
Vacation rentals with a kayak in Sarasota Beach
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Top-rated kayak rentals in Sarasota Beach
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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

@Tiffanythetinyhome| island | netflix|bike|hammock
You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

Free kayak/bikes/walk to beach/full cottage #1
Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

Quick and Easy Walk Downtown - Tons of Amenities
Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.

Peaceful Oasis: King Bed & Incredible Views
You have arrived, upon entering you will go upstairs to your spacious duplex. You will be greeted by an amazing view of the intercoastal waterway. You will love kayaking on the waterway & seeing all the amazing wildlife. You can sit on your downstairs patio with a cup of coffee or you can take a stroll to Turtle Beach & enjoy the sunset. Hop aboard the trolley & go to the Village & eat and drink at one of our famous restaurants or one of our favorite hot spots. See Guidebook.

Steps to Beach+bikes VaCay getaway on PaG island
Escape to charming Pass-a-Grille BeachHouse—your perfect beach getaway! Steps from Florida’s most beautiful beach, this cozy coastal retreat features hardwood floors, a beach wagon, smart TV's (also in bedroom) w/sports package, a sun patio, 2 bikes to explore. Soak up the old Florida charm and island vibes in this peaceful slice of paradise. This delightful one-bed -bath town-home style rental is situated steps away from the beautiful white sand beach that stretches for 7 miles.

Siesta Key - Poolside Suite - Studio - Free kayaks
Poolside Suite is a hotel room style suite. There is a king sized bed & a 65” smart TV. Free Wifi. A private en suite bathroom features a walk in shower, toilet and large vanity with sink & mirror. Also provided in a walk in closet space is a fridge, microwave, freezer, blender, cups, plates, silverware, keurig, iron, mini ironing board & hangers. Simple & stylish! No frills, yet all the necessities! The a/c is a centralized system, set to 71-73 degrees. Fan provided.

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. A resort with something for everyone. The Mermaid Bungalow's airy one bedroom space; has an open floor plan connecting a welcoming living room and full-kitchen. With a king-size bed, bathroom and a veranda, you'll feel at home. The Coquina is fully stocked with linens, care essentials, plus eating & cooking utensils. An additional single-roll-away-bed allows accommodations for three guests.

Rita Retreat - Beautiful 2/2 with private pool
Welcome to your dream vacation home! This charming rental offers a private pool and a lush green area for relaxation and fun. Situated just 4.6 miles away from the stunning Siesta Key beach, you'll have easy access to sun-kissed sands and sparkling waters. Seafood lovers will be delighted to find the renowned Phillippi Creek Oyster Bar nearby, offering some of the best seafood in town. Embrace the Florida lifestyle and make cherished memories in this wonderful retreat!

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street
Anna Maria Waterfront oasis! **5 min walk to beach, private dock, pool heat included!!** Relax in the private heated pool, sip coffee on the dock, or walk to the beach. This bright, updated home has spacious living areas, a stocked kitchen, smart TVs, fast Wi-Fi, and cozy beds. Great for families or couples! Grill by the pool, dine under the stars, or fish from the dock. Includes washer/dryer, beach gear, and parking. Your peaceful, sunny getaway awaits—book now!

Florida Cracker Cabin on cattle ranch/Myakka River
We are located in Myakka City, FL, which is a short drive to Siesta Key and Lido Beach and Sarasota! Enjoy a peaceful stay in our newly built, unique, air-conditioned cracker cabin. The cabin sleeps 4 guests and is located in the middle of our 1,100 acre working cattle ranch. Step outside and you are right on the Myakka River and can sit by the fire-pit at night and enjoy the sounds of nature. While your visiting, enjoy a kayak down the Myakka River.

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 Sarasota Beach kayak rentals
House rentals with a kayak

Heated saltwater pool home - turf putting green

The Shore House Private Dock Hot Tub

Summer House longboat key

Siesta Retreat - 513

Coastal Retreat ~ Near Beaches, Parks & Shopping

Perfect Family Getaway+ping pong, mini golf, bikes

Winter Haven Retreat – Steps to Bay & Ringling

Private Pool | Waterfront Dock & Kayaks
Cottage rentals with a kayak

Lido Key Beach Bungalow with Private Heated Pool!

Little Manatee River Cottage

New Country Cottage on Lake Manatee Lakewood Ranch

Cottage & Tree ~ by the Sea

Oystercatcher 3min walk to sunset, bikes, kayaks

2/2 Charming Riverfront Cottage w Deck & Kayaks

Good after Milton - Waterfall Pool! Beach! om

Cottage by the Bay - free charging, Level 2 EV
Other vacation rentals with a kayak

Sarasota Luxury house, 3BD, Siesta Key Beach

Coastal Farmhouse & Pool

Deluxe 2/2 Pool View, terraces, Top Floor

Ramada by Wyndham Sarasota Waterfront- Bar & Grill

Waterfront Suite-20 min to Gulf Beaches

Peaceful waterfront home

King Bed/Private Pool/Game Room/Fire Pit/Near AMI

Luxury Beach Front 1 BR, private hot tub & deck
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Englewood Beach
- North Beach At Fort DeSoto Park
- Point Of Rocks
- Don CeSar Hotel