Pinellas County Holiday Rentals
Condo
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.87 mi to center
10.0Exceptional
(320 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
Oceanfront
Parking
Pool
Ocean View
US $450/Night
7 Nights - US $3,147
House
- St. Petersburg - Clearwater
- ·
- Bayview
- 0.27 mi to center
10.0Exceptional
(27 Reviews)
2 Bedrooms
1 Bath
4 Guests
1001.04 ft²
- Parking
Balcony/Terrace
View
Air Conditioner
US $163/Night
7 Nights - US $1,138
US $3,510/Night
7 Nights - US $24,570
Condo
- St. Petersburg - Clearwater
- ·
- Downtown Dunedin
- 0.18 mi to center
10.0Exceptional
(300 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $439/Night
7 Nights - US $3,072
Apartment
- St. Petersburg - Clearwater
- ·
- St. Petersburg
- 0.33 mi to center
10.0Exceptional
(25 Reviews)
1 Bedroom
1 Bath
3 Guests
387.5 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $250/Night
7 Nights - US $1,748
Cottage
- St. Petersburg - Clearwater
- ·
- Indian Shores
- 0.07 mi to center
10.0Exceptional
(246 Reviews)
1 Bedroom
1 Bath
4 Guests
535 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $370/Night
7 Nights - US $2,592
House
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.94 mi to center
10.0Exceptional
(232 Reviews)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $546/Night
7 Nights - US $3,820
Condo
- St. Petersburg - Clearwater
- ·
- Indian Rocks Beach
- 1.27 mi to center
10.0Exceptional
(218 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Oceanfront
Hot Tub- Parking
- Pool
US $288/Night
7 Nights - US $2,015
Condo
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.98 mi to center
10.0Exceptional
(201 Reviews)
2 Bedrooms
2 Baths
6 Guests
1160 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $552/Night
7 Nights - US $3,861
Luxury Holiday Rentals in Pinellas County
Over 10000+ Luxury Holiday Rentals in or Near Pinellas County
House
- St. Petersburg - Clearwater
- ·
- North East Park
- 0.49 mi to center
3 Bedrooms
2 Baths
6 Guests
- Air Conditioner
Internet
Child Friendly
Laundry
Unlock the Best Price
New
House
- St. Petersburg - Clearwater
- ·
- Safety Harbor
- 0.86 mi to center
2 Bedrooms
2 Baths
4 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
Unlock the Best Price
New
Apartment
- St. Petersburg - Clearwater
- ·
- Indian Rocks Beach
- 0.27 mi to center
8 Bedrooms
9 Baths
20 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $9,442/Night
7 Nights - US $66,091
House
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.98 mi to center
1 Bedroom
1 Bath
- Parking
- Ocean View
- Balcony/Terrace
- View
US $7,767/Night
7 Nights - US $54,370
New
Condo
- St. Petersburg - Clearwater
- ·
- Indian Rocks Beach
- 1.55 mi to center
1 Bedroom
1 Bath
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $6,217/Night
7 Nights - US $43,521
New
House
- St. Petersburg - Clearwater
- ·
- Seminole
- 0.77 mi to center
4 Bedrooms
2 Baths
14 Guests
1603.82 ft²
Private Pool- Hot Tub
- Parking
- Pool
US $6,117/Night
7 Nights - US $42,818
House
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.98 mi to center
1 Bedroom
1 Bath
- Parking
- Ocean View
- Balcony/Terrace
- View
US $4,853/Night
7 Nights - US $33,970
House
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.98 mi to center
12 Bedrooms
13 Baths
28 Guests
6522.93 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $4,596/Night
7 Nights - US $32,172
Condo
- St. Petersburg - Clearwater
- ·
- Treasure Island
- 1.04 mi to center
10 Bedrooms
10 Baths
42 Guests
4743 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $4,407/Night
7 Nights - US $30,850
Top-Rated Holiday Rentals with a Pool in Pinellas County
Over 10000+ The Best Private Villas and Holiday Rentals in Pinellas County with a Pool
Hotel
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.46 mi to center
10.0Exceptional
(374 Reviews)
1 Bath
- Parking
- Pool
- Balcony/Terrace
Kitchen
US $175/Night
7 Nights - US $1,226
Condo
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.81 mi to center
10.0Exceptional
(337 Reviews)
3 Bedrooms
3 Baths
8 Guests
2048 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $747/Night
7 Nights - US $5,230
Hotel
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.57 mi to center
10.0Exceptional
(316 Reviews)
1 Bath
912 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $565/Night
7 Nights - US $3,953
Condo
- St. Petersburg - Clearwater
- ·
- Indian Rocks Beach
- 0.34 mi to center
10.0Exceptional
(243 Reviews)
3 Bedrooms
2 Baths
8 Guests
1275 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $428/Night
7 Nights - US $2,995
Condo
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.38 mi to center
10.0Exceptional
(200 Reviews)
3 Bedrooms
