Family-friendly vacation rentals in Cortez

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, 112 reviews

Beach House with jacuzzi near AnnaMariaIsland

Welcome to the peaceful Gulf Trail Ranches community,located just 8miles from AnnaMariaIsland, with easy access to IMG and restaurants.This 2bed/2bath home offers a remodeled kitchen with stainless steel appliances, solid surface countertops, and a built-in breakfast bar.The spacious family room is equipped with a built-in bar for enjoying music,a vending machine stocked with drinks and snacks for your convenience, a fenced backyard with a gas grill and hot tub for a pleasant and relaxing stay.

4.85 out of 5 average rating, 126 reviews

A cozy living area is displayed, featuring a patterned sofa and a wooden coffee table with a small plant. A large television sits on a white dresser, while an air conditioning unit is installed above. The entrance door is visible, along with a wall clock and decorative wall art.

Cottage in Cove

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."

4.99 out of 5 average rating, 237 reviews

A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.

Guesthouse in Sarasota

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

4.99 out of 5 average rating, 161 reviews

Condo in Longboat Key

Silver Sands on the Sea!

This charming seaside condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy one-bedroom condo is optimal for sunset viewing from a private, screened lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers and sun umbrellas. Enjoy a relaxing vacation at our peaceful condo at Silver Sands Gulf Beach Resort!

The exterior of the white house features a welcoming front porch with two dark seating areas. A well-maintained pathway of gravel leads to the entrance, while lush greenery and decorative plants enhance the surroundings, and a festive wreath adorns the front door.

4.97 out of 5 average rating, 162 reviews

Downtown Bradenton & close to Beaches, quiet area

Your family will be close to everything when you stay at this centrally-located private home with fenced in yard near downtown and beaches. Three bedrooms and 2 bathrooms await your next vacation to Florida's beaches. Located 1 mile to downtown - restaurants, shops, markets, Riverwalk, Theater, Bishop Museum and more. Only 4 miles to beaches. Stroll the neighborhood oak lined sidewalks and river. Front porch & private back fire pit & grill. Note - only 3 vehicles permitted.

4.91 out of 5 average rating, 190 reviews

A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.

Condo in Longboat Key

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

A serene backyard features a heated pool surrounded by lounge chairs and shaded areas. Tropical plants and flowers add color, while the setting sun casts a warm glow. Umbrellas provide shade over the seating, creating a welcoming space for relaxation and outdoor enjoyment.

4.97 out of 5 average rating, 102 reviews

Orange Oasis: Clean, heated pool, near beaches.

Enjoy your little slice of paradise at the beautifully decorated Orange Oasis! 3 bedrooms & 2 baths, plus a daybed with trundle. Heated Pool. High speed wifi & 4 TV's all with Hulu, Apple TV, Disney+, & ESPN. Vaulted ceiling, rainfall walk-in shower, washer & dryer, large fenced backyard, pool, garage parking, Weber grill, & a quiet safe neighborhood. The home comes fully stocked with Ziploc bags, cooking/kitchen essentials, coffee, beach essentials, & outdoor/indoor games.

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.

4.91 out of 5 average rating, 324 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!

4.91 out of 5 average rating, 135 reviews

A fire table is positioned in view of a vibrant sunset, reflecting shades of orange, pink, and purple across the sky. The scene is framed by large glass panels, offering unobstructed views of the horizon, enhancing the outdoor experience.

Condo in Bradenton

New Luxury 3/3 Condo in Margaritaville Resort

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features wonderful unobstructed water views of Anna Maria Sound and Tampa Bay. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

4.97 out of 5 average rating, 153 reviews

The image showcases a well-maintained exterior view of a single-story home, surrounded by lush landscaping. Flowering shrubs and palm trees create a vibrant atmosphere. An American flag is displayed prominently on the front of the house, enhancing the welcoming feel of the property.

