
Vacation rentals with a kayak near Anna Maria Island
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Top-rated kayak rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65â smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Peteâs, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Heated saltwater pool home - turf putting green
Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

@Shellmateisland |tiny home| island| bikes| kayaks
âOctagonal 320ftÂČ tiny home sitting on a private 1.5-acre island!â ⯠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 â Siesta Key Beach 7 min â Downtown SRQ 12 min â Myakka River State Park (river kayaking + wildlife viewing)

Bay Lake Cottage
Youâll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TVâs, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Waterfront Pool Oasis âąKayak, Games & Sunset Views
Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions â ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

Ocean Dreaming: Waterfront Home with Heated Pool,
Waterfront home: pool, dock, golf cart, kayaks, paddle board. This home has a private, zero-entry heated pool and dock (tie up your own boat or daily/weekly rental). 6-seat golf cart, 2-paddle boards, 2-sea kayaks, 6-bicycles and more are included. Two master bedroom suites with water views and soaking tubs plus a third bedroom with custom King Bed and Twin bunk beds. Two living areas are also each furnished with a queen sofa sleeper to accommodate a total of 12 people.

Sunset and beach view from your balcony Unit 403
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous unit. This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.

Holiday-January Stays w/Private 30' Dock & Pool
* It doesn't get much better than being right on the water, located on a wide canal, and œ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. *Less than a 3 minute walk to Bay Beach and a 15 minute walk to Bean Point.

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Las Palmas Beach Rentals unit 2
Unit 2 Ground floor;800 sq ft; patio; limited beach view . Steps to the white sandy beach across the street Free parking to registered guest. Fully equipped kitchen with markets nearby, Restaurants and shopping, within walking or hop free trolly. Trolly stop nearby. Linens and basic supplies are included. Overnight guest are welcome to arrive early to adventure the island, stay parked until after sunset on departure day.

Waterfront condo on top floor @ Boca Ciega Resort
Great view of water. Especially beautiful sunsets! Top floor end unit for privacy. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking the intercoastal or stay indoors and enjoy puzzles and games.

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!
Popular amenities for kayak rentals near Anna Maria Island
House rentals with a kayak

Oceanside 3BR with Private Pool & Boat Lift

4BR, Heated Pool, Pickleball, Basketball near IMG

WTFR home heated pool, golf cart, kayaks, SUP

Waterfront Manatee Home Pool, Dock, Optional Boat

Summer House longboat key

Sand Trap by Beach Boutique Rentals

Manatee Retreat B

Mid Mod Waterfront Home with Pool + Hot Tub
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach

Pink Gulfside Cottage, Steps to Beach, Pets OK

Anna Maria Cottage w/Golf Cart

Lido Key Beach Bungalow with Private Heated Pool!

Little Manatee River Cottage

Cottage & Tree ~ by the Sea

2/2 Charming Riverfront Cottage w Deck & Kayaks

Steps To The Beach, Private & Heated Pool, Renovat
Other vacation rentals with a kayak

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Renovated Beach Paradise. Ground Floor unit 64

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

Waterfront Duplex- hot tub, bikes, kayaks, SUP

Sea Gem | Waterfront Oasis w/ Pool, Dock + Kayaks

*New* Waterfront Retreat: Pool, Spa, Dock & Views

Life's A Beach! Anyday arrival! Monthly discount!

Waterfront Wares Creek Cottage with dock access
Quick stats about vacation rentals with a kayak near Anna Maria Island

Total vacation rentals
Explore 90 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at ïș©.ïș367 per night before taxes and fees

Verified guest reviews
Over 3,240 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Anna Maria Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Anna Maria Island rentals

4.9 Average rating
Anna Maria Island stays are highly rated by guestsâaveraging 4.9 out of 5!
Destinations to explore
- Beach condo rentals Anna Maria Island
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- Rentals with pools Anna Maria Island
- Cottage rentals Anna Maria Island
- Hotel rooms Anna Maria Island
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- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- House rentals Anna Maria Island
- Rentals with breakfast Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Rentals with a patio Anna Maria Island
- Townhouse rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Rentals with beach access Anna Maria Island
- Condo rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Rentals with a kayak Manatee County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Dunedin Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Gulfport Beach Recreation Area
- North Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Englewood Beach
- Adventure Island




