
Holiday rentals with a kayak in Treasure Island
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Top-rated rentals with kayak in Treasure Island
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Popular amenities for kayak rentals in Treasure Island
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!

Charming Townhouse of Treasure Island
Very nice place love the dock to fish off the pool right here convenience downtown treasure Island and John’s pass will definitely stay here again

Wfrt, pool, golf cart, kayaks & SUP BTR 2312
We stayed here for 5 days. Had a wonderful time. This home was in a quiet location with beautiful backyard and a lot of fun activities around. Super close to the beach it was perfect for us and the kids. I would highly recommend to anyone looking in the area. Great restaurants around as well! Host was super nice and responsive. Would definitely stay again if back in the area.

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.

Beach, golf cart, pool and pickleball at Oasis
We enjoyed a lovely family holiday at this property. The property is within walking distance of the beach and restaurants but the golf cart provided is a bonus (although this can’t now be used along Gulf Blvd so use the back streets). The property is spacious and well equipped for eating at home. The pool is a great feature to the property (and is cleaned regularly) and the outside spaces are really lovely. We were treated to a raccoon walking across the yard about 11 pm one evening and a young owl falling from its nest and watching us in the pool for a while before flying back up to Mum in their nest in one of the trees. (Clearly wasn’t overly thrilled with our 7 year old Grandaughter’s offer to take it home with her!) The nature reserve close by is beautiful and our grown up kids made use of the kayaks provided at the property. All in all a great time had by all in a great property.

Coastal Charm: King-Size Comfort & Fire Pit Nights
Had a great long stay! Nellie allowed us an early check in and an extra (free) cleaning. There were some temperature control issues (caused by recent hurricane repairs) that Nellie had fixed during our stay. Great communication, responsive, 5-stars!

Casa Paraiso- Pool Home with Canal Access
Very clean and comfortable bungalow with a stellar backyard area with lots of seating and places to lounge. Multiple tvs and a very fun game room, and three spacious bedrooms. Located in a great area with just two miles to Publix and other retail locations. The kitchen was fully stocked - could use a little love, as the silverware and cutlery were well used - and clean. The hosts are truly the hidden asset of this unit. Upon arrival, we learned that the previous tenant had broke the coffee pot. We asked Lorena about this on arrival and had a new coffee pot delivered in 90 minutes! Never had faster responses to any requests, and it was all positive. Very impressed and would stay again.

Reel Retreat | Lakefront Home with Hot Tub!
The location;check in,accommodations and host responsiveness were all first class.Our group had an excellent experience.Would definitely rent again.
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
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!

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!

Escondido Boutique Bungalow in Crystal Beach
Truly immaculate place. If you are in the crystal beach/ palm harbor area this is the place. Period. It was BEAUTIFUL. One of the cleanest Airbnbs I've ever stayed in, comfy bed, private and secluded which was ideal for a couple. LOVED it. The hammock swings were a plus for me. Just felt nice to have an atypical lounging space. Very close walk to peaceful sunsets. Susan and Mark were helpful and fully responsive. Thank for the beautiful memories I'll have from being here!
Quick stats about holiday rentals with a kayak in Treasure Island
Total rentals
40 properties
Nightly prices starting at
₹4,308 before taxes and fees
Total number of reviews
680 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
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- Anna Maria Island
- Siesta Beach
- Dunedin Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Splash Harbour Water Park
- Adventure Island