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Pinellas County vacation rentals

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Top-rated vacation rentals in Pinellas County

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Cottage in Indian Shores
OPEN! Beautiful Beachfront Cottage on the Water
Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.
Nov 6 – 13
$390 per night
Guest favorite
Condo in Indian Shores
Feb.25-Mar. 2 discounted! BR direct beachfront.
Our condo is directly on the beach!! It is close to restaurants and dining, mini-golf, Clearwater and St. Pete's Beach. About 25 miles from Tampa, Florida for the Buccaneers NFL football and Lightning NHL hockey! We are about 37 miles from Busch Gardens. Only 95 miles to Disney World in Orlando! Mini-golf right across the street! You’ll love my place because of the neighborhood. My place is good for couples, small families, solo adventurers, and business travelers.
Dec 14 – 21
$126 per night
Guest favorite
Bungalow in Indian Shores
BEACH Bungalow Steps from the SAND - Indian Shores
LUXURY COTTAGE steps away from the white sandy beaches on the calm Gulf of Mexico. This sparkling clean, newly remodeled, 2 private Bedrooms, 1 Bathroom will melt your stress away. Kick Back, Relax, and enjoy the FL sun with the beach equipment we've included! This Charming Bungalow is perfect for a family vacation. Take a BREAK from the stress of life and get to Indian Shores, its centrally located between St. Pete Beach and Clearwater Beach. Book your vacation now!
Sep 7 – 14
$261 per night

Popular amenities for Pinellas County vacation rentals

Pinellas County beach vacation rentals

Guest favorite
Cottage in Indian Rocks Beach
Kooky Coconut Cottage, Indian Rocks Beach
Nov 13 – 20
$155 per night
Guest favorite
Apartment in Indian Rocks Beach
Vintage Florida Beach Efficiency
Aug 18 – 25
$77 per night
Guest favorite
Condo in Redington Beach
SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
Aug 25 – Sep 1
$80 per night
Superhost
Home in Indian Rocks Beach
Stunning views! Spot dolphins from the pool!
Feb 15 – 22
$706 per night
Guest favorite
Apartment in Treasure Island
Treasure Island Beach Apartment #1
Jan 29 – Feb 5
$110 per night
Guest favorite
Guesthouse in Gulfport
graceful haven...
Nov 21 – 28
$99 per night
Guest favorite
Condo in Indian Rocks Beach
Villa Al Golfo Beautiful Waterfront Oasis
Jan 21 – 28
$215 per night
Guest favorite
Home in Clearwater
Beach House
Nov 26 – Dec 3
$505 per night
Guest favorite
Apartment in Gulfport
⭐STEPS to the Beach!! "The Nautical Escape"⭐
Jun 23 – 30
$119 per night
Guest favorite
Bungalow in Indian Shores
Quiet Beachfront Bungalow on Florida’s Gulf Coast
Dec 20 – 27
$631 per night
Guest favorite
Condo in Belleair Beach
Ocean Bliss: Modern Studio Steps from Sand
Jan 9 – 16
$109 per night
Guest favorite
Condo in Indian Shores
Oceanfront living on Indian Shores Beach
Oct 24 – 31
$350 per night

Other great vacation rentals in Pinellas County

Guest favorite
Home in Clearwater
Coastal Cottage 1318 - Bikes and Beach items!
Feb 11 – 18
$125 per night
Guest favorite
Guest suite in Safety Harbor
Suite Outlook-Upstairs unit with Spectacular views
Dec 16 – 23
$87 per night
Guest favorite
Condo in Indian Rocks Beach
Waterfront Condo w/ Boat dock, 2 min walk to beach
Nov 13 – 20
$101 per night
Guest favorite
Tiny home in Oldsmar
Louisa's Cottage
Apr 19 – 26
$102 per night
Guest favorite
Guesthouse in Pinellas Park
pet friendly on an equestrian farm
Oct 8 – 15
$82 per night
Guest favorite
Guesthouse in Seminole
Quiet & Cozy Guesthouse minutes to the beach.
Dec 25 – Jan 1
$75 per night
Guest favorite
Guest suite in St. Petersburg
THE NEST: Separate Unit Near Beaches and Downtown
Oct 18 – 25
$65 per night
Guest favorite
Condo in Largo
Modern and Cozy Condo 6 Minutes from the Beach !
Aug 14 – 21
$87 per night
Guest favorite
Condo in Redington Beach
2min walk to the beach/pool, BBQ/great area, RO110
Aug 28 – Sep 4
$99 per night
Guest favorite
Guest suite in Pinellas Park
Cute suite near beautiful beaches of San Pete
Oct 7 – 14
$86 per night
Guest favorite
Apartment in Indian Rocks Beach
Direct Ocean View Top Floor Renovated. 2BR, 2 Bath
Feb 5 – 12
$324 per night
Guest favorite
Condo in Redington Shores
Beach-Chic Vacation Getaway Studio Pool & Beach!
Sep 4 – 11
$94 per night

Destinations to explore