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Vacation rentals with a kayak in Florida

Find and book unique kayak rentals on Airbnb

Top-rated accommodations with a kayak in Florida

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

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Cottage in Hawthorne

4.86 out of 5 average rating, 111 reviews

Live Oak Oasis on Morris Lake

Unspoiled nature greets your every turn at this charming 650 SF lakefront retreat. A short distance from 10 of Florida's finest 1st magnitude springs, ranging from 30 - 90 minute drive, makes the location a perfect basecamp for adventure travel. Rest beneath the shade of Live oaks that pull the breeze ashore. Enjoy Sand hill cranes and hummingbirds from the cabana. Incredible sunsets from new dock. Paddle boat & paddle boards available for adventures. WiFi, Netflix, Laundry, HOT outdoor shower!

Sep. 24 – Oct. 1

$154 CAD per night

Home in Orlando

4.88 out of 5 average rating, 164 reviews

*Lakefront Pool Home *paddleboard*kayak*game room*

This house is a lakefront paradise with a private pool, Paddleboards, Kayaks, a Game room, a King bed in the primary, 70 inch TV, Fast WIFI, Coffee Bar with espresso and cappuccino, body jets and rain head shower, 16-foot kitchen island, 42-inch cabinets, travertine floors, gorgeous granite counters, 7 mi to the airport, 5 mi to Downtown, 20 mi to Disney, 14 mi to Universal, 55 mi to Cocoa Beach. 14 mi to the convention center. The house has a doorbell camera and camera on back left corner.

Sep. 12 – 19

$614 CAD per night

Guest favourite

Home in Branford

4.96 out of 5 average rating, 180 reviews

Otter Landing on Santa Fe River, 13 private acres

Spend all the time you want at home in Nature relaxing or recreating. This unique treehouse home is set high up in the trees and on 13 acres of natural habitat on the banks of the Santa Fe River. The Santa Fe has so much wildlife, and we are near the famous crystalline Ichetucknee River and miles of public trails. We share our kayaks, a canoe, and many amenities for your stay. So go for a solo paddle, join local guide trips to various springs, or hike on the property and at nearby parks.

Apr. 19 – 26

$323 CAD per night

Guest favourite

Guesthouse in Cocoa Beach

4.98 out of 5 average rating, 201 reviews

The Cocoa Boho Rooftop Retreat

Thinking about your next vacation? Need to unwind? Want to take in ocean views while sipping mimosas on a rooftop patio? Say hello to Cocoa Boho. Brand-new, clean boho-chic with bright & open interiors, a year-round summer breeze and the sounds of the Atlantic. Cocoa Boho is a newly constructed guest home - 2min walk to public beach access, 1.5 miles away from Downtown. If you're booking your next girls trip, poolside retreat or theme park crowd beach escape, Cocoa Boho is that vibe.

Jan. 22 – 29

$426 CAD per night

Guest favourite

Tiny homes in Sarasota

4.96 out of 5 average rating, 286 reviews

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

Jul. 4 – 11

$439 CAD per night

Home in Hernando Beach

4.85 out of 5 average rating, 131 reviews

Seascape - WHOLE HOUSE 360 water views, pool, gulf

Enjoy the ENTIRE property at Seascape, a spectacular home with expansive water views, heated pool, and instant access to the Gulf. 4BRs, 3 baths + living + family + dining + 2 kitchens + heated salt-water pool + gym + 3 screened patios + 2 boat docks + large deck by water + Laundry room. Escape to kayaking, scalloping, fishing, pool and Florida sunshine all at Seascape! 5 mins drive to Weeki Wachee, 1 hr to Tampa, 2 hrs to Disney, minutes to restaurants, boat rentals, super Walmart...

Sep. 22 – 29

$735 CAD per night

Guest favourite

Townhouse in Pensacola

4.91 out of 5 average rating, 122 reviews

Serenita Ora: Quiet Waterfront Unit with 2 Kayaks!

