
Holiday rentals with a kayak in Madeira Beach
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Top-rated rentals with kayak in Madeira Beach
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.
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Popular amenities for kayak rentals in Madeira Beach
House rentals with a kayak

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!

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!

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!

Casa Coquina: waterfront, pool, hot tub, boat lift
Loved the house! Pool! and Location on the bay! The pictures were very accurate and Jilla contacted us to make sure everything was going well and to see if we had any questions the first evening. It is a very thoughtful setup, such as, speakers throughout the house and an app to control them as well as lighting throughout the house and outdoors. It was a short drive to St. Petersburg (restaurants/breweries) or Tampa (ball game), however not much in walking distance but we knew and wanted that. Everything was great! We wish we could have e stayed longer. - thanks for everything.

4Bdm Waterfront Home w/ Heated Pool, Walk to Beach
A very spacious house close to everything at Indian Rocks Beach with a great swimming pool . Nice quiet neighborhood with a short walk to the beach. Great place.

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

Tree House Treasure
We thoroughly enjoyed our stay. Nancy was very prompt responding to any questions. A beautiful and peaceful experience. Stepping out on the back porch and catching some nice fish was a great bonus ! I would definitely stay here again and would highly recommend. 🙂
Cottage rentals with a kayak

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!

Little piece of Heaven 2
We were looking for a place near Idlewild Church - this was perfect. there would be 3 of us so the number of bedrooms was just what we needed. My brother is thinking of reserving the one bedroom cottage when he comes back again to visit his daughter. It was nicely decorated - comfortable and everything we might need. The outside area by the water was very inviting and soothing! Just the place for morning devotions. It was nice to chat with Kevin on Saturday morning as well as we sat in the screened porch with our morning coffee. Thank you for being flexible for early check in. Perfect. We had a delightful stay!!!
Quick stats about holiday rentals with a kayak in Madeira Beach
Total rentals
30 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
490 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
30 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
- Lido Key Beach
- Cortez 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