Family-friendly holiday rentals in Cortez

A three-level coastal villa is showcased, featuring a light grey exterior and multiple balconies with white railings. Lush green landscaping surrounds the property, and a paved driveway leads to the private garage. Palm trees add a tropical touch to the inviting entrance.

5.0 out of 5 average rating, 19 reviews

Coastal Luxe Villa! Near AMI

Welcome to Coastal Luxe Villa, your perfect Florida escape—nestled in historic Cortez and just minutes from the sandy shores of Anna Maria Island. This spacious three-level coastal retreat combines modern comfort with beach-town charm, offering stunning bay views and endless amenities for unforgettable memories. Private garage with a bonus table tennis setup Sparkling heated saltwater pool with outdoor seating, dining, firepit table, and gas grill Convenient elevator access to all three floors

5.0 out of 5 average rating, 15 reviews

Gorgeous bay view, 2/2 house, boat ramp & dock

Beautiful, fully updated & spacious 2 bedroom, 2 ba unit. Peaceful & safe. 2 mi. to Bradenton Beach/Anna Maria Island, easy to drive or bike. Enjoy gorgeous views of Sarasota Bay! Waterfront just steps from house. Fish off dock, watch dolphin and manatee, plus sunsets on the bay. We have a deeded boat ramp and dock with truck and trailer parking. Great for fishing, kayaking, jet skis, boat trips to Jewfish & Longboat, AMI, etc. Separate attached studio apartment available to rent as well

4.98 out of 5 average rating, 114 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, 137 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."

A charming exterior view of the bungalow is presented, featuring a wooden walkway leading to a brightly colored entrance. Lush palm trees surround the property, and a privacy fence encloses the spacious yard, creating a tranquil atmosphere.

4.78 out of 5 average rating, 128 reviews

The "Love shack" Bungalow

The "Love Shack" Bungalow is the Perfect Place for a Couples Getaway! It's also great for someone who is looking for a Nice Peaceful Relaxation Spot. Approx 1.5 Miles to the Beach. It's Very Secluded with a Privacy Fence Surrounding it. Beautifully Updated Inside with Granite Counters & Blue Colorful Epoxy Floors. Super-Fast Wi-Fi & 50" Smart TV with Free Movies & Apps. There's a Large Screened in Lanai with a Table, A Gas BBQ Grill, Washer & Dryer & a Big Fenced in Yard. We are Pet Friendly!

4.98 out of 5 average rating, 184 reviews

A spacious living area features a light-colored sofa against a vibrant tropical leaf mural. A sleek white entertainment unit holds a flat-screen TV, complemented by a decorative lamp and a colorful area rug underfoot. Natural light filters through window blinds.

Condo in Bradenton

KING Bed + AMI Beaches + Beach Gear!

🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

5.0 out of 5 average rating, 20 reviews

1918 Historic Cottage • Walk/Bike to AMI Beaches

Wake up in a piece of Florida history — this cozy 1918 cottage is listed on the National Register of Historic Places. Stroll to nearby dockside seafood restaurants on Sarasota Bay, bike to AMI's sugar-sand beaches, or kayak through the mangroves in the peaceful nature preserve right across the street - kayaks, beach gear and bikes included. Authentic "Old Florida" charm — your one-of-a-kind Gulf Coast escape awaits. One of Florida's last working fishing villages — a truly rare find.

4.98 out of 5 average rating, 114 reviews

Cottage in Cortez

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.

An outdoor pool area is enclosed with a screened lanai, featuring a clear blue pool with a sun shelf. Comfortable seating is provided nearby, along with a barbecue grill. Lush palm trees and a canal view are visible in the background.

5.0 out of 5 average rating, 68 reviews

3BR/3BA + Waterfront! Hot tub + Pool + Beaches!

🌊🌴Welcome to Kingston’s Hideaway, a beautiful waterfront oasis just 2 miles from the pristine Gulf beaches of Anna Maria Island! Whether you're seeking relaxation, adventure, or a bit of both, this home offers a tranquil and luxurious escape for your next vacation! Waterfront Canal: Direct access for boating and paddleboarding-(1 paddle board available for use) Private Dock: Conveniently dock your boat right at the house (27 ft max) Pool & Hot Tub: Relax and rejuvenate.

