Top ratedWalk to Beach, restaurants and shops “The Estate”
5.00House in Largo
2 Bedrooms · 1 Bathroom · Sleeps 4
$95/night
Pinellas County Vacation Rentals by Owner
59 stays availableCountywide
Updating results…
Top rated
Top ratedPrivate Waterfront Estate Event Venue / Vacation Rental-8 bd /7 bt sleeps 24
5.00Estate in St. Petersburg
8 Bedrooms · 7 Bathrooms · Sleeps 24
$1,500/night
Top ratedShack on the Sand - Indian Rocks Beach
5.00Condo in Indian Rocks Beach
1 Bedroom · 1 Bathroom · Sleeps 3
$1,200/week
Guest favoriteBeachfront Cottages (PATIO) at Beautiful Sandy Shores on Gulf of Mexico
5.00Cottage in Indian Rocks Beach
1 Bedroom · 1 Bathroom · Sleeps 4
$190/night
Top ratedSelf Check-in-out/Extra clean Across from John's Pass/view of Bridge/much more
5.00Condo in Madeira Beach
2 Bedrooms · 2 Bathrooms · Sleeps 10
$290/night
Top ratedGreat views of the dolphins playing under the bridge.
5.00Condo in Madeira Beach
2 Bedrooms · 2 Bathrooms · Sleeps 10
$285/night
Top ratedSand Castle III Luxury Condo, free nights on select dates
5.00Condo in Indian Shores
3 Bedrooms · 2 Bathrooms · Sleeps 8
$276/night
Top ratedAlice's Beach Bungalows 2 Bedroom Home 500' to the Beach!
5.00House in Treasure Island
2 Bedrooms · 1 Bathroom · Sleeps 6
$194/night
Top ratedAlice's Beach Bungalows 1 Bdrm 500' To The Beach
5.00Bungalow in Treasure Island
1 Bedroom · 1 Bathroom · Sleeps 4
$151/night
Top ratedAwesome direct Gulf front 1 Bedroom With large private ground floor Patio
5.00Apartment in Treasure Island
1 Bedroom · 1 Bathroom · Sleeps 4
$257/night
Top ratedBeach Front 'Parrotdise' Private with Beautiful Sunset Views
5.00Apartment in Treasure Island
2 Bedrooms · 1 Bathroom · Sleeps 4
$257/night
Guest favoriteWalk to Beach, Restaurants and Shops “The In-Between”
5.00House in Largo
2 Bedrooms · 1 Bathroom · Sleeps 4
$100/night
Guest favoriteNear Beach, Pool, Paradise Awaits, Adult Only “The West Wing”
5.00Studio in Seminole
1 Bedroom · 1 Bathroom · Sleeps 2
$75/night
Top ratedBeautiful Apartment In Tropical Clearwater, Florida.
5.00Apartment in Clearwater
1 Bedroom · 1 Bathroom · Sleeps 4
$68/night
Top rated15 Steps to Sandy Beach, Ground Floor, Pool, Sleeps 5
5.00Cottage in Belleair Beach
2 Bedrooms · 1 Bathroom · Sleeps 5
$171/night
Top ratedNorth Clearwater Beach Condominium "The Old Florida District"
5.00Condo in Clearwater
1 Bedroom · 1 Bathroom · Sleeps 4
$145/night
Top ratedBeautiful 2/2 condo right on the beach with water view from every room.
5.00Condo in Belleair Beach
2 Bedrooms · 2 Bathrooms · Sleeps 4
$180/night
Top ratedC2- 1 BR, Direct waterfront 2 min walk 2 beach
5.00Villa in Clearwater
1 Bedroom · 1 Bathroom · Sleeps 2
$137/night
Top ratedV4-1 BR, waterfront villa, 2 min walk to beach
5.00Villa in Clearwater
1 Bedroom · 1 Bathroom · Sleeps 4
$123/night
Top rated1 BR, Waterfront, King Bed, Kitchen, walk to beach
5.00Condo in Clearwater
1 Bedroom · 1 Bathroom · Sleeps 4
$148/night
Top ratedBeautiful water views at the Skyline Resort
5.00Condo in Madeira Beach
2 Bedrooms · 2 Bathrooms · Sleeps 2
$199/night
Top ratedAvalon at Clearwater - Royal Marina - Minutes to Clearwater Beach
5.00Condo in Clearwater
2 Bedrooms · 2 Bathrooms · Sleeps 6
$172/night
Guest favoriteWATERFRONT -Madeira Beach Yacht Club 2 BR 1 Bath Condo, on Florida- Intercoastal
5.00Condo in Madeira Beach
2 Bedrooms · 1 Bathroom · Sleeps 4
$237/night
Top ratedSPRING BREAK DATES STILL AVAIL. LUXURY DIRECT GULF FRONT HOME~ ONE LARGE HOME W/ OPTION FOR TWO SEPERATE FULL SPACES, SLEEPS UP TO 12 ..
5.00House in Treasure Island
4 Bedrooms · 3 Bathrooms · Sleeps 12
$729/night
Top rated~TREASURE ISLAND WATERFRONT, WHY RENT A CONDO WHEN YOU CAN GET A HOME! FISH FROM DOCK, PRIVATE POOL!
5.00Condo in Treasure Island
2 Bedrooms · 2 Bathrooms · Sleeps 6
$257/night
Top ratedLOWEST SEPT RATES, ENJOY THE BEACH, SUNSETS! ~DIRECT GULF FRONT COMPLEX SLEEPS 6.
