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Vacation rentals with a kayak in Holmes Beach

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Holmes Beach

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Home in Longboat Key

4.86 out of 5 average rating, 110 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Home in Apollo Beach

4.98 out of 5 average rating, 124 reviews

5 Bed/4 Bath Waterfront "Lay Low" in Apollo Beach

Apollo Beach Waterfront Home with Pool & Hot tub, 4 bedroom-4 private baths & elevator. Theater room-murphy bed (5th bedroom). Game room - pool, air hockey... Enjoy kayaks, paddle boards, fish at the dock or book a boat charter with owner, 20% off for guests. 3 restaurants - walking distance. Apollo Beach - 1/2 mile away! Bahia Beach -2 restaurants and EG Simmons Beach - 20 min away. Bring your boat, dock at house, Apollo Beach Marina - 2 min. away. Animal-free home due to severe allergies.

Home in Bradenton

4.97 out of 5 average rating, 110 reviews

WOW-King Bed w/86° Pool, Turf Golf green, Beaches

Location!! Have fun with the whole family at this stylish home. Just minutes to Anna Maria Island beaches. This incredible newly built home sets the highest standards of luxury living. It’s the ideal retreat with its expansive views of the outdoors from the moment you enter. Open concept with large French doors throughout the home creates the perfect indoor-outdoor lifestyle. Spend the day lounging by the heated pool with a cold drink in your hand. Fun turf yard area with games and putting green

Home in Tampa

4.78 out of 5 average rating, 245 reviews

*Waterfront* Kayaks & Bikes - Papa’s Rustic Cabin

Experience True Old Florida! Papa’s Cozy, Rustic, Oceanfront Fishing Cabin. Brand new dock installed January 2024! 2 kayaks (individual rider), 2 bikes, & fishing rods provided. Traditional Old Florida style neighborhood, located near charming Oldsmar on a Saltwater Gulf canal, only a few houses down from open Bay. Great for the outdoorsy vacationer. The depth of the canal moves up and down with the tides. It’s usually shallow but has many fish in high tide. Central location to Tampa & beaches!

Cottage in Pass-a-Grille Beach

4.8 out of 5 average rating, 255 reviews

Sunny PaG Island rental w/bikes-just steps2beach

Welcome to your perfect beach getaway! This charming cottage rental is just steps away from the beach. With a queen bedroom, private porch, and cozy living room, it's the perfect space for a couple or solo travelers. A fully equipped kitchen, living area, bedroom, and dining space. Step outside onto the upstairs porch/patio and you'll find the perfect spot to relax with a cold drink and take in salt air. Your downstairs patio is equipped with a BBQ grill and seating for a nice outdoor dinner.

Home in Indian Rocks Beach

4.98 out of 5 average rating, 119 reviews

Beachfront Bungalow w/ Pool & Hot Tub in IRB

Beach front house with a saltwater pool! This 2 bedroom, two bath house is equipped with a newly renovated kitchen and new appliances. You will have your own private beach access with 2 outdoor showers. The outdoor dining area is perfect for dinner under the sunset. We are stocked with beach chairs, umbrellas, pool/beach toys, & floats. Close to parks, restaurants, & across the street from a small grocery store. Perfect for families or couples looking for a getaway in the sunshine state.

Tiny home in Ybor City Historic District

4.99 out of 5 average rating, 448 reviews

Cozy AF Tiny-House Oasis

Awarded a *Unique Stay* by Airbnb, welcome to the **Cozy AF Tiny-House Oasis**, a rustic tiny home that started its journey as a world-traveling storage container. Now transformed into a charming cottage, it’s filled with unique and fun details waiting to be discovered. Enjoy the entire backyard, complete with a hot tub, koi pond, fire pit, hammocks, greenhouse, and even a bunny garden! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

Home in Bradenton

4.94 out of 5 average rating, 158 reviews

4/2 house/pool we have power/wifi/water IMG blake

Welcome to West Bradenton, 3.5 miles away from IMG Academy! Convenient vacation destination just 5 miles away from the beaches, top sites and the best fishing spots! Enjoy nice Florida weather and have best time in this newly and completely renovated 4/2 pool/TIKI bar house with a huge fenced in backyard! We have lounge chairs, hammocks and kayaks for your use! The house is set up to make your vacation relaxing and full of fun. Just bring your swimsuit!

