Holiday rentals with a pool in Port Canaveral

Guesthouse in Merritt Island

A stone pathway lined with landscaping leads to a set of wooden stairs. Lush greenery and small light fixtures create a welcoming entrance. The steps ascend to the second floor studio, surrounded by trees and open space.

4.95 out of 5 average rating, 226 reviews

Serene Guesthouse! Near Beaches/Cruise Term Unit B

Relax in this comfy 2nd floor studio with separate entry overlooking 2 acres with trees and fresh air. Very clean with no smoking inside. In ground pool. Short driving distance to hiking trails, fishing, beaches, shopping and 5 minutes to Kennedy Space Center. 40 minutes from Orl Int Airport. Fast Wi-Fi, A/C, 1 queen bed, full bath, closet, 50” TV, streaming apps, mini-fridge, microwave, tea, coffee, pillows, bed linens, towels, soap, shampoo, beach stuff, room darkening shades. Age 25 and up.

An outdoor space is featured, showcasing a heated pool next to a relaxing seating area. Marina and palm trees can be seen in the background against a colorful sunset sky. Tropical plants add greenery to the serene environment.

4.97 out of 5 average rating, 112 reviews

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.)

Guesthouse in Cocoa Beach

A refreshing plunge pool is surrounded by a spacious patio, accented by lounge chairs and stylish seating. The newly constructed guest home features multiple outdoor levels with a spiral staircase, and lush greenery lines the perimeter, enhancing the inviting outdoor space.

4.96 out of 5 average rating, 331 reviews

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.

4.98 out of 5 average rating, 163 reviews

A modern living area features a light wooden coffee table adorned with a small plant and a blue candle. Comfortable seating options include a grey sofa and a brown leather chair, complemented by a floor lamp and decorative pillows.

Home in Merritt Island

Rogue Bungalow

Discover the enchanting Rogue Bungalow on Merritt Island, your gateway to a slice of paradise just minutes away from Cocoa Beach, Cocoa Village, SpaceX, and Kennedy Space Center. This newly renovated gem features 3 bedrooms, 2 baths, a spacious fully equipped kitchen, a spacious backyard with a swimming pool and BBQ area. This cozy retreat offers the perfect blend of relaxation and adventure in the heart of Florida’s space coast. *Please read additional information below before booking*

4.96 out of 5 average rating, 229 reviews

A spacious living area features a large sectional sofa with various textured cushions, a wooden coffee table, and mid-century furniture. Natural light floods the room through three glass sliding doors that open to the pool area, with a large flat-screen TV mounted on the wall.

Home in Cocoa

Modern Dream Home with Pool - Near Cocoa Village

Area favorite. Tropical garden surroundings. Cheerful home. The second you enter you'll be met with comfortable design, modern kitchen, spa-like bathrooms, and a charming collection of artwork. Relax on the stylish patio, explore the grounds, or take a dip in the pool. Mins. to Cocoa Beach, Kennedy Space Center, and historic Cocoa Village. 50min to Disney! We have an outdoor pool in Florida and it is subject to weather, please note the patina and natural stains on bottom prior to booking.

5 out of 5 average rating, 212 reviews

A bright and spacious bedroom features a large bed dressed in white linens, accented by black throw pillows. Two modern lamps provide soft illumination beside nightstands. A large window offers expansive views of the ocean, with natural light flooding the room.

Condo in Seacrest Beach

Fantastic View/Oceanfront Retreat/EZ to Pool/Beach

Welcome to LuxuryinCocoaBeach! You stumbled on it. Perfect beach condo. Stunning direct-ocean views, steps to warm sand, heated pool and blazing-fast Wi-Fi await your family. - 2 spacious bedrooms • sleeps 4 in total comfort - Private balcony for sunrise coffee and all-day viewing - Resort pool and FREE beach gear - Smart TVs, premium cable, free parking Book your preferred dates now and wake up to the sound of waves! Note: The community pool will be closed until December 10, 2025.

4.98 out of 5 average rating, 232 reviews

A screened-in patio surrounds a inviting pool, which reflects the blue sky above. Lush greenery is visible beyond the pool area, complementing the serene waterfront view of the Banana River and the private dock in the background.

Home in Merritt Island

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 a sophisticated upscale split floor plan coastal home. 🏡 Close to Cocoa Beach, Port Canaveral & Kennedy Space Center. Disney & Orlando are 40 mins away. 🐠🚣‍♂️ Provided kayaks, fishing poles, beach chairs & pool toys. Send us a message about the ultimate getaway with your own private pool & dock!

An aerial view captures the resort-style pool surrounded by lush tropical landscaping. The outdoor area features a hot tub, lounge chairs under an umbrella, and a fire pit with seating, highlighting various relaxing spots in the serene backyard.

4.99 out of 5 average rating, 177 reviews

Coastal Scandinavian Retreat | Cocoa Beach, FL

Escape into a world of luxury with unprecedented accommodations featuring extraordinary amenities! Our exquisitely designed residence offers a panoramic backyard oasis with various settings including resort style pool with loungers, private hammock, sparkling hot tub, fire pit, kitchen & wet bar, and covered dining. All nestled in a canvas rich in the hues of its natural surroundings, our coastal paradise provides a grand living experience in a gorgeous Scandinavian environment.

Apartment in Port Canaveral

The modern kitchen features stainless steel appliances, including a refrigerator, stove, microwave, and dishwasher. White cabinetry provides ample storage, while a counter offers space for meal preparation. Soft blue walls create a calm atmosphere, complemented by a round mirror and accent decor.

4.96 out of 5 average rating, 159 reviews

2BR Beach Getaway/Pickleball

Welcome to our Beach Getaway! A modern 2 bedroom unit just a five minute walk from pristine ocean beaches and nestled between the iconic Cocoa Beach Pier and Port Canaveral. Able to sleep 5 guests, it features smart TVs, a full kitchen, laundry on premises, and a tranquil backyard with a newly installed pool within a gated quadplex on a quiet street. With two parking spots available, this apartment is a perfect place for families and guests with more than one vehicle.

4.99 out of 5 average rating, 162 reviews

A spacious patio area is surrounded by lush greenery and features a swimming pool with a refreshing blue tile border. Comfortable outdoor seating in navy and yellow is arranged nearby, along with a tiki hut, adding to the tropical environment.

Home in Port Canaveral

Gorgeous -Coco Beach House W/Private Heated Pool

This newly remodeled Vacation home is a short walk to the beach and minutes from the beach, downtown Cocoa beach and more! Dog Friendly home is located 1 mile from Port Canaveral, 2 miles from the Cocoa Beach Pier, Ron Jon's and the location makes day trips to Orlando attractions - Disney world, Universal Studios, or Kennedy Space Center easy. This beach home is beautiful inside and out!! A private resort atmosphere. Miniature golf, shopping and more close by!

A sandy pathway leads through lush greenery towards the beach. Wooden steps guide the way, framed by tall grasses and coastal plants, while the ocean glistens in the distance under a clear sky.

4.97 out of 5 average rating, 197 reviews

Little Piece of Heaven, pool/spa, steps to beach!

Tropical oasis just waiting for you to enjoy! 3 bed, 2 bath home, just steps to the beach, with a private heated pool, hot tub, and tiki bar set in tropical fenced in back yard. Pet friendly house by a dog friendly beach. Two of the bedrooms have king beds and TVs, 55 inch TV in living room, roku for streaming, and all the beach supplies you will need for your stay: Chairs, large popup tent umbrellas, towels, and toys!

4.94 out of 5 average rating, 162 reviews

A spacious swimming pool is visible in the foreground, surrounded by a tiled deck. A Tiki hut with a thatched roof and seating area is situated nearby, softly illuminated by colored lights. Lush palm trees frame the pool area, creating a relaxed outdoor environment.

