Holiday Homes in Pinellas County

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Our top choices for Pinellas County holiday homes

Little Mermaid. beach 9 min Hot tub beach chairs

Little Mermaid. beach 9 min Hot tub beach chairs
Downtown Largo
10.0 out of 10, Exceptional, (5 reviews)
Little Mermaid. beach 9 min Hot tub beach chairs

PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS

PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS
clearwater beach
10.0 out of 10, Exceptional, (211 reviews)
"Awesome place to vacation. Hope to be back soon!"
United States
Stephen T.
PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS

Family Getaway – 4-BR House w/ Parking & Patio

Family Getaway – 4-BR House w/ Parking & Patio
North Greenwood
7.4 out of 10, Good, (10 reviews)
"Very open concept. Couches are super comfy. Bathroom tub could use a refinish and there are ling skinny windows in two of the bedrooms without coverings, which made them a lot less desirable. "
United States
Abby P.
Family Getaway – 4-BR House w/ Parking & Patio

Coconut Retreat | 5BR Pool Home

Coconut Retreat | 5BR Pool Home
Pinellas Park
9.6 out of 10, Exceptional, (4 reviews)
"Great stay"
United States
Ken B.
Coconut Retreat | 5BR Pool Home

1940 Retro 4 Bedroom 2 Bath Beach Front Bungalow w/Private Pool & More Gulf-Blvd

1940 Retro 4 Bedroom 2 Bath Beach Front Bungalow w/Private Pool & More Gulf-Blvd
Madeira Beach
10.0 out of 10, Exceptional, (7 reviews)
The price is AU$1,169
includes taxes & fees
16 Apr - 17 Apr
1940 Retro 4 Bedroom 2 Bath Beach Front Bungalow w/Private Pool & More Gulf-Blvd

The Gemma by Brightwild

The Gemma by Brightwild
5.0 star property
Clearwater Beach
10.0 out of 10, Exceptional, (2 reviews)
"Amazing property"
United States
Rusty
The price is AU$2,172
includes taxes & fees
19 Apr - 20 Apr
The Gemma by Brightwild

1950s Retro 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass Gulf-Blvd

1950s Retro 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass Gulf-Blvd
Sunshine Beach
10.0 out of 10, Exceptional, (21 reviews)
"Great renovated cottage right on the beach. We had a great time and loved the location. We hope to go back soon!"
United States
brian e.
The price is AU$584
includes taxes & fees
16 Apr - 17 Apr
1950s Retro 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass Gulf-Blvd

SUPERHOST! HEATED POOL with OVERFLOW SPA 4br CATHEDRAL CEILINGS master SUITE

SUPERHOST! HEATED POOL with OVERFLOW SPA 4br CATHEDRAL CEILINGS master SUITE
Largo
9.4 out of 10, Exceptional, (8 reviews)
"Nice and comfortable stay"
United States
Angel M.
SUPERHOST! HEATED POOL with OVERFLOW SPA 4br CATHEDRAL CEILINGS master SUITE

Cozy Home 4 Minutes From Indian Rocks Beach

Cozy Home 4 Minutes From Indian Rocks Beach
Largo
10.0 out of 10, Exceptional, (20 reviews)
"Great host! Perfect four bedroom house and the location is great as well!"
United States
Andy F.
Cozy Home 4 Minutes From Indian Rocks Beach

Backyard Oasis: 2 bedroom house with pool in Shore Acres mins from St Pete

Backyard Oasis: 2 bedroom house with pool in Shore Acres mins from St Pete
Shore Acres
10.0 out of 10, Exceptional, (2 reviews)
"You can only make a 1st impression once....and wow, this home was truly above and beyond! Chris was an unbelievable host and had the property organized beautifully for guests- the minute you pull into the driveway and then walk in the house everything felt so welcoming! The backyard oasis is a true gem in St. Pete area- we will definitely come back again- and again! Highly recommend this cozy and nicely decorated home away from home for your next extended vacation or just a weekend get away!...
United States
Joelle L.
Backyard Oasis: 2 bedroom house with pool in Shore Acres mins from St Pete

Need a place to get away that still feels like home? Please come see us.