Home in Anna Maria

4.94 out of 5 average rating, 167 reviews

Re-Modeled & Now Ready for Post-Hurricane Visits!

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. *Less than a 3 minute walk to Bay Beach and a 15 minute walk to Bean Point.

Home in St. Petersburg

4.89 out of 5 average rating, 106 reviews

Ocean Breeze bungalow

Welcome to our Ocean Breeze bungalow It is just 3 blocks away from waterfront Lassing Park, which can be enjoyed with kayaks and bicycles that are available for free, and perfect for exploring nearby downtown Saint Petersburg and the pier. The house is completely furnished with everything you need for a great stay. Charcoal grill, TV, coffee, Ironing board and iron , Wi-Fi Internet and Beach toys So kick back and relax and enjoy your stay.

Vacation home in Clearwater Beach

4.93 out of 5 average rating, 112 reviews

Coastal Waterview Condo 2 Blocks to Beach

Phenomenal Clearwater Beach condo with breathtaking Intracoastal views. Clean and newly updated with all the essentials for your beach get-away. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing! *Please be advised that property is currently undergoing renovations to 1st-floor units, some areas of the property and/or amenities may not be available, ask Host for details*

Home in Palmetto

4.78 out of 5 average rating, 143 reviews

Private Efficiency

LONG TERM Guests Welcome! To Check out is 11am Efficiency with fully stocked kitchenette is a living room with Murphy Bed. Living room by day, bedroom by night. Coffee, tea and creamer in stock. 15 minutes to Ellenton Outlet Mall with plenty of dining choices on the way. 30 minutes to St Pete or Sarasota. STRICT LIMIT TO (2) GUESTS, NO SMOKING INSIDE, NO cats No dogs For Local events see realizebradenton dot com

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Popular amenities for Holmes Beach kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Tampa

4.93 out of 5 average rating, 169 reviews

Amazing waterfront vacation home (heated Pool)

Home in Longboat Key

5 out of 5 average rating, 23 reviews

North Shore Six

Home in Indian Rocks Beach

4.97 out of 5 average rating, 110 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

Home in Redington Shores

4.94 out of 5 average rating, 124 reviews

Saltwater Retreat, 3 minute walk to Gulf beaches!

Home in Bradenton

4.93 out of 5 average rating, 54 reviews

Waterfront w/ Pool, Dock + Paddle/Kayaks | Sea Gem

Home in Bradenton

5 out of 5 average rating, 31 reviews

Great Location! Close to AMI, Robinson Preserve

Home in Tampa

4.9 out of 5 average rating, 153 reviews

Luxurious "Riverfront Oasis" - Waterfront w/pool

Home in Terra Ceia

4.98 out of 5 average rating, 86 reviews

Private Island Old FL Waterfront Heaven on Earth

Cottage rentals with a kayak

Cottage in Clearwater Beach

4.77 out of 5 average rating, 137 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

Cottage in Holmes Beach

5 out of 5 average rating, 5 reviews

Anna Maria Cottage w/Golf Cart

Cottage in Pass-a-Grille Beach

4.87 out of 5 average rating, 163 reviews

Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes

Cottage in Ruskin

4.91 out of 5 average rating, 102 reviews

Little Manatee River Cottage

Cottage in Clearwater Beach

4.94 out of 5 average rating, 31 reviews

Beach Access, Fenced Yard, Pets, Local Quiet Beach

Cottage in Riverview

4.95 out of 5 average rating, 76 reviews

Alafia River Cottage

Cottage in Redington Shores

4.67 out of 5 average rating, 3 reviews

Cozy Beach Cottage just steps to sugar white sands

Cottage in Holmes Beach

5 out of 5 average rating, 5 reviews

Steps To The Beach, Private & Heated Pool, Renovat

Quick stats about vacation rentals with a kayak in Holmes Beach

Total rentals
20 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
390 reviews
Family-friendly rentals
20 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