3 Baths
8 Guests
2200 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $463/Night
7 Nights - US $3,243
Condo
- St. Petersburg - Clearwater
- ·
- Indian Shores
- 0.77 mi to center
10.0Exceptional
(199 Reviews)
2 Bedrooms
2 Baths
6 Guests
1430 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $268/Night
7 Nights - US $1,879
Condo
- St. Petersburg - Clearwater
- ·
- Indian Shores
- 0.07 mi to center
10.0Exceptional
(198 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $499/Night
7 Nights - US $3,492
New
Condo
- St. Petersburg - Clearwater
- ·
- Madeira Beach
- 0.86 mi to center
10.0Exceptional
(196 Reviews)
2 Bedrooms
2 Baths
6 Guests
1120 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $491/Night
7 Nights - US $3,435
Condo
- St. Petersburg - Clearwater
- ·
- Madeira Beach
- 0.87 mi to center
10.0Exceptional
(187 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $557/Night
7 Nights - US $3,896
Pet-Friendly Holiday Rentals in Pinellas County
Over 6070+ Pet-Friendly Holiday Rentals in or Near Pinellas County
Apartment
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.91 mi to center
10.0Exceptional
(162 Reviews)
1 Bedroom
1 Bath
2 Guests
475 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $359/Night
7 Nights - US $2,513
Apartment
- St. Petersburg - Clearwater
- ·
- Indian Rocks Beach
- 0.74 mi to center
10.0Exceptional
(10 Reviews)
2 Bedrooms
2 Baths
9 Guests
861.11 ft²
- Parking
- Pool
- Air Conditioner
- Internet
US $461/Night
7 Nights - US $3,229
Cottage
- St. Petersburg - Clearwater
- ·
- Seminole
- 1.31 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Parking
- Pool
- Ocean View
US $536/Night
7 Nights - US $3,755
House
- St. Petersburg - Clearwater
- ·
- Treasure Island
- 0.90 mi to center
10.0Exceptional
(154 Reviews)
2 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $324/Night
7 Nights - US $2,267
House
- St. Petersburg - Clearwater
- ·
- Pass-a-Grille
- 0.30 mi to center
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
4 Guests
990.28 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $302/Night
7 Nights - US $2,115
Condo
- St. Petersburg - Clearwater
- ·
- St. Petersburg
- 8.04 mi to center
10.0Exceptional
(143 Reviews)
1 Bedroom
1 Bath
3 Guests
506 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $270/Night
7 Nights - US $1,893
Condo
- St. Petersburg - Clearwater
- ·
- Indian Shores
- 0.49 mi to center
10.0Exceptional
(141 Reviews)
2 Bedrooms
2 Baths
6 Guests
1480 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $555/Night
7 Nights - US $3,888
Villa
- St. Petersburg - Clearwater
- ·
- Safety Harbor
- 1.17 mi to center
10.0Exceptional
(132 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $236/Night
7 Nights - US $1,649
Apartment
- St. Petersburg - Clearwater
- ·
- Madeira Beach
- 1.04 mi to center
10.0Exceptional
(127 Reviews)
1 Bedroom
1 Bath
3 Guests
1150 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $371/Night
7 Nights - US $2,597
Large Holiday Rentals and Private Villas in Pinellas County
Over 2771+ Large Holiday Rentals and Private Villas in or Near Pinellas County
Villa
- St. Petersburg - Clearwater
- ·
- Treasure Island
- 0.45 mi to center
10.0Exceptional
(111 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $436/Night
7 Nights - US $3,050
House
- St. Petersburg - Clearwater
- ·
- Indian Rocks Beach
- 0.77 mi to center
10.0Exceptional
(13 Reviews)
4 Bedrooms
3 Baths
12 Guests
4800.7 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,075/Night
7 Nights - US $7,522
House
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.98 mi to center
9.8Exceptional
(6 Reviews)
6 Bedrooms
7 Baths
16 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,391/Night
7 Nights - US $9,740
Villa
- St. Petersburg - Clearwater
- ·
- Gulfport
- 0.76 mi to center
10.0Exceptional
(101 Reviews)
2 Bedrooms
1 Bath
4 Guests
958 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $315/Night
7 Nights - US $2,202
House
- St. Petersburg - Clearwater
- ·
- Indian Rocks Beach
- 0.46 mi to center
10.0Exceptional
(10 Reviews)
6 Bedrooms
4 Baths
12 Guests
10763.91 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,058/Night
7 Nights - US $7,406
Villa
- St. Petersburg - Clearwater
- ·
- Treasure Island
- 0.55 mi to center
10.0Exceptional
(99 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $430/Night
7 Nights - US $3,010
Villa
- St. Petersburg - Clearwater
- ·
- Safety Harbor
- 1.17 mi to center
10.0Exceptional
(76 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $238/Night
7 Nights - US $1,663
Villa
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.50 mi to center
10.0Exceptional
(17 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $203/Night
