Vacation rentals with a kayak in Anna Maria

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Popular amenities for Anna Maria kayak rentals

House rentals with a kayak

Guest favorite
Home in New Port Richey
4.79 out of 5 average rating, 234 reviews

CANAL FRONT- Hot Tub-Dock-Kayak-Fish-Swim

RandyRating, 5 stars6 days ago
James was an incredible host very responsive, the bed we very comfortable canal view with dolphins and manatees swimming by kayaks , a great hot tub which was used everyday of the trip and a nice big clean house the house does not look that big when you walk up but when u get inside very spacious would definitely go back
Top guest favorite
Home in Holiday
5 out of 5 average rating, 27 reviews

Waterfront, Beach, Pool,Kayaks near Islands, Parks

KimRating, 5 stars5 days ago
My family wanted to kayak, jet ski, swim, and hang out and Marco's place was perfect. We grilled burgers every day, had my cousin, niece and mother come for dinner and to check out the mangrove canal and pretty sunset. The jet ski rides out to the Gulf were a blast. Dolphins came up and swam beside us. Our adult daughters LOVED it. We saw all sorts of wildlife on the Anclote trails that is accessible from the house. We brought our bikes and rode the trails every day. Marco was an excellent host, fast response, and very knowledgeable about the area. The house is spacious and comfortable. We had a marvelous time.
Guest favorite
Home in Tampa
4.88 out of 5 average rating, 26 reviews

Waterfront home with pool and Jacuzzi. Boat to bay

AmyRating, 5 stars2 months ago
We enjoyed our stay in Tampa at Chris’s home. House was exactly as described and in pictures. The pool and hot tub was a great addition. Chris was very responsive and accommodating. We enjoyed our short visits from Joseph the cat and friend .
Superhost
Home in Indian Rocks Beach
4.97 out of 5 average rating, 115 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

MelissaRating, 5 stars2 months ago
We would go back in a heartbeat! The house and location was perfect! Our kids loved the pool and being able to kayak and paddle board right from the dock was amazing! We saw dolphins multiple times a day and had fun fishing. The golf cart was perfect for getting to the beach and plenty of restaurants, including an ice cream shop! I would totally recommend this place!
Top guest favorite
Home in Apollo Beach
4.98 out of 5 average rating, 137 reviews

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach

LesleyRating, 5 stars2 weeks ago
Family drove in from all over for our son’s graduation from USF and everyone was extremely pleased with the accommodations. We really enjoyed the lower level game room, the kayaks, the pool area, and the local restaurants - notably the ice cream shop across the street! The elevator was a big plus as well. Everything ran smoothly, the house was well stocked with essentials, and everything we used worked perfectly fine. We thoroughly enjoyed our stay.
Superhost
Home in Tampa
4.79 out of 5 average rating, 118 reviews

Waterfront Oasis! Kayaks,Hot Tub

Spencer LukeRating, 5 stars3 weeks ago
Peacful hot tub, easy access kayaks, relaxing atmosphere for living room and kitchen. It felt very homie, like i was at a friends house. Decor was very warm and inviting. We truly had a blast and got some GREAT! R&R. Beds were super soft. It was like sleeping on a cloud
Superhost
Home in St. Petersburg
4.81 out of 5 average rating, 255 reviews

Bungalow near the sea

LarissaRating, 5 stars2 weeks ago
Jeff is great with communication, location is fantastic very close to everything!
Guest favorite
Home in Tarpon Springs
4.94 out of 5 average rating, 224 reviews

Tree House Treasure

HeatherRating, 5 stars2 weeks ago
This Treehouse oasis was an absolute delight tucked away from the hustle and bustle! Having a quiet home with a full kitchen as opposed to a hotel room sold us, but having a canal leading to Lake Tarpon, kayaks, super comfortable platform king bed, peaceful neighborhood full of native critters and foliage, and walking distance to Anderson Park were all icing on the cake! We hope to be able to return in the future. Thank you, Nancy❤️

Cottage rentals with a kayak

Cottage in Clearwater Beach
4.76 out of 5 average rating, 148 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

