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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.

Superhost
Home in Indian Rocks Beach
Stunning views! Spot dolphins from the pool!
BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!
Nov 11 – 18
$657 per night
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.
Sep 8 – 15
$390 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!
Aug 20 – 27
$250 per night

Popular amenities for Pinellas County vacation rentals

Pinellas County beach vacation rentals

Guest favorite
Hotel room in Clearwater Beach
Bay Apartment 8
Oct 9 – 16
$68 per night
Guest favorite
Cottage in Indian Rocks Beach
Kooky Coconut Cottage, Indian Rocks Beach
Oct 22 – 29
$155 per night
Guest favorite
Bungalow in Indian Shores
Quiet Beachfront Bungalow on Florida’s Gulf Coast
Sep 15 – 22
$371 per night
Guest favorite
Condo in Redington Beach
SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
Aug 25 – Sep 1
$80 per night
Guest favorite
Apartment in Treasure Island
Treasure Island Beach Apartment #1
Dec 7 – 14
$110 per night
Guest favorite
Condo in Indian Rocks Beach
Villa Al Golfo Beautiful Waterfront Oasis
Jan 21 – 28
$215 per night
Guest favorite
Guesthouse in Gulfport
graceful haven...
Nov 21 – 28
$99 per night
Guest favorite
Condo in Clearwater
Beachfront in exclusive resort
Jan 7 – 14
$442 per night
Guest favorite
Condo in Indian Shores
1 BR direct beachfront avail. June 8-18.
Dec 16 – 23
$141 per night
Guest favorite
Home in Clearwater
Beach House
Nov 7 – 14
$505 per night
Guest favorite
Condo in Treasure Island
Spectacular beach to bay views from this resort.
Oct 22 – 29
$170 per night
Superhost
Apartment in Gulfport
🌞STEPS to the Beach!! "Getaway by the Bay"🌞
Aug 9 – 16
$108 per night

Other great vacation rentals in Pinellas County

Guest favorite
Ice dome in Largo
❌not a tent❌ Unique DOME 💜Blue Moon 💜
Nov 11 – 18
$90 per night
Guest favorite
Condo in Indian Rocks Beach
Waterfront Condo w/ Boat dock, 2 min walk to beach
Aug 23 – 30
$101 per night
Guest favorite
Tiny home in Oldsmar
Louisa's Cottage
Apr 23 – 30
$103 per night
Guest favorite
Guesthouse in Pinellas Park
pet friendly on an equestrian farm
Oct 8 – 15
$82 per night
Guest favorite
Home in Pinellas Park
Lovely Home in Quiet Neighborhood!
Oct 15 – 22
$98 per night
Guest favorite
Guesthouse in Seminole
Quiet & Cozy Guesthouse minutes to the beach.
Apr 11 – 18
$80 per night
Guest favorite
Apartment in Indian Rocks Beach
Direct Ocean View Top Floor Renovated. 2BR, 2 Bath
Nov 27 – Dec 4
$304 per night
Guest favorite
Condo in Largo
Modern and Cozy Condo 6 Minutes from the Beach !
Dec 4 – 11
$89 per night
Guest favorite
Tiny home in Largo
Luxury Tiny in Largo-Clearwater
Sep 22 – 29
$90 per night
Guest favorite
Guest suite in Largo
Private Pool, Jacuzzi, Walk to Beach.
May 24 – 31
$100 per night
Guest favorite
Guesthouse in Seminole
Priv Ent, New, cozy, big shower, low cleaning cost
Jul 13 – 20
$52 per night
Guest favorite
Condo in Redington Shores
Beach-Chic Vacation Getaway Studio Pool & Beach!
Sep 4 – 11
$94 per night

Destinations to explore