Vacation rentals with a kayak in Clearwater Beach

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Top-rated accommodations with a kayak in Clearwater Beach

Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

Guest favourite
Condo in Indian Rocks Beach
Villa Al Golfo Beautiful Waterfront Oasis
Pristine villa in the lovely seaside town of Indian Rocks Beach, 2 short blocks to the beach & the Intracoastal in your backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio & your own indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen,comfy living room, two large TV's, cable/wifi, luxe memory foam beds & hotel like safe. Available weeks 8/1 thru 1/24/2024
Jan. 21 – 28
$402 CAD per night
4.99 out of 5 average rating, 106 reviews
Guest favourite
Apartment in Clearwater
Stylish Studio 2 blocks to Beach
Start the mornings of your beach getaway with your own coffee bar and separate sitting area to feel at home. Remodeled bathroom and living space, making for a great interior layout. Quiet centrally and conveniently located neighborhood on the edge of residential and commercial districts allowing for walking distance to all popular attractions and food on Clearwater Beach. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing!
May 21 – 28
$302 CAD per night
4.88 out of 5 average rating, 103 reviews
Guest favourite
Guest suite in Largo
Private Pool, Jacuzzi, Walk to Beach.
This Guest Suite is a large Studio Apt(360 sq ft) attached to our home. It has a private entrance, a large bath, large bedroom with pool view and private deck. Also includes a kitchenette with full size fridge, toaster, coffee maker and microwave. No Stove. Complimentary breakfast snacks including Coffee and tea. Relax on the deck and watch the birds on the bird feeder or grab our bikes, beach chairs and head to the beach. Grill available. Please read house rules before booking.
Jul. 7 – 14
$185 CAD per night
4.97 out of 5 average rating, 308 reviews

Popular amenities for Clearwater Beach kayak rentals

House rentals with a kayak

Guest favourite
Home in Ruskin
Private resort Beach Nature 2 ppl pets stunning
Jul. 26 – Aug. 2
$374 CAD per night
4.94 out of 5 average rating, 156 reviews
Guest favourite
Home in Tarpon Springs
Tree House Treasure
Jul. 11 – 18
$200 CAD per night
4.95 out of 5 average rating, 166 reviews
Guest favourite
Home in Apollo Beach
5 Bed/4 Bath Waterfront "Lay Low" in Apollo Beach
Sep. 30 – Oct. 7
$753 CAD per night
4.97 out of 5 average rating, 104 reviews
Superhost
Home in Indian Rocks Beach
V Azule-Waterfront Home-Walk to Indian Rocks Beach
Oct. 7 – 14
$1,166 CAD per night
4.87 out of 5 average rating, 135 reviews
Guest favourite
Home in Redington Shores
Saltwater Retreat, 3 minute walk to Gulf beaches!
Apr. 26 – May 3
$476 CAD per night
4.93 out of 5 average rating, 115 reviews
Guest favourite
Home in Tampa
*Waterfront* Kayaks & Bikes - Papa’s Rustic Cabin
Jun. 11 – 18
$334 CAD per night
4.78 out of 5 average rating, 221 reviews
Guest favourite
Home in Ruskin
Pura Vida - Tropical Getaway Overlooking Tampa Bay
Dec. 31 – Jan. 7
$1,014 CAD per night
4.91 out of 5 average rating, 197 reviews
Guest favourite
Home in Tampa
Sunbaked Bungalow
Aug. 6 – 13
$224 CAD per night
4.95 out of 5 average rating, 156 reviews
Superhost
Home in Tampa
Luxurious "Riverfront Oasis" - Waterfront w/pool
Sep. 2 – 9
$1,523 CAD per night
4.88 out of 5 average rating, 126 reviews
Guest favourite
Home in Tampa
⤜Spacious Urban RiverEdge Loft With Soaking Tub⤛
Feb. 27 – Mar. 6
$341 CAD per night
4.86 out of 5 average rating, 395 reviews
Guest favourite
Home in Indian Rocks Beach
Walk to Beach! Waterfront Lux Retreat w/Kayaks
Sep. 3 – 10
$707 CAD per night
5.0 out of 5 average rating, 24 reviews
Superhost
Home in Indian Shores
Fabulous Beach House 3BR, SPACIOUS, Beach breezes!
Jan. 9 – 16
$695 CAD per night
4.84 out of 5 average rating, 67 reviews

Cottage rentals with a kayak

Superhost
Cottage in Clearwater
Pink Gulfside Cottage, Steps to Beach, Pets OK
Oct. 3 – 10
$330 CAD per night
4.76 out of 5 average rating, 126 reviews
Guest favourite
Cottage in Tampa
Bay Lake Cottage
Jul. 11 – 18
$332 CAD per night
4.98 out of 5 average rating, 126 reviews
Superhost
Cottage in Saint Pete Beach
Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
Aug. 27 – Sep. 3
$618 CAD per night
4.86 out of 5 average rating, 151 reviews
Guest favourite
Cottage in Lutz
A little piece of Heaven
Aug. 20 – 27
$207 CAD per night
4.96 out of 5 average rating, 108 reviews
Guest favourite
Cottage in Clearwater
Beach Access, Fenced Yard, Pets, Local Quiet Beach
Mar. 30 – Apr. 6
$771 CAD per night
4.93 out of 5 average rating, 29 reviews
Guest favourite
Cottage in Palm Harbor
Happy Camper Cottage | Cozy Oasis with Hot Tub
Feb. 4 – 11
$344 CAD per night
4.87 out of 5 average rating, 30 reviews
Guest favourite
Cottage in Palm Harbor
Escondido Boutique Bungalow in Crystal Beach
Sep. 1 – 8
$470 CAD per night
4.95 out of 5 average rating, 41 reviews
Guest favourite
Cottage in Ruskin
Little Manatee River Cottage
Nov. 10 – 17
$198 CAD per night
4.92 out of 5 average rating, 84 reviews
Guest favourite
Cottage in Indian Rocks Beach
Beach cottage with fenced backyard & fire pit!
Jun. 20 – 27
$540 CAD per night
4.95 out of 5 average rating, 58 reviews
Guest favourite
Cottage in Riverview
Alafia River Cottage (discount)!
Feb. 20 – 27
$254 CAD per night
4.94 out of 5 average rating, 67 reviews
Cottage in Indian Rocks Beach
Steps to Sand - Historic Beachside Cottage
Nov. 10 – 17
$381 CAD per night
5.0 out of 5 average rating, 4 reviews
Cottage in Odessa
Breathtaking Lakefront Glass Cottage
Jun. 4 – 11
$316 CAD per night
5.0 out of 5 average rating, 8 reviews

Quick stats about vacation rentals with a kayak in Clearwater Beach

Total rentals

30 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.8K reviews

Nightly prices starting at

$122 CAD before taxes and fees

Destinations to explore