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.

4.96 out of 5 average rating, 25 reviews

Bayview Pointe! Luxury Villa near Anna Maria isle!

Welcome to Bayview Pointe - A Private Gated Luxury Resort Residence on Florida’s Gulf Coast, just minutes from world-famous sandy shores of Anna Maria Island. From the moment you arrive, Bayview Pointe feels like a private boutique resort. The home’s airy coastal design, sweeping bay views from multiple levels, sparkling heated saltwater pool, convenient elevator access to all three floors, private garage and elevated amenities create an atmosphere of effortless luxury.

A well-maintained front yard features lush green grass and a large agave plant. The house, showcasing a contemporary design, is flanked by palm trees. A driveway leads to a two-car garage, with additional landscaped areas adding to the outdoor appeal.

4.99 out of 5 average rating, 101 reviews

Dockside Dreams - Pool, Spa & Waterfront Dock

Welcome to Dockside Dreams - Your Waterfront Paradise! Escape to our home nestled along the serene waters, less then 3 miles from Bradenton Beach. This is not just a vacation; its an aquatic adventure waiting for you! - Private Boat Dock - Dolphin and Manatee Sighting! - Close to the Beach! - Fully Equipped Kitchen - Outdoor Oasis: Soak up the sun on your deck or cook out by the water! Stays of 28+ Days welcome on request!

A bright kitchen is showcased, featuring modern cabinetry and appliances. A small dining area with two wooden stools is positioned next to a white countertop. Natural light fills the space through a nearby door and window, creating an open atmosphere.

4.99 out of 5 average rating, 152 reviews

Tranquility on the bay.

Tucked away from the hustle and bustle, my mobile home is located in a very unique neighborhood right on the bay with a little beach 2 min. down the road from my house, where you can sit and enjoy the views or fish. The homes are a combination of mobile homes like mine and houses with the most wonderful people of all walks of life. Very quiet, very safe and friendly. 5 min. to Bradenton beach and 10 min. to AMI.

Popular amenities for Cortez family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An aerial view captures a serene private pool encompassed by a stone patio, with several lounge chairs arranged nearby. Lush greenery and tropical plants border the scene, while a dark pond reflects the surrounding nature, enhancing a tranquil outdoor space.

5.0 out of 5 average rating, 141 reviews

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG

A spacious patio is highlighted by a heated pool, surrounded by a decorative stone border. Comfortable outdoor seating is arranged nearby, beneath string lights that create a soft glow. A serene water view and lush greenery are visible in the background, enhancing the outdoor ambiance.

4.96 out of 5 average rating, 148 reviews

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

An aerial view captures a kidney-shaped pool surrounded by lush greenery and vibrant landscaping. Lounge chairs are positioned nearby, while an umbrella offers shade. The pool design includes a spa area, contributing to a serene outdoor atmosphere.

4.92 out of 5 average rating, 355 reviews

Palm Retreat Gold: Luxury Edition of #1 Rental

4.82 out of 5 average rating, 102 reviews

An outdoor dining area is set with a glass table and six blue chairs, shaded by a blue umbrella. In the background, a swimming pool with surrounding tropical plants invites relaxation, while a spa is visible nearby, offering a serene ambiance.

Home in Holmes Beach

Private pool, only two blocks .3 miles from beach!

A sunny backyard area features a heated, enclosed pool surrounded by a patio. Colorful inflatable floats are placed in the water, and seating options include bright lounge chairs and a large umbrella providing shade. Palm trees and garden greenery are visible in the background.

4.98 out of 5 average rating, 106 reviews

Hot Tub, Heated Pool, Fire Pit, Games, EV, FUN!

4.97 out of 5 average rating, 210 reviews

A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.

Condo in Bradenton

Luxury 3/3 Margaritaville Resort

4.98 out of 5 average rating, 170 reviews

Near Downtown &Beach! Games! Private Pool! Hot Tub

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.