Need a place to get away that still feels like home? Please come see us.
Indian Shores
10.0 out of 10, Exceptional, (96 reviews)
"Great location!"
United States
Joyce D.
Need a place to get away that still feels like home? Please come see us.

Waterfront luxury home in Ozona.

Waterfront luxury home in Ozona.
Ozona
9.8 out of 10, Exceptional, (66 reviews)
"The hosts were amazing! The house was in an a fantastic location. Close to everything and the beach!"
United States
Angie C.
Waterfront luxury home in Ozona.

Clearwater Beach House: Directly on White Sand with Unmatched Gulf Views!

Clearwater Beach House: Directly on White Sand with Unmatched Gulf Views!
Clearwater
9.4 out of 10, Exceptional, (117 reviews)
"Wonderful place to stay, relaxing and right on the beach!"
United States
Joshua A.
Clearwater Beach House: Directly on White Sand with Unmatched Gulf Views!

Family Friendly Retreat near Clearwater Beach.

Family Friendly Retreat near Clearwater Beach.
Safety Harbor
10.0 out of 10, Exceptional, (2 reviews)
"The house was beautifully designed everything was clean and organized. They thought of everything that a guest would need. Owner was very responsive even thought to ask if we would like a Christmas tree put up for our family Christmas in Florida. Above and beyond what we expected "
United States
Patricia J.
Family Friendly Retreat near Clearwater Beach.

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
Madeira Beach
9.6 out of 10, Exceptional, (257 reviews)
"Had a great time!"
United States
Paul G.
The price is AU$729
includes taxes & fees
19 Apr - 20 Apr
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd

Coastal Breeze - 90 seconds from door to sand. Heated pool with slide & spa.

Coastal Breeze - 90 seconds from door to sand. Heated pool with slide & spa.
Indian Shores
10.0 out of 10, Exceptional, (68 reviews)
"The house was great for a multi-family vacation at the beach. Ample space, well-stocked kitchen, and easy access to the beach. The host was very responsive to all of our questions and easy to work with. We would definitely stay here again!"
United States
Stephanie S.
Coastal Breeze - 90 seconds from door to sand. Heated pool with slide & spa.

Charming 2-bedroom house in peaceful St. Petersburg with AC, Bonus Room

Charming 2-bedroom house in peaceful St. Petersburg with AC, Bonus Room
St. Petersburg
9.4 out of 10, Exceptional, (11 reviews)
"Great place, great host! Nice place to stay in great neighborhood. Dog friendly cant ask for much more!Thanks"
United States
Lisa W.
Charming 2-bedroom house in peaceful St. Petersburg with AC, Bonus Room

Gulf-Side 3BR Home | Private Beach Access, Elevator, Sleeps 8

Gulf-Side 3BR Home | Private Beach Access, Elevator, Sleeps 8
Indian Shores
10.0 out of 10, Exceptional, (1 review)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was amazing. Great layout. Beautiful views. We will be back."
United States
Rick W.
Gulf-Side 3BR Home | Private Beach Access, Elevator, Sleeps 8

St Pete/Clearwater ICW home with dock and pool near Redington Beach, FL

St Pete/Clearwater ICW home with dock and pool near Redington Beach, FL
Redington Beach
9.8 out of 10, Exceptional, (7 reviews)
St Pete/Clearwater ICW home with dock and pool near Redington Beach, FL

Beach Side Cottage 20 Steps to Beach | Beach Gear Included!

Beach Side Cottage 20 Steps to Beach | Beach Gear Included!
Clearwater
10.0 out of 10, Exceptional, (51 reviews)
"Quiet, close to beach, short walk to restaurants."
United States
Roy A.
The price is AU$501
includes taxes & fees
27 Apr - 28 Apr
Beach Side Cottage 20 Steps to Beach | Beach Gear Included!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pinellas County Hotel Reviews

Find out more about Pinellas County

Pinellas County Holiday Homes information

Number of reviews
774
Accommodation
3649 Holiday Homes
Lowest Price
AU$501
Highest Price
AU$2,172

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