Family-friendly vacation rentals in Cortez

A serene backyard features a large saltwater pool surrounded by lush greenery and tropical plants. Comfortable loungers are positioned near the pool, inviting relaxation under clear blue skies.

4.98 out of 5 average rating, 180 reviews

Sunshine Retreat with heated saltwater pool

A beautiful 4 bedroom 2 bath home in a very quiet neighborhood in NW Bradenton. Quiet hours from 9pm to 7am. This ideal location is minutes away from the beautiful beaches of Anna Maria Island and IMG academy. Less than a mile to grocery stores, restaurants and shopping. The house has WIFI and cable TV. Fully stocked kitchen: Pots, pans, utensils, new stainless steel appliances, coffee maker, Keurig, etc.). New saltwater pool and privacy fenced in back yard. Two stall garage for parking.

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, 105 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, 129 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."

4.98 out of 5 average rating, 160 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!

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.

5 out of 5 average rating, 111 reviews

Sunrise Villa - Tropical 3 bedroom home with pool

Relax with the family at this tropical oasis. Sunrise Villa sits in the corner of a quiet cul-de-sac, just a quarter mile from Palma Sola Bay and 5 miles from the quaint island of Anna Maria and its sandy white beaches. Enjoy the tropical backyard paradise and the abundance of restaurants, beaches, and entertainment in close proximity. Lounge by the pool, take a bike ride along the bay, take a short bike/car ride over to the island, or take a short car ride to downtown Bradenton.

5 out of 5 average rating, 44 reviews

A bedroom is shown with lavender walls and natural light coming through the multi-pane window. A small white desk and chair are positioned in front of the window. A colorful piece of art is displayed on the wall, and a bed with a floral-patterned blanket is visible.

Townhouse in Cortez

Walk to Beach & Marina | Beach Supplies | Near IMG

Welcome to our classic Surf Lodge, just a quick stroll to Anna Maria Island's pristine beaches. Perfect for large families, our spacious retreat offers classic Florida vibes in a peaceful neighborhood. Centrally located, you're steps away from the beach and also have private personal boat storage space. Restaurants, coffee, recreational beach and close to IMG Academy . Experience the ultimate blend of comfort and convenience at our Surf Lodge. Has YouTube TV and high speed WiFi!

4.98 out of 5 average rating, 104 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.

4.98 out of 5 average rating, 59 reviews

A covered porch features wicker seating arrangements, including a white couch and two armchairs, inviting relaxation. Decorative pillows and a colorful throw add comfort to the space. Light streams through large windows, creating a bright and airy atmosphere, with an inviting view of the surroundings.

Cottage in Cortez

Seagull Cottage Cortez, Sleeps 6, Walk to Beach

Seagull Cottage! A charming family/pet friendly cottage in a unique neighborhood a combination of homes/mobile homes. Boat marina and our private beach side park on Palma Sola Bay it’s just 3 min walk, where you can Picnic, kayak, fish, swim or just sit and watch for dolphins/ manatees, plus it’s dog friendly. Seagull Cottage is Less than 2 miles to Anna Maria Island. One of our main focuses is to offer perfectly clean rooms to ensure you have a relaxed /comfortable holiday.

A cozy living area features a comfortable sofa adorned with coral-patterned cushions. A small dining area with wooden chairs is visible, alongside a well-equipped kitchen with light cabinetry and decorative items. Natural light enhances the welcoming feel of the open space.

4.92 out of 5 average rating, 48 reviews

Between the Tides AMI

Compact and efficient, yet cozy and cute! 1 Bed/1 Bath with Sofa Sleeper, and 2 child-size bunks, work area, dining for 4, and additional seating on Lanai or back patio. About a mile to bridge to AMI Gulf Coast beaches, Historic Cortez Fishing Village, and there is a public park a few blocks down for access to water, a grill, and a picnic area for fishing or sunsets. Landry room (complimentary washer/dryer) on site. Inside Sunny Shores/Sagamore Estates.

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, 331 reviews

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

4.99 out of 5 average rating, 115 reviews

Saltwater heated pool w/ massage chair + hot tub

Welcome to Citrus & Serena Stays, your private tropical oasis perfect for large families or groups! Near Bradenton’s attractions, including Anna Maria Island, this property features a screened-in heated saltwater pool, electric massage chair, fire pit, and more. With its playful orange-fruity décor, it’s ideal for an unforgettable vacation ☀Bradenton Beach - 12 Min ☀Riverwalk - 10 Min ☀Anna Maria Island - 12 Min ☀IMG Academy - 10 Min

A cozy living area features a gray futon with checked throw pillows. A rustic coffee table sits in front, complementing the light wood flooring. Natural light filters through multiple windows, framed with light curtains, highlighting the simple decor.

4.9 out of 5 average rating, 31 reviews

BlueMoon by the Bay

Come stay and enjoy this newly renovated one bedroom one bath stylish beach base camp only 1.2 miles from beautiful Anna Maria Island and only steps away from your own beach by the bay. It offers a queen sized bed, a queen futon, washer and dryer, 2 separate parking spots, screened in lanai, grill, beach chairs. Bring your fishing poles. Located at Parrot Cove Marina. Only 10 minute drive to IMG Academy! Cortez Fishing Village

Popular amenities for Cortez family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.85 out of 5 average rating, 105 reviews

A swim spa is set against a clear blue sky, bordered by a spacious outdoor area featuring patio furniture and shaded by an orange umbrella. Lush greenery adds a touch of nature, while a clean, white fence defines the perimeter of the yard.