4.98 out of 5 average rating, 98 reviews

Cottage w/ Pickleball Outdoor Oasis 2 mi to Beach

Family- and pet-friendly home rentals

An aerial view captures a tranquil heated pool surrounded by lush tropical greenery. Two white lounge chairs are positioned beside the water, and steps lead up from the pool area. A variety of palm trees and tropical plants create a serene atmosphere.

4.94 out of 5 average rating, 183 reviews

Big Backyard Pool Retreat Near IMG Academy, Beach

4.98 out of 5 average rating, 111 reviews

Home in Bradenton Beach

Walk to it all! Restaurants + Heated Pool +Beach!

4.97 out of 5 average rating, 112 reviews

The exterior of the beach house is depicted, showcasing a blue structure with a metal roof surrounded by tropical landscaping. A gravel driveway leads to the entrance, flanked by palm trees and vibrant foliage, emphasizing the inviting coastal atmosphere.

Home in Longboat Key

Beautiful Beach House

Superhost

An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.

Home in Sarasota

4.94 out of 5 average rating, 108 reviews

Retreat by the Bay-Heated Saltwater Pool

A screened enclosure surrounds a private swimming pool, providing a sunny outdoor space. Comfortable seating is visible alongside a dining area with a table and chairs. Lush greenery and palm trees can be seen in the background, enhancing the tropical atmosphere.

4.97 out of 5 average rating, 36 reviews

“Topside” luxury home in Cortez Village

4.95 out of 5 average rating, 74 reviews

Place to stay in Cortez

Seas The Day By The Bay

Superhost

4.87 out of 5 average rating, 15 reviews

Canalfront! Pool, Dock, Near Anna Maria Island

A spacious bedroom showcases a large bed with a light-colored quilt, surrounded by vibrant botanical wallpaper. A ceiling fan is positioned above, while a window offers natural light. A bench is placed at the foot of the bed, and a vanity area is furnished with a chair and greenery.

4.89 out of 5 average rating, 57 reviews

Near IMG & Beach. Free Beach Supplies & Boat Space

Family-friendly home rentals with a pool

An inviting outdoor pool area features upgraded lounge chairs set beside a clear, private pool. A dining space is positioned under the screened enclosure, allowing for enjoyable gatherings. The sunset sky in the background adds a tranquil ambiance, enhancing the outdoor relaxing experience.

4.94 out of 5 average rating, 124 reviews

Tropical Getaway: Pool, Putting Green,Near Beaches

4.94 out of 5 average rating, 171 reviews

Three blue Adirondack chairs are positioned on a grassy area overlooking a tranquil canal. The chairs face the water, enhancing the serene environment. A white picket fence borders the space, with greenery and trees visible in the background.

Cottage in Bradenton

Waterfront Retreat• Private Pool• Golf• Ping Pong!

5.0 out of 5 average rating, 10 reviews

The Lazy Turtle ~ Canal-Front Retreat

4.97 out of 5 average rating, 31 reviews

Canal Retreat: Heated Pool • Dock • Kayaks • Bikes

The outdoor area features a large screened-in private pool surrounded by concrete flooring. Bright blue water is visible, with a floating inflatable in the shape of a donut. Two colorful lounge chairs are positioned nearby, with lush greenery and a lake view beyond the pool.

5.0 out of 5 average rating, 5 reviews

Tropical Reef - Large Heated Pool, 3 Miles to AMI

4.88 out of 5 average rating, 48 reviews

The image showcases a saltwater pool surrounded by a manicured grassy area. Two aqua-colored loungers are positioned near the pool, while a bright umbrella adds shade. The duplex structure features multiple balconies and a spacious outdoor area, creating an inviting atmosphere for relaxation.

Holiday home in Cortez

Manatee Manor

4.98 out of 5 average rating, 59 reviews

Heated saltwater CAGED pool ! NEW ! CLEAN !

A vibrant lawn is showcased at sunset, featuring a putting green with flags positioned at the holes. The home is visible to the left, framed by tropical palm trees and well-maintained landscaping. Soft lighting highlights the outdoor space, creating an inviting atmosphere for leisure.