Home in Cocoa

Tiki getaway

Rest, recharge, and unwind with your family and friends at your very own Tiki Getaway. Located in a quiet neighborhood just 8 minutes from Port Canaveral, this cozy retreat offers everything you need to relax, play, and connect. Take a walk, run or scenic drive down Indian River Drive to Cocoa Village, enjoy the private pool, or gather for game night. It’s all here, waiting for you.

Popular amenities for Port Canaveral rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 108 reviews

A heated pool is surrounded by a screened enclosure, featuring a gentle waterfall and lush tropical plants. The water reflects sunlight, creating a calming atmosphere. Stone accents outline the pool, enhancing the inviting outdoor space.

Home in Cocoa

Pool Oasis home with Extra large fenced in yard.

5 out of 5 average rating, 107 reviews

A serene backyard features a heated pool surrounded by lush palm trees. A safety fence encloses the pool area, and a lounge chair is positioned nearby. Soft sunshine reflects off the clear water, adding warmth to the inviting outdoor space.

Home in West Melbourne

Pool Home, Large 5 BDR Home 2 Masters 1 on 1st FL

A two-story beach-style home is set amidst lush greenery, featuring a wide driveway and a manicured front yard. The house boasts a balcony above the entrance, surrounded by tropical plants and trees, creating a serene and inviting atmosphere.

4.91 out of 5 average rating, 348 reviews

Riverfront Pool home, walk to beach

An outdoor living area features a comfortable sectional seating arrangement, set on a wooden deck. A shaded dining space with a table and chairs is visible, surrounded by lush greenery and palm trees. In the background, a heated pool glimmers under the sun.

4.88 out of 5 average rating, 208 reviews

Tropical heated pool home, easy walk to the beach!

4.93 out of 5 average rating, 118 reviews

A heated swimming pool is surrounded by well-maintained deck chairs and lush landscaping. The two-story condo buildings are visible in the background, featuring balconies and large windows. Clear blue skies enhance the serene atmosphere of the community space.

Home in Avon by the Sea

Ocean Front by Cocoa Beach Pier

Superhost

Home in Melbourne

4.87 out of 5 average rating, 157 reviews

Cozy Family Gem: Pool & Game Room 11 min to Beach

An aerial view showcases a tropical oasis featuring a spacious saltwater pool surrounded by palm trees and lush greenery. A hot tub sits alongside a wooden deck, complemented by outdoor seating under umbrellas. The area suggests a tranquil retreat for relaxation.

4.95 out of 5 average rating, 262 reviews

Exclusive Tropical Paradise | Cocoa Beach, Florida

Superhost

The home’s exterior is softly illuminated by decorative pathway lights, guiding the way to the entrance. Lush greenery and flower beds enhance the welcoming ambiance, while the porch features a cozy seating area visible through large windows.

Home in Rockledge

4.88 out of 5 average rating, 150 reviews

Beautiful 3/2 Home Heated Pool, Wifi, Golf Cart.

Condo rentals with a pool

4.94 out of 5 average rating, 17 reviews

A light blue living area features a comfortable recliner and a coffee table centered on a wood-style floor. A Smart TV is mounted on the wall, and there is direct access to the kitchen in the background. Natural light illuminates the space from the nearby window.

Condo in Port Canaveral

Oceanside Oasis - Private Beach & Rocket Launches

4.98 out of 5 average rating, 128 reviews

A spacious balcony offers ocean views with a rainbow arcing across the sky. Two chairs and a round table are positioned on the patio, overlooking sandy beaches and gentle waves. Lush greenery is visible, adding to the inviting coastal ambiance.

Condo in Cocoa Beach

Direct oceanfront + VIEWS in downtown Cocoa Beach!

4.86 out of 5 average rating, 224 reviews

A bright living area features a light gray sofa adorned with decorative pillows. A glass coffee table displays a decorative item. A wooden dining table for four is positioned nearby, and a vibrant piece of wall art adds a colorful accent to the space.