Welcome to Serenita Ora! Come enjoy beautiful views, coffee on the balconies, and the peaceful waters. Our oasis sits directly on a calm, private, shallow cove of Perdido Bay, providing the perfect place for families to play safely. This 2 bed/2.5 bath sleeps 5-6 and includes a fully stocked kitchen, laundry, and 2 Kayaks! Spend all day right here enjoying the quiet serenity, tucked away from the hustle and bustle. Or take a short 5 minute drive to Perdido Key Beach, restaurants, etc.

Oct. 29 – Nov. 5

$325 CAD per night

Guest favourite

Home in Cocoa Beach

4.97 out of 5 average rating, 162 reviews

Seasons in the Sun | Cocoa Beach, Florida

Our luxurious waterfront resort will have you booking your next vacation before your current one ends! From internationally renowned surf breaks to Kennedy Space Center rocket launches and easy access to Orlando theme parks, the world is your oyster. Located on the Banana River, your family & friends will live like locals with premier views and endless amenities. Explore the isles with a rented boat or venture out to view dolphins, manatees and other marine life with our kayaks!

Sep. 24 – Oct. 1

$844 CAD per night

Guest favourite

Tent in Brooksville

4.87 out of 5 average rating, 209 reviews

Aframe Cabin Tent in an Olive Grove.

Tuscan Style Glamping. A romantic get away nestled in a beautiful olive orchard. AC, heat, Queen Bed, TV, Wi-Fi and an amazing view. Close to Weeki Wachee River State Park, mermaids, manatees, Chassahwitzka River and on the SC Bike Path. Complimentary kayaks to take to the rivers. Bathhouse with hot showers and flushing toilets, fire pit, kitchenette. Enjoy fresh milled extra virgin oil and farm fresh eggs. Relax & enjoy. Guinea Fowl, Hens and Roosters free range the grounds.

Apr. 21 – 28

$114 CAD per night

Guest favourite

Guest suite in Orlando

4.92 out of 5 average rating, 316 reviews

Downtown Orlando Garden Retreat

This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

Jun. 16 – 23

$245 CAD per night

Tiny homes in Orlando

4.82 out of 5 average rating, 499 reviews

The Ritz- Lakefront Tiny House in Orlando

Just because it's a tiny house doesn't mean you have to skimp on style! With an open floor plan and high ceilings, this tiny home is filled with light and air. The Ritz has high-end finishes, including a full-size, stainless steel fridge, glass stove cooktop and Italian tile throughout. Your tiny house stay won’t be a tiny experience...relax and unwind, enjoy sunrise yoga by the lake, and use our amenities to fish, kayak, and explore the natural beauty of Orlando!

Nov. 16 – 23

$233 CAD per night

Tiny homes in Ocoee

4.85 out of 5 average rating, 266 reviews

Boat House (West of Orlando)

We are proud to offer a NO Smoking on Property. This adorable boat house has been completely renovated with a new roof, new decking, and boat dock make for great fishing & relaxation. Wake up every morning to the beautiful view of lake. At night enjoy the fireworks from Disney across the lake and magnificent views of the moon and stars on the lake. NO SMOKING on premises.

Apr. 8 – 15

$215 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Florida kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Panama City Beach

4.92 out of 5 average rating, 109 reviews

Aqua: Live under the sea! Direct beach access.

Jan. 24 – 31

$649 CAD per night

Home in Inverness

4.88 out of 5 average rating, 179 reviews

Small Lake Hideaway

Oct. 12 – 19

$234 CAD per night

Guest favourite

Home in Flagler Beach

5.0 out of 5 average rating, 6 reviews

Chic Home: Ocean Views, Hot Tub & Game Room!

