
Holiday rentals with a kayak in Indian Shores
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Top-rated Accommodation with a Kayak in Indian Shores
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Holiday House Rentals with a Kayak

Waterfront Luxury Retreat in Indian Rocks Beach
We had a wonderful stay at Grace’s place for our annual girls trip to spring training. The house was amazing, very clean and modern. Stocked with lots of conveniences. Great place to make group meals and chill out. Slept all 8 of us comfortably. The water views were spectacular. Very walkable to the main road where there are some restaurants and ice cream. We had everything we needed!

Renovated peaceful 2 Bed cottage with/hot tub.
The house is just like the pictures. The kitchen has everything we needed and more. I would definitely would recommend this place.

Beautiful Cozy Beach Home
Anthony's place was very comfortable with great furnishings, the kitchen had absolutely everything you needed. The space was clean and well stocked. Short walk to the beach. We had a few glitches and Anthony came over right away to fix things. We extended our stay!

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

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.

Bungalow near the sea
Place was great. Very accommodating and pleasure to deal with. Thanks for everything!

Exceptional waterfront home w/ breathtaking view
We had a wonderful time in a beautiful setting. The host was proactive and very helpful with directions on how to check in, what to expect, etc. Loved the furniture on the porches -- nice big, modern Adirondack chairs (upstairs & downstairs) were perfect for having a coffee in the morning and looking out at the view & the nice lounge chairs (downstairs) were perfect for kicking back by the pool. Some of the "little" things that added up to big things for us: the rooms were all spacious and all had tons of natural light, large well-stocked kitchen (having the right little tools here and there is so convenient), games in the living room, office desk setup with a view, and extra bathroom. Two of the bigger things that made a difference right off the bat for us: the very nice/new 6-seater golf cart + a properly fenced in backyard for our pup.
Cottages 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
Exactly as advertised, steps from the beach, wonderful cottage. Capt Al had plenty of instructions to explain any questions you would have. Tons of beach stuff to use too, towels, umbrellas, toys, chairs, etc. My wife, two girls and I had a fantastic time and would most definitely rent again.

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!

Sandy/Salty- Sleep 16 - 2 homes connected by yards
Great gathering place for an extended family to get together. Very short walk to a stunning beach Great for kids. Perfectly located next to a park as well which was great.

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!
Quick stats about holiday rentals with a kayak in Indian Shores
Total rentals
30 properties
Nightly prices starting at
$170 AUD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
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- Anna Maria Island
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- Dunedin Beach
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- John's Pass
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- Raymond James Stadium
- Busch Gardens Tampa Bay
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- Amalie Arena
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- Gulfport Beach Recreation Area
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- Tampa Theatre
- ZooTampa at Lowry Park
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- Adventure Island