
Holiday rentals with a kayak in Holmes Beach
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Top-rated rentals with kayak in Holmes Beach
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House rentals with a kayak

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool
Stop what you are doing and BOOK THIS PLACE!! Clean and spacious home ✔️ Fully stocked kitchen (pots, pans, glasses, condiments, spices, etc) ✔️ Tons of amenities like hot tub, fire pit, egg chairs, hibachi grill, golfing area, etc ✔️ All the beach equipment that you need (chairs, tent, snorkel, masks) ✔️ PLUS the best Host who was always quick to respond to any questions and even installed a new thermostat while we were there because the old one was messing up the temp and we like a cool 70 degrees at home ✔️ And if that wasn’t amazing enough, the host also took us on TWO BOAT TRIPS!!! All we paid for was the gas and any drinks or snacks that we wanted to bring (plus a tip since the boat tours were the highlight of the trip). Vlad knew all the best spots for private island time, snorkeling, and dolphin watching!! In all honesty I spent a fair amount of time trying to decide if I wanted to write an accurate review or gatekeep this hidden gem… I decided not to gatekeep.

Oceanfront Home with Heated Pool in Fishers Haven
House is immaculate! Super clean and comfortable. Beds and linens were luxurious! Ceiling fans in entry room including the screened in porch. Nice touch! Backyard waterfront is amazing. We used pool and hot tub multiple times per day. We fished off the dock and caught a few catfish. Sergiy was a perfect host. Excellent communication and direction when needed. Highly recommend!

Great House / Great Location ~ with Heat Pool~
we just spent a week at Ryan's place and it was amazing! the space was very clean and organized. this was one of the better equipped airbnb homes I have stayed in. the kitchen was well organized and had many convenient items most places do not have. there were beach chairs, sand toys, and even a wagon, which with having three kids was a blessing. the pool was amazing and maintained the temp of 88. I know some previous reviews discussed jet noise, as this is super close to SRQ but the jet noise was not an issue for us, and there were maybe 10 flights a day that we heard. Ryan was great at responding and providing instructions that were essential for our stay. we had a great time and my kids had the best time and are already asking when we can be back.

Ocean Dreaming: Waterfront Home with Heated Pool,
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!

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach
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.

Waterfront Oasis! Kayaks,Hot Tub
The place was wonderful. it was very comfy. Big kitchen with lots of pans to cook in. big fridge and huge TV in all the rooms. AC is on point and works great. The yard, the water, the atmosfere is pretty awesome. Loved it

Waterfront Retreat: Pool, Hot Tub & Treehouse.
It was lovely that Jason provided toiletries, cleaning products and cooking items . A very nice touch . The accommodation was perfect for a family . So much outside space . If ever there was a need to contact him he responded straight away . We plan to return in 2027 .

Urban River Edge Loft w/Soaking Tub and King Bed
I really enjoyed my stay, I booked it as a short birthday getaway and it was perfect for what I need it for. Only 10 minutes from Ybor and plenty of late night food and gas stations, my partner likes to fish and there was a lake to enjoy as well, I will definitely be booking again in the near future!
Cottage rentals with a kayak

Pink Gulfside Cottage, Steps to Beach, Pets OK
Great old school beach cottage. Perfect for my Son and me. The Capt. and especially the First mate made it 5 stars!

Anna Maria Cottage w/Golf Cart
My son and I had a wonderful stay at this cute little cottage. Everything was clean and well-decorated, and we had everything we needed in the kitchen. We loved having the golf cart to run around in! The host also provided beach chairs and a kayak to use, which was very handy. The area is pleasant, situated in a quiet neighborhood with public tennis and basketball courts across the street. Anna Maria is a happy little island, with a lot of good food and entertainment, and a number of beach areas to choose from. Lynda was very responsive to any questions we had, and provided a lot of easy -to-follow instructions for the house, as well as lots of helpful tips about the area. We will definitely be back!

"New"Country Cottage / Lake Manatee Lakewood Ranch
I had the most beautiful time❤️The accommodations were perfect and Kristen is a very gracious host. The settings ideal with a resident horse and cow . There is a grill and a pool and a washer/dryer. The setting is very private and the space is well appointed. Kristen goes out of her way to ensure that a fun, relaxing and memorable time is had. I truly appreciated how pet friendly the property was also. It was beyond perfect😊🌸💕🐴

Hot tub, 2 floors riverfront, Bush Gardens, kajaks
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.

2/2 Charming Riverfront Cottage w Deck & Kayaks
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!

Alafia River Cottage
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.

Steps To The Beach, Private & Heated Pool, Renovat
Location is great, less than 2 minute, very easy walk, to the beach. Quiet street and properties on either side were not disturbing. There is no grass, so if you bring your furbaby, there are walkable areas to let them do their business. The house itself was very clean and not cluttered. Kitchen is well stocked. There is a great washer/dryer combo. There is no screen for the pool, but a quick daily skimming was sufficient. The pool was clean....no algae. There's a beach cart, chairs, floats, beach towels, etc there, so no need to bring your own. The house is older and in the afternoons it gets very warm (78-80) despite keeping blinds closed and setting ac at 74. We were there in the middle of August and we live in the South so are used to the heat so it wasn't that big of a deal for us. There was a box fan that we used.

Cottage by the Bay - free charging, Level 2 EV
John did all he could to make our stay wonderful in his absence. He has a great caretaker who hosted us since John was on vacation, was willing to help us with kayak rentals since he wasn’t there for us to use his, had the nice bicycles ready to ride. Sorry we didn’t get to meet him and Carmen in person; they seem as wonderful as their caretaker! Had pastries and delicious bottle of wine for myself and a treat for my husband, who is not a wine drinker. Caretaker met us and gave us an orientation as soon as we arrived. Was available for anything we needed throughout our visit and had lots of connections and ideas for outings. Grateful for laundry, beach chairs, cooler, comfy bed, recliners, lanai, and all the help and generosity offered during our weeklong stay!
Quick stats about holiday rentals with a kayak in Holmes Beach
Total rentals
10 properties
Nightly prices starting at
₹9,429 before taxes and fees
Total number of reviews
380 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Wifi availability
10 properties include access to wifi
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