Vacation rentals with a kayak in Bradenton

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.

Value · Outdoor spaces · Check-in

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

Outdoor spaces · Value · Heating

Near Anna Maria Island Beach-Studio on Wares Creek

This place delivers ample living space,latest amenities, and quick,easy access to Coastal Water,Anna Maria Island Beaches,and city Down Town. Spacious,bright,and tastefully furnished,with great screened porch,cozy gazebo,sparkling heated swimming pool . We supply 2 kayaks and everything that you might need to spend a day at the beach or on the water.We also supply fishing rods(adults and kids) and bait bucket. We can take you on a coastal trip in our boat if you wish (extra charges will apply )

Value · Outdoor spaces · River

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

Old Florida charm meets peaceful riverfront living at the Lazy Gator Lodge. This unique Braden River getaway features two spacious king en suite bedrooms, an open-concept living area, fully stocked kitchen, massive waterfront deck, & fenced yard perfect for pets. Guests can explore the river by kayak and paddle to local waterfront restaurants and live music spots. Centrally located near Lakewood Ranch, UTC, Bradenton and Sarasota — plus the white sand beaches of Siesta Key & Anna Maria Island.

Location · Outdoor spaces · Laundry

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!

Location · Value · Family

Endless Summer Escape - Amazing Heated Pool/Spa

This tropical retreat is loaded with charm. The backyard is your own private resort featuring a massive and amazing heated pool and spa, modern outdoor shower, plenty of seating & dining space, & quaint courtyard with a fire pit. The spacious and modern home has 2 living spaces and over 2100 square feet. Each bedroom has it's own private bathroom! Located just 5 miles from the beautiful beaches of Anna Maria Island but even closer to beautiful parks for biking, walking, & stunning sunsets.

Outdoor spaces · Location · Sleep quality

Waterfront Pool Oasis Kayaks, Games & Beach Vibe

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 — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

Outdoor spaces · Value · View

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

Outdoor spaces · Value · Sleep quality

Family Fun Heated Pool, Games, Crib, Peloton

Perfect for families and beach lovers. Modern spacious house just a 10-15 min drive from the famous Anna Maria Island beaches! Enjoy a huge private heated saltwater pool, a game room with a pool table, pacman arcade machine, and a dedicated office with a Peloton bike. This private oasis is packed with amenities like beach gear, lawn games, cruiser bikes, and kayaks, for the perfect Florida getaway. Your ultimate base for relaxation and adventure awaits in this peaceful neighborhood.

Outdoor spaces · Location · Decor

Bay Breeze Cottages #3

Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.

Outdoor spaces · Value · Hospitality

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

BNB Breeze Presents: Sea Gem → Welcome to your private slice of paradise—a stunning waterfront retreat. Designed for unforgettable days under the Florida sun, this home blends comfort, style, and nature. - Private dock with string lights - Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1st - Rooftop deck with sweeping views - Kayaks and paddleboards for adventures - Outdoor kitchen with grill and wine cooler - Peaceful dolphin sightings from your backyard

Location · Value · TV

River House with Kayaks. Relax on the River.

Grab a kayak, and hop on the river for a chance to see some of Florida's wildlife. Birds, otters, and alligators! The Riverhouse is a one of a kind vacation home. A fully equipped kitchen, living Rm with leather couches and a dining area. 3 bdrms- a King in the Master, 2 twins in 2nd and a bunk rm, 2 full baths, a balcony, and 2 patios. Situated on a quiet cul-de-sac, only 5 mins from I-75 and 10 mins from UTC Mall, Benderson race park, and exceptional dining experiences.

Value · Outdoor spaces · Getting around