
Vacation rentals with a kayak near Siesta Beach
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals near Siesta Beach
Guests agree: these stays 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.

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

Heated Pool - Just 1 mile to Beach! Updated/Fun!
Fun for the whole family!! Only 1 mile to the Beach! This newly updated home comes fully furnished with 4 bedrooms and 3 bathrooms. With a total of 6 beds, the home sleeps 10 comfortably. The Heated Pool is perfect for swimming, and being only 1 mile to the world famous Siesta Key Beach Access 12, this home also makes beach going easy and convenient. Inside, the home is clean, spacious and newly updated and equipped with smart tvs, air hockey table, pool table foose-ball, Pac-Man - fun for all

Siesta Key Cozy Cottage across from the beach!
Adorable totally renovated !!!Siesta key cottage one block from the beautiful white sand beach and two blocks from the iconic Siesta Key Village on the north end of the island. Everything is a short walk including all the shops and restaurants of Siesta Village. Very private fenced in yard with plenty of comfy furniture and barbecue:) Very nice size stainless steel/granite kitchen with a dining room and a large sunken living room. Both the living room and the bedroom open to the private patio!

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!

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
The Siesta Key Bungalows offer a heated pool, courtyard, sun loungers, gas-grills, laundry facilities, kayaks & a private dock on Heron Lagoon. The Dolphin Bungalow's one bedroom space; connects a welcoming living room, full-kitchen, and a private backyard patio. A king bed, two HDTVs and a full bathroom will further enhance your overall experience. Fully stocked with linens, care essentials, eating & cooking utensils. A queen sofa bed in the living room, allows for a capacity of three.

@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)

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
*Siesta Key elevated villa at Solitude Suites on Siesta Key. *Your own detached private villa, located in a small resort. *Waterfront resort w/ heated pool, kayaks, table tennis & Tiki Huts. * Just a 10-12 min walk to award winning beach. *1 Bedroom w/King bed. *1 full bathroom w/shower. *Large kitchen, open living room, fully furnished inc towels & linens. *Private lanai w/ table & chairs. *Beautiful shared pool w/ sun shelf & waterfall. *2 min car ride to beach. *Updated!

siesta breeze suite
Peaceful Guest Suite- Great Location near Siesta Key! Welcome to our cozy and peaceful guest suite-perfect for two adults ,,We're just 2.1 miles from Siesta Key Beach and only 6 minutes from downtown Sarasota. Includes private entrance and parking , outdoor shower, and beach gear. No pets (owner allergic) no overnight guests who are not part of the advanced Airbnb reservation without permission from the host,guests fees apply,.

New Pool Tropical Waterfront Dock & Optional Boat
Located on a highly desirable street, the house is perched high above Curry Creek offering spectacular water views from every room. The property includes a boat ramp to avoid the public launch. Three kayaks (two tandems and one single). Two miles from Nokomis Beach and only half a mile from The Legacy Bike Trail. You can do so many fun things, or just have a drink on the dock and watch the manatees. Pet Friendly

Siesta Key Oasis Walk to Beach, Pool, Hot Tub, BBQ
Escape to luxury in our serene Sarasota home! - Private saltwater pool and hot tub for relaxation. - Open-concept living area with natural light. - Three cozy bedrooms designed for comfort. - Fully-equipped kitchen with stainless steel appliances. - Spacious backyard with BBQ grill and free bikes. - Prime location: 3 min drive to Siesta Beach. - Experience a High-End Vacation Getaway in Sarasota!

Waterfront Retreat | Heated Pool & Boat Dock
✨ Escape to this 3BR/2BA waterfront retreat on Phillippi Creek! Enjoy a heated pool, fresh modern décor, and a fully equipped open kitchen. Relax with 2 spacious living areas, each with Roku Smart TVs, plus a 50" Roku TV in the master. Essential bath amenities are included for your comfort. Perfect for families or groups seeking style, relaxation, and Sarasota charm.
Popular amenities for kayak rentals near Siesta Beach
House rentals with a kayak

Complete Privacy Mid Century 2mi to #1 Beach Pool

Modern 4bd | Heated Pool | Hot Tub + Studio Suite!

Historic Wares Creek 3 bedroom with dock access

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

Siesta Beach Getaway with Heated Pool

1/2 Block from Beach- Private Boat Dock & 30' Pool

Water Access Retreat | Kayaks + Hot Tub

Beachside villa w/ BBQ & heated pool access
Cottage rentals with a kayak

Waterfront Villa Delphina

Steps To The Beach, Private & Heated Pool, Renovat

Anna Maria Cottage w/Golf Cart

Lido Key Beach Bungalow with Private Heated Pool!

Cottage by the Bay - free charging, Level 2 EV

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

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

Sun and Sea Gem on Siesta Key

siesta breeze paradise suite

Waterfront w/ Pool, mins to SK Beaches, bikes/sups

Experience serene and luxury waterfront living.

Siesta SunDaze | Canal, Pool & Hot Tub

The Lookout - 891

Siesta Key Direct Beachfront incl kayaks & SUPs

Gertrude Siesta | Oceanview Penthouse Beach 1-min!
Quick stats about vacation rentals with a kayak near Siesta Beach

Total vacation rentals
Explore 50 vacation rentals in Siesta Beach

Nightly prices starting at
Siesta Beach vacation rentals start at ﺩ.ﺇ 441 per night before taxes and fees

Verified guest reviews
Over 2,870 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Siesta Beach vacation rentals include wi-fi access

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

4.8 Average rating
Siesta Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Rentals with a kayak Sarasota County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Anna Maria Island
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Vinoy Park
- Manasota Key Beach
- Crescent Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Img Academy
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Jannus Live