Guest suite in Bradenton

Florida West Coast Get-Away

Enjoy Florida's beautiful West Coast in your own cozy, private apartment . One bedroom, living room, kitchenette with breakfast bar, attached bath with shower. Central air and heat. Free wi-fi. Private drive and gated entrance. Everything you will need is here just waiting for your arrival. You'll find this a beautiful place near everything you will need to enjoy your Florida vacation. Not available for guests with infants.

4.98 out of 5 average rating, 223 reviews

The dining area features a wooden table set for four, complemented by a light fixture above. A comfortable sofa is arranged in the living area, with sliding glass doors providing views of the greenery outside. Artwork adorns the walls, enhancing the ambiance.

Condo in Bradenton

Shorewalk full condo IMG Beaches Anna Maria

1174 Sqft first floor 2 bedroom and 2 bathroom with a nice kitchen full condo in the beautiful Shorewalk community. Within very short walking distance to movies, groceries ,shopping and dining This condo is about 9 miles from Sarasota airport and about 13 miles from downtown Sarasota, about 6.8miles from the Bradenton Beach , about 10 miles from Anna Maria Island Less than 1 mile to the big gate of the IMG academy

4.93 out of 5 average rating, 142 reviews

A cozy sleeping area is highlighted by a framed beach scene above a bed adorned with green and white patterned pillows. A white tray holds two glasses and a small potted plant, positioned on a white quilt. Light wood paneling accents the walls.

Tiny home in Bradenton

Cozy, relaxing studio 17 minutes from the beach.

This is a (small) space in my home (162 square feet), renovated, cozy and beautiful, Fully equipped so you can enjoy a pleasant and comfortable stay. Totally private and independent. Located in a very quiet and safe neighborhood, just 17 minutes from Anna Maria and other beautiful beaches, nature reserves and other attractions. ready for 1 or 2 people.( We have another beautiful stay for 2 people on the same property).

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 comfortable living area is furnished with a gray sofa and decorative pillows. A large beanbag sits on the textured rug, while a medium-sized TV is positioned on a light-colored console. Natural light fills the space through sliding glass doors, adorned with sheer curtains.

4.96 out of 5 average rating, 112 reviews

Waterfront View Mins To AMI Beaches

A private outdoor space features a cushioned hot tub under a gazebo. Two lounge chairs with turquoise cushions are placed nearby on a wooden deck, surrounded by lush greenery. A textured outdoor rug adds warmth to the area, enhancing the overall relaxation vibe.

4.91 out of 5 average rating, 122 reviews

Tropical Cottage w SPA near Anna Maria Island IMG

4.97 out of 5 average rating, 338 reviews

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

Oct SALE! Private Sarasota #1 Luxery beach Villa

Superhost

A screened-in pool area is highlighted by a tranquil swimming pool surrounded by paved flooring. Lounge chairs are positioned near the pool, and vibrant floral artwork decorates one side. The sky displays a colorful sunset with clouds, enhancing the serene ambiance.

4.9 out of 5 average rating, 134 reviews

Near Beaches | Game Room + Hot Tub + Heated Pool

4.94 out of 5 average rating, 116 reviews

A three-story coastal home is framed by palm trees, featuring a light-colored exterior. A large balcony is visible on the second floor, and the entrance includes a garage and a fenced area. The setting is serene, highlighting the proximity to the beach.

Home in Holmes Beach

The Peachy Beach House, steps to the gulf

A spacious living area features modern furnishings, highlighted by a large flat-screen TV mounted on a stylish accent wall. The tile floor reflects the soft lighting from recessed ceiling fixtures. A comfortable cream-colored sofa and a sleek coffee table provide a welcoming setting for relaxation.

4.98 out of 5 average rating, 129 reviews

Palmas de Lucia w/Hot Tub+5mi to Beach, Near IMG!

4.99 out of 5 average rating, 152 reviews

A spacious living area features a blue sofa and striped armchair, complemented by a wooden coffee table. Large windows allow natural light to illuminate the room, showcasing views of the turquoise Gulf. Light-colored cabinetry and decorative shelving enhance the inviting atmosphere.

