Vacation rentals with a kayak in Gulfport

Find and book unique kayak rentals on Airbnb

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Popular amenities for Gulfport kayak rentals

House rentals with a kayak

Top guest favorite
Home in Indian Rocks Beach
4.88 out of 5 average rating, 145 reviews

Waterfront Luxury Retreat in Indian Rocks Beach

SandyRating, 5 stars2 months ago
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!
Top guest favorite
Home in Ruskin
4.94 out of 5 average rating, 80 reviews

Silverking Keys Retreat!

KatherineRating, 5 stars2 weeks ago
Excellent spot for fishing, going out into the bay, and enjoying the water. We brought our boat and jet skis. A close-by ramp. Place was very clean and updated. Soothing views at night from the dock. Wayne is a fantastic host and super friendly, responsive and great at offering local suggestions. He’s the one that gave us the recommendation for the closest ramp. Overall, a fantastic stay.
Top guest favorite
Home in Coquina Key
4.97 out of 5 average rating, 30 reviews

Casa Coquina: waterfront, pool, hot tub, boat lift

SuzanneRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Redington Shores
4.94 out of 5 average rating, 124 reviews

Saltwater Retreat, 3 minute walk to Gulf beaches!

SharonRating, 5 stars8 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 :)
Superhost
Home in Indian Rocks Beach
4.97 out of 5 average rating, 116 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

MelissaRating, 5 stars2 months ago
We would go back in a heartbeat! The house and location was perfect! Our kids loved the pool and being able to kayak and paddle board right from the dock was amazing! We saw dolphins multiple times a day and had fun fishing. The golf cart was perfect for getting to the beach and plenty of restaurants, including an ice cream shop! I would totally recommend this place!
Top guest favorite
Home in Indian Rocks Beach
5 out of 5 average rating, 61 reviews

Waterfront Duplex- kayaks, SUP, 3 blocks to beach

ErinRating, 5 stars2 weeks ago
We booked this Airbnb for a girls' trip and after comparing a few places in the area, we’re so glad we chose this one! The location is fantastic. Just a short walk to the beach and a quick drive to the busier spots like Clearwater with restaurants and nightlife. The home is tucked away in a quiet area right on the bay, which made for a peaceful and relaxing stay. It is a duplex, so some of the outdoor amenities are shared with neighbors, but that was never an issue for us. Everything was thought of to make your beach trip great, including wagons, chairs, and coolers. Everything was clean, comfortable, and exactly what we needed for a fun and chill getaway. Would definitely stay here again!
Top guest favorite
Home in Apollo Beach
4.98 out of 5 average rating, 137 reviews

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach

LesleyRating, 5 stars4 weeks ago
Family drove in from all over for our son’s graduation from USF and everyone was extremely pleased with the accommodations. We really enjoyed the lower level game room, the kayaks, the pool area, and the local restaurants - notably the ice cream shop across the street! The elevator was a big plus as well. Everything ran smoothly, the house was well stocked with essentials, and everything we used worked perfectly fine. We thoroughly enjoyed our stay.
Top guest favorite
Home in Indian Rocks Beach
5 out of 5 average rating, 24 reviews

Dolphin Blue Beach House-Waterfront, Pet friendly

QuentinRating, 5 stars1 week ago
I can't recommend this house enough! My wife and I stayed here for honeymoon, and it was comfortable, felt very cozy, and had a great view of the West Coast Intercostal. The deck chairs and hot tub were great to relax in. The location is also nice - minutes away from the beach, restaurants, and boat rentals, and about a half hour drive from Tampa and St. Pete. Deanna was very helpful and communicated well.

Cottage rentals with a kayak

Superhost
Cottage in Pass-a-Grille Beach
4.81 out of 5 average rating, 276 reviews

Sunny PaG Island rental w/bikes-just steps2beach

ChristopherRating, 5 stars2 weeks ago
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.
Cottage in Clearwater Beach
4.77 out of 5 average rating, 149 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

MarkRating, 5 stars6 days ago
Great old school beach cottage. Perfect for my Son and me. The Capt. and especially the First mate made it 5 stars!
Guest favorite
Cottage in Ruskin
4.91 out of 5 average rating, 117 reviews

Little Manatee River Cottage

CharlesRating, 5 stars3 weeks ago
Had a great stay ! Fishing was fun and right across the street Would stay again for sure !
Guest favorite
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 favorite
Cottage in Odessa
4.88 out of 5 average rating, 51 reviews

Cozy Cottage - Nature Lovers Dream - Horses - Lake

NoelleRating, 5 stars3 days 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 stars2 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! šŸ’— 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!
Top guest favorite
Cottage in Crystal Beach
4.97 out of 5 average rating, 58 reviews

Escondido Boutique Bungalow in Crystal Beach

AngelRating, 5 stars1 month ago
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 vacation rentals with a kayak in Gulfport

  • Total rentals

    20 properties

  • Nightly prices starting at

    ļŗ©.ļŗ‡147 before taxes and fees

  • Total number of reviews

    660 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Gulfport
  6. Rentals with a kayak