Holiday rentals with a kayak in Clearwater Beach Island

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Popular amenities for Clearwater Beach Island kayak rentals

Holiday House Rentals with a Kayak

Top Guest favourite
Home in Holiday
4.99 out of 5 average rating, 75 reviews

Nature Lovers Retreat

HeatherRating, 5 stars1 month ago
We had a great stay! Loved the view of the water and being able to kayak. The home was spacious and had everything we needed.
Superhost
Home in Palm Harbor
4.9 out of 5 average rating, 121 reviews

Renovated peaceful 2 Bed cottage with/hot tub.

KrishaRating, 5 stars3 weeks ago
The house is just like the pictures. The kitchen has everything we needed and more. I would definitely would recommend this place.
Top Guest favourite
Home in Holiday
4.95 out of 5 average rating, 22 reviews

Cozy Beach Home w/Lake view and Kayak!

AnneRating, 5 stars1 month ago
It was exactly as described. We loved the neighbourhood, very quiet. We loved the fenced backyard. We thoroughly enjoyed the screened area. We ate all our meals outside. Very peaceful. Our host was very quick to respond to any questions
Top Guest favourite
Home in Holiday
4.98 out of 5 average rating, 55 reviews

*NEW* Riverside Retreat w/Pool

HeatherRating, 5 stars3 weeks ago
Everything was absolutely perfect! Beautiful and quiet neighborhood. The house was perfect to stay in, very cozy and spacious. Perfect spot for our home base when going to Universal for a day. The weather was perfect as well and being able to kayak down the river a bit was very therapeutic. Would love to come back again, especially to visit Tarpon Springs again. Love from Louisiana.
Guest favourite
Home in Redington Shores
4.94 out of 5 average rating, 124 reviews

Saltwater Retreat, 3 minute walk to Gulf beaches!

SharonRating, 5 stars9 months ago
Hannah was a wonderful host very helpful, kind, and quickly answered any question we had! Her husband was very nice and offered tons of recommendations of good places to eat. We were able to walk across the street to the beach within minutes and there’s lot of restaurants nearby. Also really enjoyed the back porch and beach supplies provided. The kitchen was well equipped with everything we needed to make a meal & inside is exactly like the pictures and offers an especially cozy home-y vibe. Would highly recommend if your considering staying at here :)
Guest favourite
Home in Palm Harbor
4.89 out of 5 average rating, 71 reviews

Waterfront-Gulf access-Fishing-Kayaks-Gameroom-

LukeRating, 5 stars1 month ago
Tina's place was very nice for our group. We went there to relax in the gulf after visiting Disney. The pool, with canal and fishing kept everyone happy and busy. We visited Honeymoon island beach, 10 minute or so drive, state park type of beach which was also nice. we enjoyed our stay and appreciate all of Tina's help and suggestions.
Guest favourite
Home in Clearwater
4.93 out of 5 average rating, 14 reviews

Barefoot Bungalow

Hannah MarieRating, 5 stars3 days ago
I stayed at Raquel’s place for 1 night to do a little beach getaway with my man and let me tell you it was perfect!! We were able to check in at a decent time and the house is only 10 short minutes to the beach which was perfect in my opinion, because any closer and it would’ve been too touristy. The house was very clean and very cute inside and out, there’s lots of games to play and with the fire stick we were able to watch anything!! She also left out many restaurants and recommendations!! We didn’t have any problems at all and it was just the perfect little quiet getaway. Thank you raquel will definitely be booking again soon!!
Guest favourite
Home in Tarpon Springs
5 out of 5 average rating, 5 reviews

Sponge Docks Quiant Home

MargaretRating, 5 stars1 month ago
We had a lovely stay in Tarpon Springs! The place was very cutely decorated, clean, and quiet—perfect for a relaxing getaway. Maria was a wonderful host—friendly, responsive, and easy to work with. Highly recommend!

Cottages with a kayak

Cottage in Clearwater
4.77 out of 5 average rating, 149 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

MarkRating, 5 stars2 weeks ago
Great old school beach cottage. Perfect for my Son and me. The Capt. and especially the First mate made it 5 stars!
Guest favourite
Cottage in Ruskin
4.91 out of 5 average rating, 117 reviews

Little Manatee River Cottage

CharlesRating, 5 stars1 month ago
Had a great stay ! Fishing was fun and right across the street Would stay again for sure !
Guest favourite
Cottage in Tampa
4.94 out of 5 average rating, 125 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

HanselRating, 5 stars1 month ago
Cozy, comfortable, yet two stories with plenty space to stretch out, scenic view with a hot tub, nice balcony view for coffee in the morning. Can’t go wrong.
Guest favourite
Cottage in Indian Rocks Beach
4.95 out of 5 average rating, 19 reviews

Sandy/Salty- Sleep 16 - 2 homes connected by yards

LexiRating, 5 stars2 months ago
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.
Guest favourite
Cottage in Odessa
4.88 out of 5 average rating, 51 reviews

Cozy Cottage - Nature Lovers Dream - Horses - Lake

NoelleRating, 5 stars1 week ago
Dave and Lindsay gave us our space, but were quick to respond when I had questions. My kids enjoyed giving the horses carrots. I would def stay here again. Highly recommend.
Superhost
Cottage in Crystal Beach
4.88 out of 5 average rating, 34 reviews

Elegant Crystal Beach cottage within sea glimpse

BernitaRating, 5 stars3 months ago
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
Cottage in Indian Rocks Beach

1 Bd Immaculate Gulf front BOHO Beach Cottage

BryanRating, 5 stars24 months ago
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!
Guest favourite
Cottage in Odessa
4.89 out of 5 average rating, 53 reviews

Kayaks, Fire pit, gated community - The Getaway

MicheleRating, 5 stars5 months ago
Sweet, friendly and cozy neighborhood tucked off Gunn Hwy. I highly recommend walking to the lake! The house is clean and comfortable. Hosts were very helpful and responsive.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Clearwater
  6. Clearwater Beach Island
  7. Rentals with a kayak