Home in Largo

Mobility accessible home swim jacuzzi near beach

4.98 out of 5 average rating, 129 reviews

A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.

Apartment in Bradenton

Sweet Retreat at Shorewalk!

4.93 out of 5 average rating, 122 reviews

Home in Holmes Beach

The Peachy Beach House, steps to the gulf

4.97 out of 5 average rating, 126 reviews

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

Condo in Bradenton

A&A's Paradise near IMG & Anna Maria beaches

A spacious outdoor area is presented, featuring stylish wicker seating around a wooden coffee table. Lush, green turf is visible, along with palm trees and a vibrant blue sky. A cornhole setup is positioned on the lawn, providing a fun area for outdoor activities.

4.96 out of 5 average rating, 169 reviews

Spa+Pool+Yard Games+2 Master+Upscale Area+Spacious

Apartment in Indian Beach-Sapphire Shores

The enclosed pool area is surrounded by lush greenery and tropical plants, with vibrant purple lighting creating a serene ambiance. A spacious swimming pool reflects the colors overhead, while a decorative wall clock adds a charming touch. Comfortable seating is present along the edges.

4.96 out of 5 average rating, 178 reviews

ROYS PLACE Romantic, Private, Paradise!

An outdoor space is featured, showcasing a hot tub and a dining area with a table set for guests. Light fixtures hang from the wooden ceiling, and greenery is present, adding a natural touch. A relaxed atmosphere is created by the open layout.

4.91 out of 5 average rating, 170 reviews

Extra large 3 bedroom home with Hot Tub near AMI

4.91 out of 5 average rating, 203 reviews

Home in South Bradenton

Spring into adventure*HTD Pool*Hot Tub*Fire Pit

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 15 reviews

A private pool is enclosed by a safety fence and framed by lush tropical landscaping. Colorful pool floats rest on the surface of the clear water, while a wooden deck leads to the pool area, creating an inviting outdoor space for relaxation.

Home in Memphis

Designer 2BR Retreat w/ Private *Heated* Pool!

An aerial view captures a private pool surrounded by lush palm trees and vibrant greenery. White lounge chairs frame the pool area, while a rustic wooden staircase leads to a treehouse nestled among the foliage. An outdoor kitchen is visible nearby, enhancing the oasis-like setting.

4.94 out of 5 average rating, 170 reviews

Private Heated Pool, Fire Pit & Outdoor Kitchen

4.88 out of 5 average rating, 57 reviews

A light-filled living area is furnished with a curved sectional sofa adorned with colorful cushions. A round coffee table rests on a floral-patterned rug, surrounded by decorative plants and coastal-themed artwork. Large sliding doors lead to an outdoor space, framed by sheer curtains.

Condo in Cortez

J&J Island Time

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, 69 reviews

NEW! Casa Corallo ● At Anna Maria Island Beaches

5 out of 5 average rating, 7 reviews

Home in Holmes Beach

Pool, Bikes & BBQ Included! 2min to Beach!

4.98 out of 5 average rating, 161 reviews

A tranquil outdoor area features a swimming pool surrounded by lush palm trees and tropical plants. Two loungers invite relaxation beside the water, and a dining table is set for outdoor meals. Sunshine brightens the scene, enhancing the inviting ambiance.

Home in Holmes Beach

Captain's Quarters at Spinnakers Vacation Cottages

4.85 out of 5 average rating, 20 reviews

Canal front & private boat dock! 3minutes to beach

Superhost

4.83 out of 5 average rating, 6 reviews

2/2 pool home close to beach!

Family-friendly home rentals with a pool

Superhost

5 out of 5 average rating, 3 reviews

Heated Pool Retreat Near IMG & Anna Maria Island

5 out of 5 average rating, 15 reviews

Bradenton Pool Home Minutes to IMG & Beaches

4.91 out of 5 average rating, 35 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.

Vacation home in Cortez

Manatee Manor

Home in Gulf Gate Estates

4.97 out of 5 average rating, 264 reviews

Your private retreat near Siesta Key Beach.

A large heated saltwater pool is enhanced by colorful floating rings. A waterfall feature adds a calming effect while lounge chairs are positioned nearby. The patio area is visible, furnished with multiple seating options, and surrounded by lush greenery and sunny skies.

5 out of 5 average rating, 72 reviews

Heated Pool | Game Room | Arcade | Sleeps14 | BBQ

A vibrant outdoor space features a heated saltwater pool surrounded by comfortable lounge chairs. Colorful shade sails provide protection from the sun, while an umbrella-shaded dining area accommodates eight. Lush palm trees complete the tropical ambiance, creating a perfect relaxation spot.

4.99 out of 5 average rating, 126 reviews

Pickleball, Game Room, Heated Pool, 4 Min to Beach

A serene backyard is viewed from above, featuring a well-maintained lawn that gently slopes toward a tranquil pond. Nearby, two cornhole boards are positioned on the grass, surrounded by lush greenery and flowering plants. A white fence outlines the property.

5 out of 5 average rating, 80 reviews

Close to IMG + Pool + Outdoor Kitchen & Projector!