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Holiday Homes in Pinellas County

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Pinellas County holiday homes

Deluxe Condo, Ocean View | Balcony view

Gulf Strand Resort

Gulf Strand Resort
3.0 star property
St. Pete Beach
8.0 out of 10, Very good, (69 reviews)
"The room was clean and it felt like home away from home. Quiet which we loved! We had everything we needed and more and will be back. "
United States
Michelle
Gulf Strand Resort
Jade House at The Gemma | 6 bedrooms, premium bedding, memory-foam beds, individually decorated

The Gemma by Brightwild

The Gemma by Brightwild
5.0 star property
Clearwater Beach
10.0 out of 10, Exceptional, (3 reviews)
"Amazing property"
United States
Rusty
The price is 24.771.667 ₫
45.653.946 ₫ total
includes taxes & fees
2 Aug - 3 Aug
The Gemma by Brightwild
Classic Bungalow, 2 Bedrooms | Private kitchen | Coffee/tea maker, toaster, rice cooker, freezer

St. Petersburg Vacation Home

St. Petersburg Vacation Home
2.5 star property
Bayview
St. Petersburg Vacation Home
House | Living area

Four Bed Home With Pool Game Room Bar Near Beach

Four Bed Home With Pool Game Room Bar Near Beach
2.0 star property
Central Park District
9.4 out of 10, Exceptional, (3 reviews)
"This was such a beautiful very family friendly home. The host was great with communication, and everything about this home was amazing!"
United States
Tanira
Four Bed Home With Pool Game Room Bar Near Beach
House, 2 Bedrooms, Accessible, Smoking | View from property

7 Mins From the Beach and 15 Mins Maximo Boat Ramp

7 Mins From the Beach and 15 Mins Maximo Boat Ramp
2.0 star property
St. Petersburg
7 Mins From the Beach and 15 Mins Maximo Boat Ramp
View from property

Boca Ciega Resort

Boca Ciega Resort
3.0 star property
St. Petersburg
7.8 out of 10, Good, (32 reviews)
"View of Marina, outdoor balcony, full kitchen, pool & hot tub. We have stayed at Boca Ciega many times, we’ve never been disappointed. Condos are small but adequate."
United States
Maria
Boca Ciega Resort
Deluxe House, Courtyard View | Terrace/patio

SALTAIRE RETREAT ST PETE

SALTAIRE RETREAT ST PETE
3.0 star property
Bayview
SALTAIRE RETREAT ST PETE
House | 2 bedrooms, desk, Internet

The Tarpon Treasure - Family Home 5 Mins to Beach

The Tarpon Treasure - Family Home 5 Mins to Beach
2.0 star property
Tarpon Springs
9.6 out of 10, Exceptional, (4 reviews)
"Chill Place great vibes"
United States
Crissie
The Tarpon Treasure - Family Home 5 Mins to Beach
House (2 Bedrooms) | Property amenity

Sunset Beach House by Distinctive Beach Rentals

Sunset Beach House by Distinctive Beach Rentals
3.0 star property
Sunset Beach
Sunset Beach House by Distinctive Beach Rentals
Bungalow, 1 Queen Bed with Sofa bed, Pets allowed, Garden View | Beach

Southern PAG Beach House Bungalows

Southern PAG Beach House Bungalows
3.0 star property
Pass-a-Grille
6.0 out of 10, (2 reviews)
"Great staff and excellent location."
United States
Gregg
The price is 9.456.840 ₫
14.626.580 ₫ total
includes taxes & fees
28 Jul - 29 Jul
Southern PAG Beach House Bungalows
House (3 Bedrooms) | Property amenity

Sunshine Lane by Distinctive Beach Rentals

Sunshine Lane by Distinctive Beach Rentals
3.5 star property
Sunshine Beach
10.0 out of 10, Exceptional, (2 reviews)
"Beach proximity, clean amenities "
United States
Shelley
Sunshine Lane by Distinctive Beach Rentals
House, 1 King Bed (Shore Thing) | Private kitchen | Oven, toaster

Shore Thing

Shore Thing
2.0 star property
Isle of Palms
10.0 out of 10, Exceptional, (1 review)
"What a great property! Fully stocked with linens, towels, paper towels and toilet paper! The house/duplex is beautifully decorated and is just a few minute walk to the beach. There were also beach chairs, umbrellas and wagons in the laundry area to use. My one suggestion would be that guests be able to use the retractable awning over the patio area. The description does say "not covered" but the awning is shown in the pictures and so is a bit deceptive. However, it would not keep me from...
United States
Susan
Shore Thing
House, Multiple Beds (Sea Shell 14 - Premier) | Beach

Sea Shell 14 - Premier

Sea Shell 14 - Premier
3.0 star property
Indian Shores
Sea Shell 14 - Premier
House, Accessible | 3 bedrooms, Internet

Heated Pool Home Pool Table Spacious Family

Heated Pool Home Pool Table Spacious Family
2.0 star property
Largo
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great "
United States
Oderay
The price is 7.465.743 ₫
16.896.221 ₫ total
includes taxes & fees
16 Jul - 17 Jul
Heated Pool Home Pool Table Spacious Family
Outdoor pool

Indian Rocks Escape

Indian Rocks Escape
5.0 star property
Largo
Indian Rocks Escape
House, Multiple Beds (Indian Rocks Retreat) | Beach

Indian Rocks Retreat

Indian Rocks Retreat
2.0 star property
Indian Rocks Beach
Indian Rocks Retreat
House (Multiple Bedrooms) | Interior

Chic 8BR with Heated Pool & Waterview

Chic 8BR with Heated Pool & Waterview
3.5 star property
Harbor Bluffs
10.0 out of 10, Exceptional, (1 review)
"We had a great time at this beautiful house! Highly recommend. Clean. Accommodating. Great pool. On the intercostal area, we rented kayaks and kayaked through all of the houses. Short drive to the beach. We had 10 people in our party but could have easily accommodated more! If you get automated texts I would definitely ask to connect with your local rental manager as they are able to help you with all of the details and very accommodating. Our manager was Brittany and she helped with anything...
United States
Katherine
Chic 8BR with Heated Pool & Waterview
House (Multiple Bedrooms) | Interior

8 BR Heated Pool & Soccer Field

8 BR Heated Pool & Soccer Field
3.0 star property
Anona
8 BR Heated Pool & Soccer Field
House (Multiple Bedrooms) | Interior

Pool Pickleball Basket Soccer Game Room!

Pool Pickleball Basket Soccer Game Room!
4.0 star property
Seminole
Pool Pickleball Basket Soccer Game Room!
House | 4 bedrooms, Internet

Heated Pool Close to St Pete Tampa Pet Friendly

Heated Pool Close to St Pete Tampa Pet Friendly
2.0 star property
Pinellas Park
Heated Pool Close to St Pete Tampa Pet Friendly
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

Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key

10/10 Excellent
"Our stay was amazing. There's a trolley that takes you to places that are family and tourist friendly. Beach is in walking distance. Our little ones had so much fun, the staff was amazing. We will be coming back for sure. Already making plans."
Cristina Nelida 2-night trip
Posted less than an hour ago
Clearwater Beach Sheraton Resort on Sand Key

Find out more about Pinellas County

Pinellas County Holiday Homes information

Number of reviews
114
Accommodation
255 Holiday Homes
Lowest Price
14.626.580 ₫
Highest Price
45.653.946 ₫