7 Nights - US $1,423
Villa
- St. Petersburg - Clearwater
- ·
- Indian Rocks Beach
- 0.61 mi to center
10.0Exceptional
(17 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $165/Night
7 Nights - US $1,152
Wheelchair Accessible Holiday Homes in Pinellas County
Over 5315+ Wheelchair Accessible Holiday Homes in or Near Pinellas County
Condo
- St. Petersburg - Clearwater
- ·
- Madeira Beach
- 0.84 mi to center
10.0Exceptional
(185 Reviews)
1 Bedroom
1 Bath
3 Guests
750 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $302/Night
7 Nights - US $2,112
Apartment
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.51 mi to center
10.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
8 Guests
1851.39 ft²
Private Beach- Oceanfront
- Hot Tub
- Parking
US $403/Night
7 Nights - US $2,823
Apartment
- Florida
- ·
- St. Petersburg - Clearwater
- 8.04 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Parking
- Pool
- Ocean View
- View
US $383/Night
7 Nights - US $2,682
Condo
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.87 mi to center
10.0Exceptional
(167 Reviews)
2 Bedrooms
2 Baths
6 Guests
1330 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $571/Night
7 Nights - US $3,994
House
- St. Petersburg - Clearwater
- ·
- Indian Rocks Beach
- 0.55 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
10 Guests
31215.34 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $588/Night
7 Nights - US $4,115
Condo
- St. Petersburg - Clearwater
- ·
- St. Pete Beach
- 0.38 mi to center
10.0Exceptional
(164 Reviews)
1 Bedroom
1 Bath
4 Guests
854 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $258/Night
7 Nights - US $1,804
Condo
- St. Petersburg - Clearwater
- ·
- Belle Vista
- 0.40 mi to center
10.0Exceptional
(161 Reviews)
2 Bedrooms
2 Baths
6 Guests
800 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $489/Night
7 Nights - US $3,420
Condo
- St. Petersburg - Clearwater
- ·
- Independence Square
- 0.19 mi to center
10.0Exceptional
(161 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $328/Night
7 Nights - US $2,298
Condo
- St. Petersburg - Clearwater
- ·
- Indian Rocks Beach
- 0.40 mi to center
10.0Exceptional
(155 Reviews)
2 Bedrooms
2 Baths
6 Guests
1221 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $375/Night
7 Nights - US $2,623
Pinellas County Private Villas and Holiday Homes Under $200
Over 5773+ Pinellas County Private Villas and Holiday Homes Under $200
House
- St. Petersburg - Clearwater
- ·
- Dunedin
- 1.93 mi to center
10.0Exceptional
(134 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $154/Night
7 Nights - US $1,080
House
- St. Petersburg - Clearwater
- ·
- St. Petersburg
- 0.33 mi to center
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
2 Guests
365.97 ft²
- Oceanfront
- Hot Tub
Breakfast- Parking
US $194/Night
7 Nights - US $1,356
Cottage
- St. Petersburg - Clearwater
- ·
- Largo
- 3.14 mi to center
2 Bedrooms
1 Bath
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $169/Night
7 Nights - US $1,180
Apartment
- St. Petersburg - Clearwater
- ·
- Tarpon Springs
- 0.31 mi to center
10.0Exceptional
(102 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $163/Night
7 Nights - US $1,142
House
- St. Petersburg - Clearwater
- ·
- Shore Acres
- 0.54 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
355.21 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $68/Night
7 Nights - US $473
House
- St. Petersburg - Clearwater
- ·
- Tarpon Springs
- 0.32 mi to center
10.0Exceptional
(95 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $176/Night
7 Nights - US $1,233
Apartment
- St. Petersburg - Clearwater
- ·
- Ozona
- 0.34 mi to center
10.0Exceptional
(94 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $192/Night
7 Nights - US $1,344
Apartment
- St. Petersburg - Clearwater
- ·
- Ozona
- 0.25 mi to center
10.0Exceptional
(84 Reviews)
1 Bedroom
1 Bath
4 Guests
650 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $181/Night
7 Nights - US $1,269
House
- St. Petersburg - Clearwater
- ·
- St. Petersburg
- 3.9 mi to center
10.0Exceptional
(83 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $156/Night
7 Nights - US $1,089
Instantly Bookable Holiday Homes in Pinellas County
Over 14229+ Instantly Bookable Holiday Homes in or Near Pinellas County
Condo
- St. Petersburg - Clearwater
- ·
- Indian Shores
- 0.77 mi to center
10.0Exceptional
(178 Reviews)
2 Bedrooms
2 Baths
6 Guests
1430 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $283/Night
7 Nights - US $1,983
House
- St. Petersburg - Clearwater
- ·
- Bay Esplanade
- 0.44 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
333.68 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $147/Night