KathrynRating, 5 stars3 weeks ago
This was our second stay at Clearwater Cottages and it was just as great as the first. We love the old Florida charm and it is in a great location that is walkable to the best restaurants. Also walkable to many bars and shopping. The free parking is nice too. As he mentions in the listing, the building is older and has some quirks, but the cottage is adorable and you really are steps from the beach. We also love that we can bring our dogs and the location is near the dog friendly part of the beach. It was a great stay!
Guest favorite
Cottage in Holmes Beach
5 out of 5 average rating, 6 reviews

Anna Maria Cottage w/Golf Cart

AmandaRating, 5 stars1 month ago
Our stay was great. Having the Golf Cart was so handy we didn’t have to rent one. The house is nice and clean the bedding towels. Everything was nice and clean. We would definitely stay again.
Guest favorite
Cottage in Tampa
4.94 out of 5 average rating, 125 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

HanselRating, 5 stars1 month ago
Cozy, comfortable, yet two stories with plenty space to stretch out, scenic view with a hot tub, nice balcony view for coffee in the morning. Can’t go wrong.
Top guest favorite
Cottage in Bradenton
5 out of 5 average rating, 30 reviews

2/2 Charming Riverfront Cottage w Deck & Kayaks

GaryRating, 5 stars1 week ago
If you're looking for a peaceful retreat, you'll find it here. We had an amazing experience at the Lazy Gator ! Cottage is equipped with everything you could need, including alligators that swim by and bass jumping out of the water. We would definitely return. Thanks Josh!
Guest favorite
Cottage in Crystal Beach
4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

JasonRating, 5 stars8 months ago
Anna was extremely helpful and accommodating for our last-minute trip with the kids. Her place was super cute and very clean and well kept and we would be happy to recommend it to friends and family or return ourselves. Thank you so much, Anna!
Guest favorite
Cottage in Riverview
4.93 out of 5 average rating, 85 reviews

Alafia River Cottage

Jessica MorrieRating, 5 stars1 month ago
The Alafia River House did not disappoint. Check in was easy with helpful photos & directions. The neighborhood is pretty quiet but yet close to everything too. The house is tucked in right on the river, the yard is lush & Florida tropical, it is the perfect place to sit & read, eat a meal or take a nap. Watching the chickens and surrounding nature are an added bonus. The home is old with character, but so clean & refreshing. All the things you need and more are carefully stowed in antique furniture. Martha is easy to contact, but you shouldn’t need anything. The kitchen is up to date & has all of the extra things that you probably forgot to bring. My husband and I had a sweet trip & the Alafia River House was a gem. Thank you Martha.
Superhost
Cottage in Crystal Beach
4.88 out of 5 average rating, 34 reviews

Elegant Crystal Beach cottage within sea glimpse

BernitaRating, 5 stars2 months ago
This super cute cottage is very clean with up-to-date appliances and beautifully decorated with well-thought-out use of space! We stayed for 10 weeks and slept soundly every night due to the comfortable mattress, peaceful & quiet safe neighborhood. The newer fixtures and large washer/dryer were so convenient. Communication with Mary Jane was fantastic. She’s very responsive to questions and even though she lives next door, never intrusive. She’s so gracious we’d be back in a heartbeat! 💗 Truly one of the best experiences we’ve had in the nearly decade of staying in Airbnbs. Location is a bonus as is very walkable to Bay/Beach or bicycle to the Pinellas Trail. This area has so much to offer with beaches, trails, restaurants, fairs, etc
Guest favorite
Cottage in Odessa
4.88 out of 5 average rating, 52 reviews

Kayaks, Fire pit, gated community - The Getaway

LoriRating, 5 stars5 months ago
Comfortable place in a gated community which made us feel safe. Plenty of shopping and restaurants around the area. Suzanne messaged us during our stay to make sure everything was going well. Thank you Suzanne.

Quick stats about vacation rentals with a kayak in Anna Maria

  • Total rentals

    20 properties

  • Nightly prices starting at

    $130 before taxes and fees

  • Total number of reviews

    840 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore