Holiday rentals with a kayak in Cocoa Beach

Coral Retreat Waterfront 3 BR /2.5 BA

Have fun with the whole family at this stylish & upscale pool home, direct waterfront with gorgeous water views. Watch the dolphins & manatees from the backyard or while in the pool. Located in a beautiful well-maintained neighborhood in the heart of Cocoa Beach. Remodeled home w/ dock, views of canal & Banana River, Pool, short 0.7 mile walk to the beach! Less than 1 mile to the Pier, Ron Jons, Starbucks, restaurants & shops. 1 hr to Disney, <30 min to Kennedy Space Ctr, Brevard Zoo, Viera

Location · Value · Hospitality

WaterfrontOasis | HtdPool • Walk2Beach • KBeds

Relax at Cocoa Beach's Distinctive Waterfront Retreat with a Lovely Heated Pool, Al Fresco Dining, Scenic Canal Vistas, and a host of amenities! Just a short half-mile stroll to the beach (10 minutes on foot), and conveniently close to Ron Jon Surf Shop, Cocoa Beach Pier, Cocoa Village, Kennedy Space Center, Cape Canaveral, eateries, bars, and more. Be sure to check out our Guidebooks for recommendations on dining, shopping, and entertainment! Closest Airport - Melbourne Int’l MLB (30-35 min.)

Outdoor spaces · Location · River

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 · Cleanliness

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!!!!

Outdoor spaces · Location · Hospitality

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.

Location · Value · Pool

Pineapple Bluff...your riverside retreat

Pineapple Bluff is a quaint historic cottage overlooking the Indian River. Abundant Florida wildlife including dolphins, manatees, and an assortment of aquatic birds are common sights from the dock. On a large lot dotted with palm trees, you will capture the tropical essence of Florida. Only one mile south of Historic Downtown Melbourne, with its shopping, restaurants, and night life, and 3.5 miles to the beach, the location is perfectly situated to take in all the sites of the Space Coast.

Value · Outdoor spaces · Air conditioning

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!

Outdoor spaces · Value · Decor

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 · Quiet

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!

Value · Location · TV

Waterfront Home with Pool and 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

Value · Outdoor spaces · Air conditioning

Private Pool Home, Walk to Beach

Welcome to your private getaway, perfectly situated on a quiet residential cul-de-sac in the heart of Cocoa Beach just 2-1/2 blocks from the beach and the Banana River. This custom-decorated home features a coastal design ideal for a memorable vacation. In your private, fully fenced backyard, enjoy the sparkling heated pool, enclosed within a large screened lanai. Enjoy dining on the covered outdoor patio complete with a BBQ grill. Amenities include a ping pong table, kayaks, and bicycles.

Outdoor spaces · Value · Amenities

Family Beach Retreat | Mini Golf, Free Heated Pool

Welcome to CocoaCabana, a private family-friendly beach retreat in Cocoa Beach designed for up to 8 guests. Frequently described by guests as a "little resort," this Top 1% Airbnb offers a large heated pool, mini golf, tiki hut, beach gear, bikes, kayaks, paddleboards, and an easy walk to the beach. Perfect for family vacations, multi-generational trips, and unforgettable beach getaways. The home is packed with amenties so all you have to do is unpack and enjoy a magical vacation.

Outdoor spaces · Location · Condition