
Vacation rentals with a kayak in Pinellas County
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Top-rated kayak rentals in Pinellas County
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House rentals with a kayak

Waterfront Oasis Pool, Spa, King Beds
Wonderful place for a family vacation. Grandparents, adult children, and grandchildren all had a great time. We used the kayaks, and we caught fish from the dock. The grandkids played in the pool for hours. We used the grill to create a tasty family meal, and the restaurants near by are great.

Heated Pool/Ping Pong/ Foosball/Gym/Walk 2 Beach
House is very spacious had everything we needed there was a kids park within walking distance and the beach was close as well

Charming Coastal Home Near Top Beaches
We had a wonderful stay! The house was perfect for our family. Beautiful finishes and decor and very clean. The kitchen and coffee bar had everything we needed and more. Brittany was quick to respond to a question. The guidebook was well-done. A top-notch, 5 star place! We will definitely be back!

Luxe Private Waterfront Getaway with Pool in Ozona
Exactly the escape we wanted from the North East. The house was spacious and very comfortable with an amazing water view. I had coffee on the dock every morning. The owners were very responsive and ensured our stay was enjoyable Highly recommend.

Saltwater Oasis in Seminole
Well stocked home that has everything you could need for your stay. The location was convenient and the homes pool was a wonderful place to relax. The host made check in/out clear and simple.

Waterfront Home with Kayaks, Dock & Boatlift
This house is gorgeous! All three bedrooms are spacious, bright, and comfortable. The living room, dining nook, screened patio, and waterside outdoor hangout are all perfect for family and friends to gather. The kitchen is well-appointed and clean. The master shower is especially luxurious. Our favorite parts of the stay were playing Jenga (a great touch!) and having coffee out on the patio while watching fish jump, squirrels scamper about, and osprey hunt for breakfast. The house is also conveniently located near a *ton* of stores and restaurants (great tacos, a Cuban food truck, and much more!) Chad was responsive and kind, to boot! Definitely recommend for a quiet retreat when you're visiting the Tampa area.

Pirate’s Cove
Everything was perfect! Clean, comfortable, and easy check-in/check-out with clear instructions from the hosts. The house had everything we needed for our long weekend visit to Tarpon Springs. We loved relaxing by the pool in our downtime. Bonus was a fun selection of games!

Waterfront Private Dock 4BR/2 Bath kayaks/Hot Tub!
I have written this review a few times and not sure why it has not gone through . The place was lovely and the nature watching was the best. We enjoyed ourself and our stay.
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach
Great place right on Pass-A-Grille. Far enough from the restaurants to be quiet, but close enough to walk/stumble to. Beach access is very close. Parking as easy as possible. Rental was Clean and Plenty of Amenities. Would stay again.

Pink Gulfside Cottage, Steps to Beach, Pets OK
Great old school beach cottage. Perfect for my Son and me. The Capt. and especially the First mate made it 5 stars!

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike
Lisa was a great host, and paradise by the beach is an awesome place to stay. My family of 4 (2 adults and our older teens) just loved being able to have a lot of space (compared to the hotel rooms on st Pete beach) and a full kitchen and a close walk to the beach. The kids loved riding the bikes to get an ice cream at night, and it was so easy and convenient to pack up the chairs and umbrella and walk over to the beach. The walk is actually shorter than the resorts we have stayed at on spb. It was kind of like settling into our home by the beach—very comfy and convenient with everything we needed. Lots of tvs, lots of space, easy to get around. I also liked having a fully equipped kitchen—only made dinner one night, but everything we needed was there! We’d definitely again and prefer it to the other resorts we have stayed at. It’s less expensive, more convenient, and a lot more space. Thank you so much, Lisa! We hope your space is available next time we come down!

Sleep 7 Steps to Beach Pets OK Real Beach Cottage
captain AI place is wonderful. Right on beach. perfect place for get away.

Happy Camper Cottage | Cozy Oasis with Hot Tub
Anna was extremely helpful and accommodating for our last-minute trip with the kids. Her place was super cute and very clean and well kept and we would be happy to recommend it to friends and family or return ourselves. Thank you so much, Anna!

Cozy Cottage - Nature Lovers Dream - Horses - Lake
It was absolutely beautiful! We wish we could live there. It was just what we needed and so peaceful. Home was beautiful and so were the views. We enjoyed feeding the horses the treats left and sitting on both the front and back porches. We can’t wait to come back. Thank you so much!

Elegant Crystal Beach cottage within sea glimpse
This super cute cottage is very clean with up-to-date appliances and beautifully decorated with well-thought-out use of space! We stayed for 10 weeks and slept soundly every night due to the comfortable mattress, peaceful & quiet safe neighborhood. The newer fixtures and large washer/dryer were so convenient. Communication with Mary Jane was fantastic. She’s very responsive to questions and even though she lives next door, never intrusive. She’s so gracious we’d be back in a heartbeat! 💗 Truly one of the best experiences we’ve had in the nearly decade of staying in Airbnbs. Location is a bonus as is very walkable to Bay/Beach or bicycle to the Pinellas Trail. This area has so much to offer with beaches, trails, restaurants, fairs, etc

1 Bd Immaculate Gulf front BOHO Beach Cottage
Just as the pictures show this is a super cute cottage as close to a beautiful stretch of beach as you can get. Cottage was squeaky clean and appointed with everything you need for feeling right at home. The back patio is wonderful with shade, ocean breezes and the wonderful sound of breaking waves. The little path to the beach is right off the patio. Would stay again in a heartbeat!
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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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