
Vacation rentals with a kayak in Redington Beach
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Top-rated kayak rentals in Redington Beach
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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!

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.

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!

Fabulous Beach House 3BR, SPACIOUS, Beach breezes!
My family and I stayed at an outstanding beach condo near Indian Shores, FL that was listed on AirBnB by Liz Lizard. I hate to even brag so much about this place because I selfishly want to keep this hidden gem quiet and to myself for future use!! The condo was EXACTLY as described in her listing and was perfect for what we were looking for in this particular getaway. The accommodations were excellent and the location was exactly where we wanted to be. Liz was very easy to work with and her communication with me during the entire process (booking, payment, arrival, checkout) was thorough and professional. She quickly answered questions, helped me navigate a small snafu at check-in around midnight, and checked in on us (via text) a couple times during our stay to make sure everything was going as expected. Overall, this rental experience was excellent and I will be back in the future!

Stay in Paradise - Free Kayaks, SUPs & Dolphins!
Mathew’s place is beautiful inside and out. The photos don’t do it justice. It was extremely clean and spacious. There were no lacking amenities, making you feel right at home. The backyard is a total oasis. We spent a lot of our time relaxing pool/dockside. We saw dolphins in the morning with our coffee and at night eating our dinner right off the back dock. The golf cart made exploring the town really fun for our kids, and made getting to the beach a breeze. Beach gear/ toys were available for use; as well as baby gear for our infant. Mathew was very friendly and extremely responsive. I would absolutely stay here again and create more memories! Thank you so much for such a memorable stay!

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!

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.
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!

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

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!

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!

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.

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!

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!
Quick stats about vacation rentals with a kayak in Redington Beach
Total rentals
30 properties
Nightly prices starting at
G$25,106 GYD before taxes and fees
Total number of reviews
560 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park