Family-friendly vacation rentals in Cortez

An inviting outdoor lanai is shown, featuring comfortable seating with colorful cushions. A wooden coffee table holds glassware, while a heated pool glistens in the background, surrounded by lush greenery. The screened area offers a seamless connection to the tranquil outdoor environment.

5 out of 5 average rating, 110 reviews

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

Enjoy easy living in this updated tropical home! Your private screened lanai is perfect for seamless indoor/outdoor relaxing, with a heated pool and covered dining/lounge area with a 58" outdoor TV! The interior of the home is bright and open with cheerful coastal decor and plenty of room to spread out. We provide everything you need with a well-stocked kitchen, gas grill, game room, beach gear, towels, EV Charger! In a quiet neighborhood with quick access to AMI beaches IMG, parks, and trails!

An inviting entrance displays turquoise walls accented by a vibrant orange door. Two orange chairs are positioned at a small round table, enhancing the outdoor seating area. Decorative elements, including shells and a colorful wall sculpture, create a welcoming atmosphere.

4.98 out of 5 average rating, 112 reviews

Cortez Lighthouse Cottage / Entire Cottage

Entire Lighthouse Cottage 2 Bedroom 2 Bath, Full Kitchen with LOTS OF EXTRAS. Very Tropical , Spacious & Relaxing . Historical Cortez Fishing Village 1 1/2 miles away. 2 Miles From Gulf Of Mexico, Beautiful Beaches, 🏖🏝Shopping, Restaurants, Golf, Fishing, Boating, Jet Ski, Fishing Charters, Dolphin Sight Seeing Tours & Much More. Come Join The Fun In The Sun (WE DO REQUIRE A $75.00 PET FEE . LIMIT 2 PETS ) HUGE FIELD FOR KIDS & PETS TO RUN & PLAY.

4.85 out of 5 average rating, 135 reviews

Cottage in Cortez

Ty's Canal Cottage

"Welcome to Ty's Cottage in Historic Cortez Fishing Village, which is one of Florida's last working fishing villages. Located within walking distance to well known Starfish, Swordfish, Tide Tables Restaurants and Tyler's Homemade ice cream. A short 1.3 mile walk to Anna Maria Island with gorgeous beaches. Short driving distance to beautiful golf courses such as IMG Academy Golf and Manatee County Golf Course. Local fishing charters for outstanding fishing. Outdoor sitting area on canal."

4.96 out of 5 average rating, 25 reviews

Canal Retreat: Heated Pool • Dock • Kayaks • Bikes

Wake up to canal views, explore the mangroves on a kayak, and unwind in your private pool after a beach day on Anna Maria Island. Or, explore the neighborhood on bike.Your perfect Gulf Coast getaway starts here! Why you’ll love it: Private dock for fishing and mooring your boat Use of one tandem kayak and two bicycles included for your stay Heated, sparkling screened pool 3 sleep spaces: 2 spacious bedrooms and 1 cozy bunk room Fully stocked kitchen 5 min to shops, dining & IMG Academy

Place to stay in Bradenton

4.96 out of 5 average rating, 67 reviews

Seas The Day By The Bay

Location near historic Cortez Fishing Village and only 1.2 miles away from Bradenton Beach on Anna Maria Island! Our dog friendly (with fee) remodeled one bed/one bath mobile home sleeps 5 people comfortably! 2 full size beds (one in private bedroom and one in common area), one full futon (living room) Comes with full size washer and dryer, small gas grill, and private fenced in patio and yard. Beach chairs, umbrella and toys for you to enjoy. Come “ Seas The Day” at our beach base camp.

5 out of 5 average rating, 11 reviews

Home in Cortez

Beach Retreat! Paddleboards, Bikes, & Beach Gear!

Bradenton / Anna Maria Island Beach Retreat! From the moment you arrive you feel vacation set in! This property is LOADED with amenities to take your stay at the beach to the next level. Stunning decor and furnishings are just the start! 6 beach chairs, 2 beach wagons, Paddleboards, 4 bikes, Cold Plunge, Ping Pong Table, Ice Maker, and Beach Umbrellas this property has everything you need to get the MOST out of your vacation. A 15 minute walk from front door to the sandy white beach!

4.98 out of 5 average rating, 109 reviews

Home in Sarasota

Pool, Shuffleboard, EV charg, Near beach, UTC mall

Welcome to Vistalodgings Villa Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀ Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

4.94 out of 5 average rating, 18 reviews

The exterior of a cozy bungalow is presented, featuring a white facade and a metal roof. A screened patio is visible, surrounded by lush green grass and landscaped borders. Palm trees gently sway nearby, and a picket fence outlines the property, enhancing the welcoming atmosphere.

