Holiday rentals with a kayak in Cocoa Beach

The Pearl - Pool w /Screen on Canal - Boat Rental

Located on a peaceful wildlife canal, just blocks from the fun cottage feel of Cocoa Beach town by the Atlantic Ocean! A luxurious experience spa like retreat with a twist of adventure and surprising fun. Designed for pampering with gourmet kitchen, Belgian flax linens and a huge heated pool with hot tub. Enjoy the curated historical displays of the 1715 Spanish fleet of sunken treasure and pirates from our area. Don't forget to try our challenging built-in Escape Room to find your own treasure!

Location · Outdoor spaces · Checkout

New Waterfront Bungalow Estate + Tropical Vibes

"The River Oak Bungalow" is a brand new 4BR/2.5BA exotic, lush, private estate nestled amongst winding oaks & palms directly on the Indian River Lagoon. Located in the Downtown Eau Gallie Arts District, only a short drive to the Beaches, FIT, USSSA, & MLB Airport. Bring your boat & enjoy a private 100' dock & riverfront sandbar recreation area, huge outdoor deck, spacious backyard, fire pit, tree climbs, paddle boards, and kayaks. Perfect for Family Gatherings, Celebrations, or a staycation!

Location · Outdoor spaces · Family

Hummingbird Cottage- Waterfront Views & Access

Beautiful, sparkling clean waterfront cottage across from the Indian River. Enjoy the river views from your front porch or our private dock. Convenient to many local attractions; Cocoa Beach (15 min), Port Canaveral (15 min), Space Center (25 min), Orlando (45 min). Within walking distance to Cocoa Village which offers theatre, restaurants , cafe’s, and nightlife. We have kayaks and bicycles for those who want to enjoy nature. This cottage is perfect place for special memory making getaway!!!!

Value · Outdoor spaces · Nearby

The Cocoa Boho Rooftop Retreat

Escape to your own slice of paradise, a brand-new boho-chic retreat just 2 minutes from the beach! Picture this: ocean views from your private rooftop patio, mimosas in hand, Atlantic breezes flowing through bright, airy interiors. This isn't just accommodation, it's your perfect beach escape. Whether you're planning an unforgettable girls' trip, a romantic poolside retreat, or the ultimate theme park + beach combo vacation, Cocoa Boho delivers that perfect coastal vibe you've been craving.

Value · Location · Nearby

Waterfront w/Free Pets, Paddleboards, Pool Table

Experience the perfect coastal getaway at our stunning property rental! - Bring the pets along for free for a memorable stay with the whole family - Nestled conveniently near the beach and downtown restaurants, bars, and shopping - Situated on a picturesque canal with a private dock and paddleboards/canoe - Indulge in backyard BBQs and fires while taking in the serene views - Spacious game room with a pool table, dartboard, and big screen TV. Book now and create unforgettable memories!

Location · Value · Pets

NASA Waterfront TerraceSuite Kayak DockSepEntrance

Peaceful Haven Waterfront Acres. Exterior stairs with a deck to access the private suites' entrance. Spectacular river view from the suites. Watch rocket launches, sunrises, sunsets, dolphins, manatees, stingrays, birds, fishing and kayaking. Within easy driving distance to stores, restaurants, access to Hwy 95. Only 38 minutes East of Orlando Int'l Airport. Drive 1 hr to the theme parks, 50 min to Daytona Beach, 9 min to NASA, 20 min to Cape Canaveral Cruise Port, Cocoa Village, Cocoa Beach.

Outdoor spaces · Value · Layout

Tropic Like It's Hot! Heated Pool/Arcade/USSSA

100% of our profits provide homes for homeless vets! Congrats! You just found the ULTIMATE vacation home! Heated pool? Check. Arcade room? Yup. Fire pit for dramatic storytelling? Absolutely. Bring the fam, the friends, even your judgy aunt—there’s room! Fast WiFi for "remote work" (aka pretending to work while watching our movie channels!), Smart TVs, Beach toys, and a fenced yard for your dog (or kids, no judgment). Oh, and a Tesla charger! Book now...so your kids don't think you're lame!

Value · Location · Access

Ocean Oasis: Beach Extras & Bikes & Surfboards

Your private playground awaits! Walk two blocks to a quiet beach or stroll to downtown dining and ice cream. Enjoy a fenced yard, hot tub, ping-pong, arcade games, massage chair and relaxing porch. Free bikes, surfboards, boogie boards, fishing poles and beach gear make exploring easy; kayaks too! After the beach, rinse off in the outdoor shower, grab coffee and unwind on luxury reclining sofas or the comfortable king bed. We’ve thoughtfully included the little things so you can truly relax.

Value · Outdoor spaces · Nearby

Waterfront Home with Pool + Private Dock

Unwind in this intercoastal waterfront paradise with breathtaking sunrise views over the Banana River. Spot turtles, dolphins & manatees from your private dock. Retreat into elegance with an upscale split floor plan coastal home with private pool. Mins from Cocoa Beach, Port Canaveral & Kennedy Space Center. Disney & Orlando are 40 mins away. 🐠🚣‍♂️ We provide kayaks, fishing poles, beach chairs & pool toys! Send us a message about the ultimate getaway with your own private pool & dock

Outdoor spaces · Value · Comfort

The Pineapple Cottage 1/2 Block from Indian River

Perfect little hideaway. This 455 sf Cottage is in the perfect location for anyone wanting easy access to Kennedy Space Center, Port Canaveral, Cocoa Beach, Orlando & Disney. Complete with newly renovated bathroom, private entrance, kitchenette and more. NEW WOOD DECK (2022) and FIRE 🔥 PIT. With grill, drink refrigerator, seating and Google assistant. Just a stones throw from the Beautiful Indian River. Take a morning stroll along the River. Or just relax and forget the world for a while.

Outdoor spaces · Location · Nearby

Dolphin Den, Walk to Beach, River! Kayaks included

A charming, spotless, and relaxing studio just blocks from the beach and river. Cruise the shoreline with our bikes or paddle through the Thousand Islands in our 6 kayaks. Unwind under your private pergola with a cocktail or explore downtown Cocoa Beach, only 6 blocks away, with restaurants, coffee shops, shopping, and vibrant nightlife. Just 10 minutes from the Port & just an hour from the Disney parks. Catch a rocket launch, visit Cocoa Beach Pier, & explore Ron Jon's famous surf shop.

Value · Location · River

Entire Home Steps to Beach & River Pet-Friendly

Your beach getaway just got better — and yes, your pup can come too! Perfectly placed between the ocean and Banana River, Sunny Lane Beach House is a 3BR, 2BA home is steps from sunrise walks, sunset paddles, and everything in between. Enjoy a game room, private putting green, smart TVs, a full kitchen, two King beds, and space for up to 8. Outside, relax in the fenced yard with grill and seating. Fun, comfort, and connection — the perfect Cocoa Beach Retreat!

Value · Location · Family