Apr. 10 – 17

$1,228 CAD per night

Guest favourite

Home in Anna Maria

5.0 out of 5 average rating, 32 reviews

ami skyview

Dec. 1 – 8

$1,508 CAD per night

Home in Carrabelle

4.91 out of 5 average rating, 58 reviews

The Bella Beach Treehouse: New Pool. Kayak. Golf

Nov. 10 – 17

$723 CAD per night

Guest favourite

Home in Cape Coral

4.98 out of 5 average rating, 100 reviews

Skyline Paradise-5 Bed Retreat Pool&hotub-LakeView

Apr. 2 – 9

$1,284 CAD per night

Guest favourite

Home in Marathon

5.0 out of 5 average rating, 10 reviews

Million Dollar View

Dec. 7 – 14

$1,580 CAD per night

Home in Crystal River

5.0 out of 5 average rating, 3 reviews

Natures Edge Retreat

May 4 – 11

$209 CAD per night

Cottage rentals with a kayak

Guest favourite

Cottage in Pensacola

4.99 out of 5 average rating, 111 reviews

Perdido Coastal Cottage-4 min beach/golf-Pets Ok!

Mar. 3 – 10

$428 CAD per night

Guest favourite

Cottage in Tampa

4.99 out of 5 average rating, 140 reviews

Bay Lake Cottage

Dec. 11 – 18

$332 CAD per night

Guest favourite

Cottage in Englewood

4.9 out of 5 average rating, 109 reviews

Free bikes/kayaks/walk to beach/2bed/2bath #2

Aug. 13 – 20

$241 CAD per night

Guest favourite

Cottage in Sanford

4.98 out of 5 average rating, 128 reviews

Lakefront,Sanford airport, Boombah, Venue 1902

Dec. 30 – Jan. 6

$398 CAD per night

Guest favourite

Cottage in Miami Lakes

4.98 out of 5 average rating, 167 reviews

* Lake Cottage * SpaLike Bath *

Aug. 23 – 30

$207 CAD per night

Guest favourite

Cottage in Tallahassee

4.95 out of 5 average rating, 123 reviews

Twisted Pine Lake Cottage, secluded & near town

Sep. 13 – 20

$464 CAD per night

Guest favourite

Cottage in Melbourne

4.95 out of 5 average rating, 281 reviews

Manatee Point Cottage, Private Waterfront Getaway

Dec. 28 – Jan. 4

$175 CAD per night

Guest favourite

Cottage in Spring Hill

5.0 out of 5 average rating, 99 reviews

Summer Getaway: Waterfront, Clear Kayak, Fire Pit

Nov. 21 – 28

$475 CAD per night

Cabin rentals with a kayak

Guest favourite

Cabin in Gulf Breeze

4.91 out of 5 average rating, 457 reviews

Waterfront tiny Cabin/ Glamping

Jun. 25 – Jul. 2

$324 CAD per night

Guest favourite

Cabin in Bonita Springs

4.9 out of 5 average rating, 247 reviews

Romantic River Cabin for 2; Beautiful Nature View

Jun. 16 – 23

$206 CAD per night

Guest favourite

Cabin in Dunnellon

4.95 out of 5 average rating, 149 reviews

Rustic River Home on the Withlacoochee River.

Dec. 25 – Jan. 1

$219 CAD per night

Cabin in Mayo

4.87 out of 5 average rating, 129 reviews

Hide Away

Feb. 2 – 9

$285 CAD per night

Guest favourite

Cabin in Hawthorne

4.95 out of 5 average rating, 129 reviews

Charming Lakefront Log Home

Aug. 11 – 18

$278 CAD per night

Cabin in Live Oak

4.87 out of 5 average rating, 110 reviews

RUSTIC CABIN OVERLOOKING HISTORIC SUWANNEE RIVER

Jan. 11 – 18

$220 CAD per night

Guest favourite

Cabin in Lake Panasoffkee

4.85 out of 5 average rating, 149 reviews

Lake Pan Cabin #2

Feb. 20 – 27

$124 CAD per night

Guest favourite

Cabin in Century

4.95 out of 5 average rating, 126 reviews

Absolute Tranquility

Nov. 26 – Dec. 3

$256 CAD per night

Destinations to explore