7 Nights - US $1,029
Apartment
- St. Petersburg - Clearwater
- ·
- Historic Old Northeast
- 0.58 mi to center
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
330 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $199/Night
7 Nights - US $1,393
House
- St. Petersburg - Clearwater
- ·
- Indian Rocks Beach
- 0.71 mi to center
10.0Exceptional
(172 Reviews)
2 Bedrooms
1 Bath
4 Guests
840 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $380/Night
7 Nights - US $2,658
House
- St. Petersburg - Clearwater
- ·
- Bay Esplanade
- 0.44 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $163/Night
7 Nights - US $1,141
Cottage
- St. Petersburg - Clearwater
- ·
- Clearwater Beach
- 0.94 mi to center
10.0Exceptional
(171 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $268/Night
7 Nights - US $1,876
House
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.89 mi to center
10.0Exceptional
(151 Reviews)
1 Bedroom
1 Bath
2 Guests
230 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $233/Night
7 Nights - US $1,631
Cottage
- St. Petersburg - Clearwater
- ·
- Treasure Island
- 0.98 mi to center
10.0Exceptional
(148 Reviews)
2 Bedrooms
1 Bath
4 Guests
630 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $255/Night
7 Nights - US $1,784
Apartment
- St. Petersburg - Clearwater
- ·
- St. Petersburg
- 0.38 mi to center
10.0Exceptional
(145 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $381/Night
7 Nights - US $2,664
Book a Last Minute Place to Stay in Pinellas County
About Casai's Private Villas and Holiday Rentals in Pinellas County
Discover more than 22000 vacation rentals available in Pinellas County. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Pinellas County.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Pinellas County, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Pinellas County. On average, places to stay near Pinellas County offer 850.5 ft², with nightly prices averaging US $381.
With Casai, finding and comparing holiday rentals in Pinellas County is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Pinellas County
| Type | Count |
|---|---|
| Vacation Homes | 9014 |
| Holiday Apartments | 3856 |
| Cottages | 445 |
| Villas | 263 |
Use these Quick Filters to Find a Holiday Rental in Pinellas County
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Pinellas County.
Weather in Pinellas County, FL
View the weather forecast for Pinellas County before booking your Pinellas County Vacation Rentals to confirm your best time to go.
December - February
High 75°F Low 58°F
March - May
High 86°F Low 61°F
June - August
High 91°F Low 76°F
September - November
High 89°F Low 63°F
Top Attractions Around Pinellas County, FL
Casai offers a large selection of top attractions around Pinellas County . Research things to do on your vacation before you visit Pinellas County.
Other Places to Stay in Pinellas County, FL
Frequently Asked Questions About Pinellas County?
What are the top holiday rentals in Pinellas County?
With numerous options available in Pinellas County, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Pinellas County:
- Ivory Sands Beach Suites
- Breathtaking Gulf Facing Condo Hotel Suite
- Updated condo just steps to the white sand beaches of Clearwater Beach
- 1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
- Downtown Dunedin Walking District
- Luxurious Oceanfront Home w/MILES of sandy beach & private Inter-Coastal dock!
- Rare Direct Beachfront Cottage Ground-Floor Walk-Out to the Sand No Stairs!
- Beachfront Condo w/breathtaking full ocean & pool views, Top Flr, Small complex
- PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS
- Lulu's NEW WATERFRONT RARE 2 BAL 2 BD, 2 BA, SLEEPS 8-4 DAILY WATER PARK PASSES
How many holiday rentals have private pools in Pinellas County?
Discover a selection of holiday rentals with private pools near Pinellas County with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Home away from home but with dolphins and manatees in your back yard.
- Snook Haven - Hot Tub, Pool, Minigolf, Dog Space
- All Seasons Resort
- Paradise awaits you!
Which holiday homes in Pinellas County are best for families?
If you're searching for a family-friendly holiday home in Pinellas County, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Pinellas County:
- The Best Sunsets in The World, Indian Rocks Beach, FL
- Reef Club 107
- Colorful Townhome, Steps to Clearwater Beach!
How many Casai.com holiday rentals are available in Pinellas County?
As of 2026, Casai boasts over 22000 properties listed in the Pinellas County area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Pinellas County.
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