Condo in Bradenton Beach

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

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.

4.88 out of 5 average rating, 154 reviews

Amazing Game Room-HtdPool/Spa-Beaches-Dog Friendly

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 227 reviews

A welcoming living space is visible through an opening, featuring a comfortable blue chair and a wall-mounted TV. Natural light filters through a window, illuminating the white walls and partially covering a cozy bed with blue and white bedding in the adjacent area.

Guesthouse in Sarasota

Supercute Beach Themed Retreat Free Parking Wi-FI

4.91 out of 5 average rating, 167 reviews

Home in Palmetto

Palmetto Palms Oasis

4.97 out of 5 average rating, 173 reviews

A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.

Cottage in Indian Shores

Beautiful Beachfront Cottage on the Water

Guesthouse in Gillespie Park

An outdoor area is shown with a walkway made of red pavers leading to a yellow building. A dining set with an umbrella is situated on a gravel surface, surrounded by potted plants. Decorative stones and landscaping enhance the inviting outdoor space.

4.91 out of 5 average rating, 150 reviews

Perfect Florida location: Craftsman Carriage House

Bungalow in Indian Shores

A vibrant pink bungalow is framed by lush tropical plants and trees, with a welcoming yellow door situated at the center. White lounge chairs are positioned nearby on a gravel pathway, inviting relaxation amidst the greenery.

4.9 out of 5 average rating, 221 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

Superhost

A comfortable living area is featured with two light grey sofas positioned across from each other. Large windows with blinds allow natural light to fill the space, complemented by recessed lighting in the ceiling. A small table with a lamp adds functionality to the room.

4.8 out of 5 average rating, 10 reviews

Duplex Retreat Near Beach 0480

Guest suite in St. Petersburg

A welcoming exterior showcases a bright yellow door framed by grey walls and distinctive column accents. Lush green grass surrounds the entrance, complemented by flowering shrubs near the pathway. Two large windows allow natural light to illuminate the space, creating an inviting first impression.

4.91 out of 5 average rating, 280 reviews

Sweet & Simple guest suite Close to Everything.

4.99 out of 5 average rating, 144 reviews

A modern kitchen area features pale blue walls and a round dining table set for four. Stainless steel appliances, including a microwave and oven, are visible. A decorative light fixture made of translucent discs hangs above the table, adding a coastal touch to the space.

Condo in Holmes Beach

Short Stroll to the Surf! ~ Make Memories on AMI

Family-friendly home rentals with a pool

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.

5 out of 5 average rating, 70 reviews

Dockside Dreams w/ Pool and Spa

Bungalow in Bradenton Beach

A tranquil outdoor space features a wooden dining table surrounded by eight chairs set on a tiled patio. A small, curved swimming pool is framed by lush tropical plants, and umbrellas provide shaded areas. The vibrant greenery creates a serene atmosphere.

4.91 out of 5 average rating, 110 reviews

Bougie Bungalow at the Beach

4.91 out of 5 average rating, 34 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 Cove

Manatee Manor

Apartment in Bradenton Beach

A comfortable living space is presented, featuring a green sofa paired with two armchairs. A round coffee table with neatly arranged towels is centered on a patterned rug. Natural light filters through the shuttered window, enhancing the warm ambiance of the room.

4.9 out of 5 average rating, 110 reviews

2 min walk to beach Paradise

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.

5 out of 5 average rating, 24 reviews

Paradise Inn

A screened-in patio surrounds a clear swimming pool, offering views of a serene waterfront. Comfortable lounge chairs line the poolside, complemented by palm trees in the background. The tranquil setting is enhanced by the inviting blue hues of the water.

4.92 out of 5 average rating, 25 reviews

Oceanside 3BR with Private Pool & Boat Lift

5 out of 5 average rating, 21 reviews

Villa in Holmes Beach

Beachfront Paradise! Ground level with Heated pool

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.