Home in Cortez

Historic Bungalow 1 mi from Anna Maria Island

This cozy bungalow is within the last working fishing village in Florida, walking distance to 4 waterfront restaurant bars full of "salty dogs”, delicious fresh seafood, and just 1 mile to the Gulf of Mexico/America on Anna Maria Island. Built in 1910, it has been completely remodeled without sacrificing the historic charm. Bring your dog and lounge in the screened patio, screened porch or the yard. (Dog size, type and number are need approval). Read more in "the space" section.

4.98 out of 5 average rating, 109 reviews

Cottage in Bradenton

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

This waterfront home with a private dock and boat slip is the perfect place to get away. Grouper Cottage is an ideal cozy place to unwind and enjoy sunsets and dolphins. You will fall in love with this refurbished historic cottage—set in a private, tranquil setting, with picturesque palm trees and mangroves surrounding the property's shoreline. Cortez dockside cottages is nestled on an acre with a compromise of old Florida with the historical background a laid back Island vibe.

4.93 out of 5 average rating, 28 reviews

A modern kitchen boasts a large island with seating for six, featuring sleek black stools. Natural light is welcomed through sliding glass doors that offer views of the outside greenery. Stainless steel appliances and light cabinetry create a bright and functional cooking space.

Apartment in Bradenton

Modern Coastal Quiet & Comfy

Escape to Serenity: Modern Coastal Retreat Just 2 Miles from the Beach! Nestled in a tranquil neighborhood, this stylish and cozy home is perfect for your family getaway. With 2 bedrooms, 3 beds, and 1 bath, it comfortably hosts up to 6 guests. Enjoy the best of both worlds-close proximity to Anna Maria Island and Longboat Key, with the vibrant Sarasota area nearby for endless adventures. Unwind in peace and make unforgettable memories in this inviting space!

4.95 out of 5 average rating, 22 reviews

An aerial view captures a modern three-level home featuring multiple balconies and a sparkling heated pool on the lower level. The surrounding landscape includes lush greenery, with the bay visible in the background, creating a serene ambiance during dusk.

Home in Cortez

Bayview Pointe! Luxury home! Near Anna Maria isle!

Welcome to Bayview Pointe, your home away from home, a brand new gorgeous three-level vacation home in an exciting new eco-friendly community that connects luxury with sustainable living. - Less than a Mile to World Class Beaches of Anna Maria Island - Gorgeous Bay View - Private Heated Pool - Elevator for easy access to different home levels - Tesla Charging Station - Close to Restaurants and Activities - Boat Launch Facility with Bay access

5 out of 5 average rating, 13 reviews

Rustic Coastal Escape| Pool | Fire Pit

Welcome to Rustic Coastal Escape, a charming 3-bedroom, 2-bath retreat inspired by relaxed beach living and vintage coastal style nestled in historic Cortez village. Thoughtfully decorated with rustic touches and coastal décor throughout, this home offers a warm, inviting atmosphere perfect for families, couples, and friends looking to unwind near Florida’s Gulf Coast. The beach is just a 2 minute drive or just a 15 to 20 minute walk away.

Popular amenities for Cortez family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.97 out of 5 average rating, 115 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

4.96 out of 5 average rating, 205 reviews

A spacious bedroom features a large bed with striped bedding, complemented by two nightstands with lamps. Sliding glass doors open to a private backyard with a plunge pool. Natural light floods the room, highlighting the warm wooden ceiling and inviting decor.

Home in Holmes Beach

Be an AMI

The outdoor area features a spacious swimming pool surrounded by lush tropical plants and shaded by a screen enclosure. A hot tub is positioned beside the pool, and the bright blue water reflects the clear sky above.

4.91 out of 5 average rating, 115 reviews

Exquisite modern home with pool - 10 min to beach

4.86 out of 5 average rating, 101 reviews

A view of the beach is presented, with turquoise waters stretching into the distance. Several parked cars are visible in the foreground, alongside a lush green landscape. Umbrellas and beach chairs can be seen near the shoreline, indicating a vibrant beach atmosphere.

Home in Holmes Beach

B100 step to the sugar sand gulf front view & pool

A screened-in heated pool area is highlighted by a vibrant mural and a spacious stone patio. Lounge seating is provided beside the pool, complemented by ceiling fans. The glow of sunset creates a warm ambiance, enhancing the inviting atmosphere of the outdoor space.

4.89 out of 5 average rating, 152 reviews

Sleeps 12 | Pool, Game Room Fun & Hot Tub

4.92 out of 5 average rating, 144 reviews

A mid-century structure is set among lush palm trees, showcasing a combination of wooden accents and large glass windows. A curved gravel driveway leads to the front entrance, inviting natural light into the living areas and offering a serene outdoor landscape.