5.00Condo in Treasure Island
2 Bedrooms · 2 Bathrooms · Sleeps 6
$200/night
Top ratedExclusive Gulf Side Condo, 3 BR-2.5BA-IRB
5.00Condo in Indian Rocks Beach
3 Bedrooms · 3 Bathrooms · Sleeps 8
$278/night
Top ratedSpacious Beach House Unit, Beautifully Furnished 2 Bed 2Bath./2Min.Walk To Beach
5.00House in Indian Rocks Beach
2 Bedrooms · 2 Bathrooms · Sleeps 6
$151/night
Guest favoriteLuxury Beach Front....3 Bedroom SW Corner Condo
5.00Condo in Madeira Beach
3 Bedrooms · 2 Bathrooms · Sleeps 6
$295/night
Top ratedGround-Floor Direct Beachfront Walk-Out to Sand No Stairs!
5.00House in Indian Shores
1 Bedroom · 1 Bathroom · Sleeps 4
$319/night
Top ratedWaterfront Balcony View Luxury. SEE THE DOLPHINS.
5.00House in Clearwater
3 Bedrooms · 2 Bathrooms · Sleeps 6
$410/night
Top ratedNear Beaches, Pool, Paradise Awaits, Adult Only “The Blue Room”
5.00Cottage in Seminole
1 Bedroom · 1 Bathroom · Sleeps 2
$75/night
Guest favoriteBeachfront Cottages (GULF) at Beautiful Sandy Shores on Gulf of Mexico
4.93Cottage in Indian Rocks Beach
1 Bedroom · 1 Bathroom · Sleeps 4
$289/night
Top ratedBeachfront Cottages GARDEN at Beautiful Sandy Shores on Gulf of Mexico
4.88Cottage in Indian Rocks Beach
1 Bedroom · 1 Bathroom · Sleeps 4
$180/night
Top ratedBeautiful Beachfront Condo - Available May1 to Dec 1 2024
5.00Condo in St. Petersburg
1 Bedroom · 1 Bathroom · Sleeps 3
$145/night
Top ratedBeautiful Treasure Island and Directly on Sunset Beach! Location, Location!!!!!
5.00Condo in Treasure Island
1 Bedroom · 1 Bathroom · Sleeps 4
$179/night
Top ratedRelax, Unwind at Our Indian Shores Beachfront Sand Castle II 2306 Condo
5.00Condo in Indian Shores
3 Bedrooms · 2 Bathrooms · Sleeps 8
$220/night
Top ratedIndian Rocks Beach / Indian Shores Ocean Condo near Clearwater & St Petersburg
5.00Condo in Indian Shores
2 Bedrooms · 2 Bathrooms · Sleeps 4
$185/night
Top ratedThe Saint Michael House Vacation Rental
5.00House in Tarpon Springs
3 Bedrooms · 1 Bathroom · Sleeps 5
$120/night
Top ratedWalk to Beach, restaurants and shops “The Cottage”
5.00Cottage in Largo
1 Bedroom · 1 Bathroom · Sleeps 2
$99/night
Top ratedNear Beach, Pool, Paradise Awaits Adult Only The Green Room
4.88Studio in Seminole
1 Bedroom · 1 Bathroom · Sleeps 2
$75/night
Guest favoriteWalk to The Beach, shops and restaurants, The sweetest place is “The Sweet”
5.00Studio in Largo
1 Bedroom · 1 Bathroom · Sleeps 2
$89/night
Top ratedMILLION DOLLAR VIEWS! Newly renovated bathrooms and bedrooms.
5.00Condo in Indian Shores
3 Bedrooms · 2 Bathrooms · Sleeps 8
$433/night
Sun West Palms - Suite 203 - 3 Bed Room - 3 Bathroom.
Condo in Clearwater
3 Bedrooms · 3 Bathrooms · Sleeps 8
$315/night
New Superhost listing- OPEN March 2020 Beach house
Villa in Clearwater
4 Bedrooms · 3 Bathrooms
$693/night
Top ratedV1-2 BR, direct waterfront, 2 min walk to beach
5.00Condo in Clearwater
2 Bedrooms · 2 Bathrooms · Sleeps 4
$227/night
Top ratedC1 Efficiency direct waterfront 2 min walk 2 beach
5.00Condo in Clearwater
2 Bedrooms · 1 Bathroom · Sleeps 3
$78/night
Top ratedV2-2 BR, direct waterfront, 2 min walk to beach
5.00Villa in Clearwater
2 Bedrooms · 1 Bathroom · Sleeps 4
$227/night
Top ratedV3- 1 BR, waterfront villa, 2 min walk 2 beach
5.00Condo in Clearwater
2 Bedrooms · 1 Bathroom · Sleeps 4
$124/night
Top ratedV4-1 BR, waterfront villa, 2 min walk to beach
5.00House in Clearwater
1 Bedroom · 1 Bathroom · Sleeps 4
$124/night
About Pinellas County
Guest reviews for Pinellas County: 5.0 average from 268 reviews across 56 of 59 stays
Explore vacation rentals in Pinellas County, Florida. This area offers 59+rental properties in a convenient location. Whether you're visiting for the local character, proximity to attractions, or simply a quieter base close to Florida, you'll find great options here. Filter by dates, guests, and amenities to narrow down the perfect property for your trip.