
Holiday rentals with a kayak in Cortez
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Cortez

Total holiday rentals
Explore 20 holiday rentals in Cortez

Nightly prices starting at
Cortez holiday rentals start at $221 NZD per night before taxes and fees

Verified guest reviews
Over 380 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Cortez holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cortez rentals

4.9 Average rating
Cortez stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Accommodation with a Kayak in Cortez
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Private Island Old FL Waterfront Heaven on Earth
Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.
LocationOutdoor spacesBeach

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool
Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available
ValueLocationCheckout

Manatee Cove: Waterfront Oasis w/GameRoom &HotTub
Welcome to Your Private Waterfront Oasis! This spacious home on a serene canal off Sarasota Bay features 3 bedrooms, 2 bathrooms & a HUGE climate-controlled game room! Enjoy direct water access for fishing, canoeing, kayaking and spotting manatees. Just 7 minutes from the airport & 15 minutes from Sarasota, you’ll have access to beautiful beaches like Siesta Key & Anna Maria Island. Offering free WiFi, BBQ grill & firepit, this retreat is perfect for families seeking relaxation & adventure!
ValueOutdoor spacesView

Canal Retreat: Heated Pool • Dock • Kayaks • Bikes
Wake up to canal views, explore the mangroves on a kayak, and unwind in your private pool after a beach day on Anna Maria Island. Or, explore the neighborhood on bike.Your perfect Gulf Coast getaway starts here! Why you’ll love it: Private dock for fishing and mooring your boat Use of one tandem kayak and two bicycles included for your stay Heated, sparkling screened pool 3 sleep spaces: 2 spacious bedrooms and 1 cozy bunk room Fully stocked kitchen 5 min to shops, dining & IMG Academy
ValueLocationFamily

@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)
LocationOutdoor spacesDecor

1918 Historic Cottage • Walk/Bike to AMI Beaches
Wake up in a piece of Florida history — this cozy 1918 cottage is listed on the National Register of Historic Places. Stroll to nearby dockside seafood restaurants on Sarasota Bay, bike to AMI's sugar-sand beaches, or kayak through the mangroves in the peaceful nature preserve right across the street - kayaks, beach gear and bikes included. Authentic "Old Florida" charm — your one-of-a-kind Gulf Coast escape awaits. One of Florida's last working fishing villages — a truly rare find.
LocationOutdoor spacesAccuracy

1/2 Block from Beach- Private Boat Dock & 30' Pool
o A beautifully renovated 3-bed 2-bath oasis designed for unforgettable family getaways, boating adventures, and pure relaxation. o While many rentals claim to be in Anna Maria, they are actually situated in the heavily congested Holmes Beach or Bradenton Beach areas. Nestled on the quiet, historic North End of Anna Maria City. Completely bypass the tourist traffic and long car lines, enjoying a peaceful, authentic neighborhood where everything you want is within a short stroll.
Outdoor spacesLocationBarbecue

Dolphin Cove Waterfront St. Pete Beach w/ Pool
THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!
LocationOutdoor spacesQuiet

The Lazy Turtle ~ Canal-Front Retreat
The Lazy Turtle offers bright, spacious indoor and outdoor living spaces with plenty of room for the whole family to unwind! Enjoy the private pool, personal putting green, and peaceful canal-front backyard--perfect for fishing, kayaking, viewing wildlife, or docking your own boat. Located near the sugar-sand beaches of AMI and the charming coastal city, Bradenton, it's the perfect place to relax and enjoy sunny Florida!
LocationOutdoor spacesCleanliness

Waterfront Pool Home Steps to Beach
Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!
Outdoor spacesLocationLayout

Las Palmas Beach Rentals unit 2
Ground floor; limited beach view . Steps to the white sandy beach. Free parking to registered guest. Furnished rooms, full size kitchen, linens provided. Free trolley stop on the block. GREAT LOCATION! Shopping and restaurants short walking distance. Check out our guidebook for additional island tips. Once booked it will be in your itinerary.
Outdoor spacesValueComfort

“Topside” luxury home in Cortez Village
Upscale 2BR/2BA condo in historic Cortez Fishing Village!** Walk to 4 waterfront restaurants or take a 5-min drive (15-min walk) to Anna Maria Island. Enjoy a fully renovated space with a screened in pool, modern kitchen, private balcony, Relax in coastal comfort with easy access to beaches, dining, and local charm. Book your stay today!
LocationFamilyPets
Popular amenities for Cortez kayak rentals
Holiday House Rentals with a Kayak

Hibernate in our Bear Creek Home
LocationOutdoor spacesAccuracy

Beach Escape | Heated Pool | Walk to Beach & Golf
LocationPoolGetting around

Boat Dock + Kayaks + Dolphins + Beaches + Hot tub!
LocationValueCleanliness

Pergola Oasis | Walk to Beach + Outdoor Living
Outdoor spacesLocationFamily

Bamboo Bungalow
Outdoor spacesLocationCheckout

Canal front & private boat dock! 3minutes to beach
Outdoor spacesValueLayout

Cheerful Serenity | Pool | Dock | Sunset Views
LocationOutdoor spacesAccuracy

Waterfront Pool Oasis Kayaks, Games & Beach Vibe
ValueLocationAccess
Cottages with a kayak

Waterfront Villa Delphina
LocationConditionBeach

Anna Maria Cottage w/Golf Cart
LocationParksDecor

Lido Key Beach Bungalow with Private Heated Pool!
LocationOutdoor spacesAccuracy

Little Manatee River Cottage
ValueLocationParks

Steps2Beach-Walk everywhere-Bikes & gear Included
ValueOutdoor spacesComfort

River Cottage 2/2 - Kayaks & Huge Deck-Old Florida
LocationOutdoor spacesHospitality

1839 2 Bedroom

Sea Whisper: North End Gem w/ Pool & Boat Dock
ValueLocationLong stay
Other holiday rentals with a kayak

Gulf Beach Getaway-STEPS FROM BEACH
LocationFamilyView

Gorgeous Canalfront Home w/ Dock | Walk to Beach!
ValueOutdoor spacesHospitality

Waterfront Studio relax, work on Snead Island, Fl.
Outdoor spacesValueAir conditioning

Family Fun Heated Pool, Games, Crib, Peloton
ValueLocationBackyard

Nautic Star - Large pool & Waterfront & kayaks
ValueLocationPool

Margaritaville Resort 3BR | Pool | Anna Maria
Outdoor spacesLocationAmenities

Winter Haven Retreat – Steps to Bay & Ringling
Outdoor spacesLocationView

Birds and Sunsets
Outdoor spacesLocationCheck-in
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- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
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- University of South Florida
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- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach
- Cortez Beach





