Family-friendly holiday 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!

4.84 out of 5 average rating, 25 reviews

Home in Cortez

Canal front & private boat dock! 3minutes to beach

Nestled right over the Cortez bridge less than a mile from AMI you will find the Cortez Chateau! This 3 bed/2 bath is a canal front home with dockage for a boat! This home was designed by its builder with a unique layout. The 2 guest rooms share a full bathroom and have separate entrances. They do not connect to the living room/kitchen as the master bedroom does. Great for couples or teens! Walking distance to great restaurants such as Seafood Shack & Tide Tables! Less than a mile AMI beaches!

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, 111 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, 134 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.

4.76 out of 5 average rating, 115 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!

Superhost

A spacious living area features a large sectional sofa in a neutral tone and decorative throw pillows. Natural light filters through the window, illuminating a coffee table adorned with a small potted plant. A piece of artwork adds color to the wall.

4.83 out of 5 average rating, 137 reviews

The Shell House-Near Beach-Enclosed Private Pool

This beautifully decorated Cortez home is just minutes to Anna Maria Island and the gulf beaches. Not feeling the sand today, no problem! Relax out back at the large private pool or take a nap on the large comfortable outdoor sectional in front of the pool TV. We are located close to the Cortez Fishing Village, beach shops, several restaurants, live music, boat & jet ski rental shops! We pride ourselves on the guest experience, so let us help you fall in love with the place we call home!

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!

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, 116 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.

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.

4.95 out of 5 average rating, 192 reviews

Home in Bellevue Terrace

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

4.97 out of 5 average rating, 147 reviews

The bedroom features a spacious bed with decorative pillows and a light blue throw. An accent bench sits at the foot of the bed, while a round mirror reflects soft lighting from a chandelier. A patterned wallpaper adds a coastal touch, enhancing the serene ambiance.

Condo in Bradenton

KING Bed + Anna Maria Island Beaches + Beach Gear!

⚓️🦩Welcome to the Coastal Flamingo! Your nautical 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 coastal escape!

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

5 out of 5 average rating, 13 reviews

Stunning Water Views, Boat Dock & Heated Pool/Spa

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.

4.96 out of 5 average rating, 114 reviews

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

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, 114 reviews

Exquisite modern home with pool - 10 min to beach

A private pool area is surrounded by palm trees and shaded by umbrellas. The inviting water reflects blue skies, while a colorful float adds a playful touch. Comfortable seating is arranged around the pool, creating a relaxed outdoor atmosphere.

4.87 out of 5 average rating, 174 reviews

Spring is in the air - HTD Pool*Hot Tub*Game RM

A comfortable living area features a sectional sofa and a coffee table on a patterned rug. A large flat-screen television is mounted on a wood-accented wall. Natural light filters through sheer curtains, and a decorative plant adds a touch of greenery to the space.

4.98 out of 5 average rating, 139 reviews

Beach House with jacuzzi near AnnaMariaIsland

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

4.96 out of 5 average rating, 120 reviews

Near AMI-Heated Pool-Hot Tub-Game Room-Putting G

4.98 out of 5 average rating, 163 reviews

Pool, Hot Tub, Fun Games Near Downtown/River/Beach

Family- and pet-friendly home rentals

Townhouse in Longboat Key

A spacious bedroom features a large bed with white linens and decorative pillows. A comfortable green bench is positioned at the foot of the bed. Natural light fills the room through multiple windows adorned with bamboo shades, while a television and dresser complete the space.

4.84 out of 5 average rating, 44 reviews

Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse

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.

4.94 out of 5 average rating, 63 reviews

Pets Are Welcome/ Heated Pool/ Close to AMI

4.89 out of 5 average rating, 61 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 Bradenton

J&J Island Time

4.86 out of 5 average rating, 28 reviews

Sea Breeze A 2b2b close to IMG and 6 min to BEACH

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.

4.93 out of 5 average rating, 15 reviews

Reeltime Villas The Floridian

4.91 out of 5 average rating, 79 reviews

FreeHeatdPool•5 min AMI•Hot Tub•FirePit•FullKitchn

Superhost

4.87 out of 5 average rating, 52 reviews

Tropical Oasis Heated Hydrotherapy Swim Spa

Family-friendly home rentals with a pool

Superhost

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, 411 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, 27 reviews

Luxury Coastal Getaway, minutes from AMI!

A vibrant mural depicts a scenic tropical landscape, featuring palm trees, ocean waves, and a vintage car. The entrance is framed by a charming green door, with a decorative mat welcoming guests. Sunlight brightens the exterior, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 58 reviews

5 mi to AMI, Heated pool, Hot tub,

A tranquil pool area is highlighted by clear, blue water, gently illuminated in soft shades. Comfortable lounge chairs are positioned nearby, surrounded by lush greenery and decorative lighting. Soft sunlight casts a warm glow over the scene, creating a relaxing environment.

4.93 out of 5 average rating, 28 reviews

Paradise Inn

Apartment in Longboat Key

A private lanai offers outdoor seating, featuring a table with four chairs and two loungers. Green shrubbery lines the foreground, while a clear view of the ocean is visible in the distance under a bright blue sky.

5 out of 5 average rating, 101 reviews

Sandy Toes & Sun Kissed Nose!

4.98 out of 5 average rating, 44 reviews

Heated Pool, 5 miles to the Beach, Sleeps 8

4.96 out of 5 average rating, 112 reviews

A fenced-in outdoor area features a swimming pool surrounded by a red brick patio. Sun loungers are positioned beside the pool, and a pool house is visible in the background, complemented by lush greenery and large trees draped with moss.

Cottage in Palmetto

1930s Cottage + Pool 12 miles to Beach