, patio & garden | Suitable for remote work | Pet-friendly

Saint Petersburg, Pinellas County, Florida, United States
from $159
per night
Outstanding(8 ratings)
from $159
per night
View deal
Condo Madeira Beach
Condo ∙ 8 guests ∙ 3 bedrooms

Children-friendly condo with private pool, terrace & barbecue | City view | Next to the beach

Madeira Beach, Pinellas County, Florida, United States
from $356
per night
Outstanding(187 ratings)
from $356
per night
View deal
House Indian Shores
House ∙ 14 guests ∙ 6 bedrooms

House with jacuzzi, yard & heated pool | Nature view

Indian Shores, Pinellas County, Florida, United States
from $659
per night
Excellent(95 ratings)
from $659
per night
View deal
House Madeira Beach
House ∙ 12 guests ∙ 3 bedrooms

Child-friendly vacation home with patio, heated pool & BBQ | Next to the beach

Madeira Beach, Pinellas County, Florida, United States
from $330
per night
Very good(12 ratings)
from $330
per night
View deal
House Indian Rocks Beach
House ∙ 14 guests ∙ 4 bedrooms

Child-friendly charming vacation home with patio, BBQ & yard | Next to the beach | Pets allowed

Indian Rocks Beach, Pinellas County, Florida, United States
from $266
per night
Outstanding(131 ratings)
from $266
per night
View deal
House Indian Rocks Beach
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly lovely vacation home with garden, barbecue & terrace | Lake view | Next to the beach | Perfect for remote work | Pets allowed

Indian Rocks Beach, Pinellas County, Florida, United States
from $790
per night
Outstanding(205 ratings)
from $790
per night
View deal
House Saint Pete Beach
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly vacation home with patio, yard & barbecue | Nature view | Close to the beach | Perfect for remote work

Saint Pete Beach, Pinellas County, Florida, United States
from $421
per night
Outstanding(10 ratings)
from $421
per night
View deal
House Indian Rocks Beach
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented ample house with garden, terrace & private pool | City view | Close to the beach | Pets allowed

Indian Rocks Beach, Pinellas County, Florida, United States
from $351
per night
Very good(70 ratings)
from $351
per night
View deal
House Indian Shores
House ∙ 20 guests ∙ 8 bedrooms

Children-friendly house with BBQ, yard & private pool | Nature view | Next to the beach | Perfect for remote work

Indian Shores, Pinellas County, Florida, United States
from $1,018
per night
Outstanding(65 ratings)
from $1,018
per night
View deal
House Indian Shores
House ∙ 12 guests ∙ 6 bedrooms

Child-friendly wonderful vacation home with private pool, barbecue & terrace | Nature view | Close to the beach

Indian Shores, Pinellas County, Florida, United States
from $1,139
per night
Outstanding(58 ratings)
from $1,139
per night
View deal
Condo Indian Shores
Condo ∙ 6 guests ∙ 2 bedrooms

Family-friendly condo with barbecue, yard & patio | Next to the beach | Good for workation

Indian Shores, Pinellas County, Florida, United States
from $304
per night
Excellent(43 ratings)
from $304
per night
View deal
Condo Indian Shores
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with terrace, jacuzzi & heated pool | Close to the beach

Indian Shores, Pinellas County, Florida, United States
from $250
per night
Very good(96 ratings)
from $250
per night
View deal
Apartment Indian Shores
Apartment ∙ 11 guests ∙ 3 bedrooms

Children-friendly apartment with BBQ, terrace & garden | Next to the beach | Suitable for remote work

Indian Shores, Pinellas County, Florida, United States
from $310
per night
Outstanding(94 ratings)
from $310
per night
View deal
House Saint Pete Beach
House ∙ 16 guests ∙ 5 bedrooms

Family-oriented wonderful vacation home with terrace, private pool & grill | Beach nearby

Saint Pete Beach, Pinellas County, Florida, United States
from $887
per night
Outstanding(12 ratings)
from $887
per night
View deal
House Clearwater Beach
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped lovely house with pool & terrace | Beach nearby

Clearwater Beach, Clearwater, Pinellas County
from $698
per night
Outstanding(124 ratings)
from $698
per night
View deal

Vacation rentals and apartments with air conditioning

Condo  Indian Rocks Beach
from $365
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with jacuzzi, patio & barbecue

4.9
Outstanding(187 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
Air conditioning
View deal
House  Clearwater Beach
from $504
per night
House ∙ 11 guests ∙ 4 bedrooms

Family-oriented spacious house with jacuzzi, terrace & grill | Next to the beach

4.9
Outstanding(208 ratings)
Clearwater Beach, Clearwater, Pinellas County
Air conditioning
View deal
Condo  Indian Shores
from $279
per night
Condo ∙ 9 guests ∙ 4 bedrooms

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

4.3
Very good(66 ratings)
Indian Shores, Pinellas County, Florida, United States
Air conditioning
View deal
See all offers

Vacation homes and rentals with a yard

Condo  Indian Shores
from $329
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Child-friendly wonderful condo with garden, heated pool & BBQ | Nature view | Close to the beach | Suitable for remote work

4.6
Excellent(43 ratings)
Indian Shores, Pinellas County, Florida, United States
Yard
View deal
Condo  Indian Rocks Beach
from $178
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with heated pool, yard & patio

4.4
Very good(53 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
Yard
View deal
House  Belle Vista
from $220
per night
House ∙ 8 guests ∙ 3 bedrooms

