
Pinellas County vacation rentals
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Top-rated vacation rentals in Pinellas County
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Popular amenities for Pinellas County vacation rentals
Pinellas County beach vacation rentals

Tootsie’s Beachside Retreat
We had a great stay! Easy check in, great communication, lovely accommodations and amenities, and so close to the beach!

The Boho - 2BR Gulfport Waterfront District House
This home was clean and had everything we needed for our stay. It is within walking distance to several shops and restaurants. We would gladly stay here again if ever in the area.

The Coastal Retreat
The moment we parked we knew that the place is exactly what we're wanting for our stay in Dunedin. It's charming, peaceful and quiet. We slept soundly and felt comfortable from Mon to Friday. Aside from the basic necessities provided, there are available beach towels, a cooler and a beach umbrella that made our trip to Honeymoon Island easier. Thank you for hosting us Carole! Til next time!

Cozy Casita in NE St. Petersburg
This was a quaint beautiful Cosita! Everything was perfect. It was great. We ate at The Glass Noodle (delicious) and went to a concert at the Floridian Social, this was perfect for a stay over!

Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-
Stephanie and her team accommodated a very last minute trip for my children and myself. The property was great and exactly what we needed. The house was right next to the beach. She also provided all the beach supplies we would need which was fantastic. Everyone had their own space and the decor was great! Will definitely be coming again!!

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
This airbnb was absolutely stunning....It had everything you could imagine to be able to enjoy your stay ..One thing they dont mention is the dolphins in the ocean that swim right up to the pool area several times a day.. The host Valerie was outstanding in making sure our stay was awesome...One day the pool was down , but Valerie made sure she accomdated us...Top notch customer service...We would recommend her Airbnb...You will be completely satisfied...

The Dollhouse in Downtown St Pete
Clean and beautifully decorated. Finding the parking was confusing but once I found it it was nice that it was gated at night and easy to open pull in and close. Ordering DoorDash I had to walk out to a well lit Ally at night to meet them bc they can not get in easily like they couldn’t follow my directions to get to my door. It’s close to hospital so it met my needs. Host is very responsive and nice. Overall stay was good.

Private Pool, Jacuzzi, Walk to Beach.
Robert was a great host! Lots of great local recommendations. His place was extremely clean and had everything you could need. Well stocked with essentials. Close to Indian Shores Beach and Clearwater Beach. Had chairs, umbrella and cooler to use at the beach, great amenity!! You won’t be disappointed!! Highly recommend to stay at Roberts place and we plan to be back soon!!
Other great vacation rentals in Pinellas County

Wonderful Condo at Avalon - Fully Renovated
This Airbnb truly exceeded all of our expectations. I’ve never stayed at a place that was so thoughtfully decorated and well stocked. It honestly felt like all we needed to bring were our clothes. Everything was incredibly clean, cozy, and clearly cared for with love and attention. The beach gear was such a bonus and had everything we could possibly need for a perfect beach day. We felt completely at home the entire stay. We would love to come back. Thanks again for creating such a welcoming and comfortable space!

"Sweet Harbor Cottage" Walk to Downtown
The most coziest, CLEAN, beautiful place to stay. It’s a small space, but the amazing skylights on the ceiling and the windows that give natural lighting make the space feel so much bigger. The neighborhood is quiet & peaceful. Really enjoyed how everything was walking distance. Loved going out & coming back feeling like I was right at home. Would definitely love to come back & stay here again.

3 miles to Beach+Pool+Full Stocked,Book Now & Save
We had an absolutely wonderful stay at this mid-century ranch vacation home! The house itself is beautifully maintained with thoughtful design touches throughout—every detail is clearly aimed at making your stay as comfortable and stress-free as possible. From the moment we walked in, we could feel the care and love that’s been put into making this a true home away from home. The original deep pool was a huge hit, especially with the kids, who couldn’t get enough of it. We also loved the abundance of games and beach gear provided. The location is another big plus: just a short drive to beautiful Madeira Beach, close to great restaurants, and convenient access to Publix for groceries. Communication with the host was top-notch—professional, prompt, and helpful. They responded to any questions in a heartbeat. Their cleaning team also deserves a special mention—the house was spotless when we arrived. We’re already planning to come back in the fall to catch the Indian summer.

ONE PALM- Pool House Close to the Beach!
My husband and I stayed at this property when we were visiting friends and it was the perfect location. Beyond that, it was extremely clean and we loved the charm. It was in a more residential area, which we were worried about at first, but the privacy fence in the backyard was perfect. The neighborhood was also very quiet. The backyard was our favorite part - the pool was spotless, we had a wonderful time grilling out and the screened in porch allowed you to be outside without worrying about the bugs. You can tell the hosts out a lot of time into making the property enjoyable. There is plenty to do in the area but we also enjoyed just staying in and playing the games they provided and relaxing by the pool. I think this place would be wonderful to book for a family or to share with another couple. We will definitely be staying again when we come back! Thank you!

2BR Pool Home with Fire Pit & Games in Seminole
Went down for a relaxing long weekend. The house felt just like home. Host was very responsive the couple of times that I reached out. The pool was super nice and just what we needed for a nice long weekend.

New private guesthouse walk to downtown Dunedin
From our first communication with her until checkout, Anja was an outstanding host. The Guesthouse was even more amazing than the pictures. Everything was perfect. Thank you, Anja, for going above and beyond to make our stay so positive. We look forward to our next visit!

Harbor Hideaway
What a gem in the middle of downtown Safety Harbor - the sweetest city with so many restaurants and coffee shops to choose from. Elena’s home was exactly as the photos - except we found a keurig coffee maker - which was even better. The bed was comfy, the kitchen fully stocked, and the two bathrooms were also a treat. We felt right at home for the 8 nights we were there. We will definitely be back.. this is on my top 3 list do favorite air bnbs. Thank you for sharing your sweet home with us!

Pamper Yourself With A High-End Vacay – 1B Villa!
My husband and I had an amazing stay here! Everything was just as described. It was very a peaceful and enjoyable experience. The space is very clean, organized, and comfy! Although we were on vacation, it truly felt like home. We definitely recommend staying here, as we would love to come again one day!
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- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Dunedin Beach
- Anna Maria Public Beach
- John's Pass
- Crescent Beach
- Turtle Beach
- Bean Point Beach
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Raymond James Stadium
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Clearwater Beach
- Vinoy Park
- North Beach
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Jannus Live
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