Home in Saint Armands

St Armand's Mid-Century Oasis

An outdoor space features a newly constructed pickleball court, complemented by a heated pool and a raised deck. Surrounding tropical foliage provides a natural backdrop, while a vibrant sunset casts a warm glow over the setting.

4.99 out of 5 average rating, 90 reviews

Cottage w/ Pickleball Outdoor Oasis 2 mi to Beach

A spacious outdoor area features a sparkling pool surrounded by concrete and decorative grass. A hot tub is integrated into the pool's design. Adjacent structures include an outdoor grill/bar area, offering a perfect space for relaxation and entertainment under clear blue skies.

4.78 out of 5 average rating, 102 reviews

3BR/2BA Private Oasis: Pool, Hot Tub, Dining

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 112 reviews

Home in Bradenton Beach

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

A bright and spacious retreat features a heated pool within a screened enclosure, allowing for outdoor enjoyment. The living area showcases modern decor with ample natural light. The kitchen offers sleek cabinets and countertops, while a cozy sleeping area presents a well-dressed spacious bed for comfort.

4.92 out of 5 average rating, 66 reviews

Pets Are Welcome/ Heated Pool/ Close to AMI

4.92 out of 5 average rating, 197 reviews

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

The living area features a sectional sofa and armchairs in calming tones, complemented by a wooden dining table with high chairs. A built-in television unit is accented by decorative shelves. Natural light filters through large windows, and a ceiling fan adds to the comfort.

4.93 out of 5 average rating, 74 reviews

NEW! Casa Corallo ● At Anna Maria Island Beaches

The private pool is enclosed within a spacious lanai, featuring a smooth surface and surrounded by tropical landscaping. Comfortable lounge chairs are positioned beside the pool, with natural light streaming through the screened roof.

4.96 out of 5 average rating, 47 reviews

A Rare Coastal Find minutes from Anna Maria & IMG!

4.78 out of 5 average rating, 46 reviews

Oceanfront | Pool, Dock & Boat Lift Near AMI & IMG

4.97 out of 5 average rating, 105 reviews

A private heated pool features a waterfall, surrounded by lush tropical landscaping and palm trees. Seating options include teal lounge chairs and white sunbeds, while the pool deck is complemented by a well-maintained lawn area. Colorful plants enhance the tranquil outdoor space.

Home in Holmes Beach

Salty Harbor AMI pool retreat near the Beach

A spacious living area is connected to the kitchen, featuring a large sectional sofa with plush cushions. A wooden coffee table is centered in the room, and bar stools are positioned at the kitchen counter. Bright windows provide an abundance of natural light.

4.94 out of 5 average rating, 18 reviews

Reeltime Villas The Floridian

Family-friendly home rentals with a pool

5 out of 5 average rating, 29 reviews

Villa in Bradenton

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

A green outdoor putting area is featured on a well-maintained artificial turf surface, complete with two holes and flags indicating the target. In the background, a screened enclosure is visible, with a portion of the backyard showcasing landscaping under a clear blue sky.

4.74 out of 5 average rating, 414 reviews

Vacation home heated pool Turf yard putting green

A screened-in pool area is shown, featuring a clear blue pool with sunlight reflecting off its surface. Lush greenery surrounds the space, including palm trees and other tropical plants visible through the screens.

5 out of 5 average rating, 28 reviews

Luxury Coastal Getaway, minutes from AMI!

An illuminated pool radiates a tranquil blue hue under a night sky, surrounded by lounge chairs and palm trees. A cabana offers shaded seating in the background, while vibrant outdoor décor enhances the relaxing ambiance of the outdoor space.

5 out of 5 average rating, 9 reviews

Luxurious Canal Home~Pool~Dock~Games~Mins to Beach

4.96 out of 5 average rating, 49 reviews

Heated Pool, 5 miles to the Beach, Sleeps 8

5 out of 5 average rating, 3 reviews

Condo in Holmes Beach

Direct Beach Access & Pool | 2B Full Oceanview

A heated pool is framed by lush tropical landscaping, with paver stones surrounding the water. Comfortable lounge chairs are positioned nearby, providing a serene space for relaxation. The scene is brightened by scattered sunlight and complemented by vibrant palm trees, creating a welcoming outdoor atmosphere.

5 out of 5 average rating, 13 reviews

Water Lovers Dream • Dock & Pool • Near AMI & IMG

An inviting exterior view of Sunrise Villa showcases a well-maintained landscape featuring lush greenery and vibrant plants. A spacious driveway leads up to a garage, with decorative stone detailing accentuating the garden area. The home is framed by palm trees, contributing to the tropical ambiance.