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

5.0
Outstanding(4 ratings)
Belle Vista, Saint Pete Beach, Pinellas County
Yard
View deal
See all offers

Vacation houses with Balconies or Patios

House  Indian Rocks Beach
from $565
per night
House ∙ 16 guests ∙ 6 bedrooms

House with barbecue, jacuzzi & terrace | Nature view | Perfect for remote work

5.0
Outstanding(6 ratings)
Indian Rocks Beach, Pinellas County, Florida, United States
Balcony/Patio
View deal
House  Bahia Shores
from $298
per night
House ∙ 16 guests ∙ 5 bedrooms

House with barbecue, terrace & private pool | Nature view | Perfect for remote work

Bahia Shores, Saint Pete Beach, Pinellas County
Balcony/Patio
View deal
Condo  Madeira Beach
from $276
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with patio & heated pool

4.6
Excellent(115 ratings)
Madeira Beach, Pinellas County, Florida, United States
Balcony/Patio
View deal
See all offers

Budget-friendly Vacation Rentals in Pinellas County

Find Fantastic yet Inexpensive Offers

House Madeira Beach
from $227
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with hot tub, terrace & private pool

4.8
Outstanding(283 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
House Sunset Beach
from $287
per night
House ∙ 10 guests ∙ 3 bedrooms

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

4.5
Excellent(4 ratings)
Sunset Beach, Saint Pete Beach, Pinellas County
View deal
House Sunset Beach
from $447
per night
House ∙ 11 guests ∙ 5 bedrooms

House with hot tub, private pool & barbecue

4.8
Outstanding(53 ratings)
Sunset Beach, Saint Pete Beach, Pinellas County
View deal

Top-Rated Rentals and Accommodations in Pinellas County

Book Vacation Rental Offers with the Highest User Rating

Condo Madeira Beach
from $220
per night
Condo ∙ 7 guests ∙ 2 bedrooms

Family-oriented pleasant condo with hot tub, patio & heated pool | Nature view | Next to the beach

4.6
Excellent(269 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Condo Clearwater Beach
from $229
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped ample condo with heated pool & terrace | Pets allowed

4.6
Excellent(105 ratings)
Clearwater Beach, Clearwater, Pinellas County
View deal
Condo Clearwater Beach
from $251
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with terrace & heated pool | Beach nearby | Pets are welcome

4.6
Excellent(101 ratings)
Clearwater Beach, Clearwater, Pinellas County
View deal

Customer ratings and reviews

How are reviews collected?
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 $158
per night
HomeToGo
Apartment ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding(76 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 $217
per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
4.3
Very good(52 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 $292
per night
HomeToGo
House ∙ 8 guests ∙ 3 bedrooms
4.8
Outstanding(164 ratings)
Largo, Pinellas County, Florida, United States
View deal
William L.
Guest verified by HomeToGo

The property condition inside and out was completely as advertised. Plan on returning next year.

Reviewed on 2/22/2025 | Couple
House Gulfport
from $131
per night
HomeToGo
House ∙ 4 guests ∙ 2 bedrooms
4.7
Excellent(8 ratings)
Gulfport, 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 $297
per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
4.4
Very good(205 ratings)
Madeira Beach, Pinellas County, Florida, United States
View deal
Shashidhara Rao M.
Guest verified by HomeToGo

Our stay was comfortable. Host took care of the amenities to be provided for beach goers.

Reviewed on 7/9/2024 | Family
House Indian Rocks Beach
from $291
per night
HomeToGo
House ∙ 8 guests ∙ 3 bedrooms
4.7
Excellent(3 ratings)
Indian Rocks 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 $192
per night
HomeToGo
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 $301
per night
HomeToGo
Condo ∙ 10 guests ∙ 3 bedrooms
4.7
Excellent(3 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 $209
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.0
Very good(1 rating)
Madeira Beach, Pinellas County, Florida, United States
View deal
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Spend your budget exactly as planned by comparing thousands of providers.

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Find your dream stay

Find your dream stay

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

Popular Rental Amenities in Pinellas County

  • Pool (17,218)
  • Pet-friendly (5,860)
  • WiFi (22,255)
  • Kitchen (20,555)
  • Air conditioning (22,975)
  • Balcony/patio (8,741)
  • Parking (1,682)
  • Washing machine (15,933)
  • TV (22,153)
  • Microwave (18,666)
  • No smoking (21,420)
  • Grill (11,174)

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 $441 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 September (9/6 – 9/13) 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 May (5/30 – 6/6). Only 5% of the rentals are still available. People tend to travel less to Pinellas County during a week in September (9/6 – 9/13) when only 45% 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 22,952 rentals
💳 Possible discounts up to 16%
🌙 Nightly prices starting at $110
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 5,647 homes
🏊 Vacation rentals with pools 16,603 homes
988 reviews
Pinellas County vacation rentals have an average rating of 4.2/5 on 988 reviews left by travelers.

Frequently Asked Questions

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

The price of a night's stay in Pinellas County starts at $110. Average prices for condos are $372 per night. House rentals in Pinellas County cost on average $506 per night.

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

There are currently 22,952 vacation homes in Pinellas County to browse and book for your trip.

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

If you're looking to book a vacation rental in Pinellas County, others search for homes with these amenities: Pool, Pets allowed and Internet.

How many vacation rentals with pools are there in Pinellas County?

Choose from 16,603 vacation rentals available in Pinellas County.

Are dogs allowed in vacation homes in Pinellas County?

If you are traveling with a pet in Pinellas County - 25% of vacation rentals are pet-friendly.

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