Condo in Canova Beach

Bright Beachy King Bed Condo · Half Mile to Beach

5 out of 5 average rating, 10 reviews

An aerial view of the beachfront condo complex showcases a large pool surrounded by lounge chairs and palm trees. The unit is highlighted with a red box, emphasizing its proximity to the beach and the Atlantic Ocean, which is visible beyond the property.

Condo in Port Canaveral

Ocean Views with Pool & Hot Tub!

4.95 out of 5 average rating, 178 reviews

A view of the harbor is showcased, featuring a marina with several boats docked. Lush green grass and trees frame the foreground, with sunlight casting gentle shadows. The water sparkles in the background, creating a serene setting, ideal for nature watching.

Condo in Melbourne

Harbor-View Oasis w/Pool in Heart of DT Melbourne

Condo in South Cocoa Beach

A spacious balcony features a large umbrella and outdoor seating arrangements. Green palms and tropical plants surround the area, while the blue water of the Banana River is visible in the background. The sky is clear with soft clouds, enhancing the outdoor setting.

4.86 out of 5 average rating, 377 reviews

Dolphin Bay, Apartment 202

4.97 out of 5 average rating, 33 reviews

A light-filled living room features a spacious sectional sofa with colorful throw pillows, inviting relaxation. A coffee table is positioned at its center, while large windows, adorned with sheer shades, allow views of the outdoor greenery.

Condo in Port Canaveral

2BR Condo | Pool | Beach Bargain | Walk to beach

4.87 out of 5 average rating, 182 reviews

A spacious living area is highlighted by large arched windows offering views of the ocean. A contemporary sectional sofa is paired with a simple wooden coffee table, and a modern light fixture hangs above. The room features neutral tones and warm wooden flooring.

Condo in Canova Beach

Beachfront Newly remodelled Condo with pool.

Other holiday rentals with a pool

4.95 out of 5 average rating, 21 reviews

The houseboat is illuminated by colorful LED lights, accentuating its modern design against the twilight sky. The upper deck is visible, featuring a shaded area, while the surrounding marina and masts of neighboring boats create a tranquil evening atmosphere.

Boat in Merritt Island

Kokomo Floating Bungalow

A serene outdoor space features a charming stock tank pool surrounded by a wooden deck. Two lounge chairs are positioned beside the pool, and a screened-in patio with a dining area is visible in the background, all set amidst lush greenery.

5 out of 5 average rating, 17 reviews

Cocoa Cabana with Pool by Beach

4.89 out of 5 average rating, 95 reviews

Home in Melbourne

Turquoise Waters pool home >2 mi to Arts District

An aerial view of a riverfront home surrounded by lush tropical trees. The pool is visible in the backyard, complemented by lounge chairs and patio seating. A wooden dock extends into the water, accommodating a boat, and the location provides access to the Banana River.

5 out of 5 average rating, 52 reviews

Riverfront Pool Home Near Beach 3 BR / 2 BA

A private backyard pool is surrounded by tropical landscaping, showcasing palm trees and green foliage. Comfortable lounge chairs and a shaded area are visible, along with the two-story house in the background. The serene water reflects the clear sky, inviting relaxation.

5 out of 5 average rating, 24 reviews

Mermaid Place

An aerial view captures a spacious outdoor area featuring a private pool, two pickleball courts, and a patio surrounded by palm trees. Loungers and umbrellas are positioned near the pool, with a dining table visible on the patio, all set in a well-manicured lawn.

5 out of 5 average rating, 20 reviews

Cocoa Beach Retreat | Pool, Pickleball & Palms

Guesthouse in Merritt Island

A spacious outdoor area features a well-maintained pool surrounded by a patio. A thatched umbrella provides shade over a seating area, while loungers and a barbecue station are visible. The backdrop includes the guesthouse with ample seating beneath a covered area.

5 out of 5 average rating, 89 reviews

Island Crib Escape

A bright and inviting living area is furnished with two large, blue sectional sofas arranged around a central coffee table. A brick fireplace stands against a white wall, and a large television displays a scenic beach view. Natural light filters through the windows, enhancing the airy atmosphere.