House rentals near Cortez Beach

An aerial view showcases a private pool surrounded by lush tropical landscaping. The pool features a unique shape with gentle curves, and a sun lounger is placed nearby. The composition highlights the vibrant greens of palm trees framing the pool area.

4.97 out of 5 average rating, 31 reviews

Location! Beach Access/Trolley/ Restaurants!

📣‼️Location, Location! Welcome to “Island Pearl” 🐚 on Anna Maria Island, where you can leave the car behind! This stylish retreat features a heated pool and is nestled in the heart of the action! 🌴The Trolley Stop is at the end of our block and Bridge Street Pier, a block over. 🏖️Beach access is situated just across the street! Fish from the Bay or catch a sunset while dining at the infamous Beach House Restaurant on Gulf Drive. Many restaurants, bars, and shopping are just a short walk away! 🛍️💃

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, 114 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.

A private heated pool is surrounded by tropical landscaping and palm trees, creating a serene outdoor space. Two lounge chairs are positioned beside the pool, and a small table is visible on the lawn. Bright sunlight casts a warm glow over the vibrant plants.

4.95 out of 5 average rating, 113 reviews

Breezy Harbor AMI pool retreat near the Beach

Charming Breezy Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -We typically have shorter stays available, just ask! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

4.98 out of 5 average rating, 64 reviews

AMI*Steps to the beach-Modern LUX* POOL SPA*Views

Located in the 💙 of Bradenton Beach on Anna Maria Island 🏝️, just steps from the Gulf 🌊 and local restaurants🍦. Enjoy your own tropical oasis with a private heated pool 🏊🏼, hot tub, and rooftop deck with ocean breezes 🌅. The 🧜🏼‍♀️Merry Mermaid 🧜🏼‍♀️ is where Old Florida Charm meets modern comfort -- ☀️bright, airy spaces for easy island living. Whether you're planning a 🐚family beach week or a relaxing girls' getaway, this Bradenton Beach retreat has everything you need. 🏝️🏖️

The exterior of a modern two-story house is illuminated by soft evening light. A spacious deck is adorned with wooden chairs, and palm trees frame the entrance, enhancing the tropical ambiance. The house showcases a sleek design with large windows and a welcoming entrance.

4.99 out of 5 average rating, 87 reviews

Gulf Beach Front! Walk to Restaurants + Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

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, 105 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.

A heated saltwater pool is surrounded by lush tropical vegetation, creating a serene atmosphere. Poolside seating is offered by several lounge chairs, alongside a shaded area with an umbrella. Sunlight reflects off the water's surface, enhancing the tranquil setting.

4.97 out of 5 average rating, 179 reviews

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!

Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.

4.91 out of 5 average rating, 392 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

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 out of 5 average rating, 115 reviews

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

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

5 out of 5 average rating, 4 reviews

NEW! Sideways~Heated Pool and Spa! Steps to Beach!

Relax with the whole family at this peaceful place to stay. Welcome to Sideways! This inviting two-bedroom, two-bath vacation retreat for families is just steps away from the stunning Gulf beaches and one house from the serene Intracoastal Waterway. With a ten-minute walk to the charming Bridge St., you can easily explore Anna Maria Island and enjoy seafood feasts, leisurely beach walks, shopping sprees, and exciting pier adventures.

An inviting two-story blue house is surrounded by lush greenery and palm trees, providing a tropical feel. A paved driveway leads to two garage doors, while a welcoming front porch with white railings offers a glimpse of the home's charm.

5 out of 5 average rating, 12 reviews

Casa Bonita

Welcome to Casa Bonita! This beautiful home away from home is the perfect island getaway for anyone looking for some well earned R&R. While staying at Casa you will have access to beaches, fishing piers, restaurants, and shops all within walking distance of the front door. Or if you’d prefer a night in, you can soak in the luxurious pool or crack open a cold one over a game of shuffle board. Casa Bonita has something for everyone!

Two bright turquoise adirondack chairs are positioned on a pebbled shoreline, facing a calm canal. Lush palm trees and greenery surround the area, while distant houses line the opposite bank under a clear blue sky.

4.96 out of 5 average rating, 110 reviews

Waterfront Retreat | Pool • Spa • Dock | Bridge St

🌴 Anna Maria Island Waterfront Oasis! Private dock + heated pool included. Relax by the pool, sip coffee on the dock, or walk just 5 minutes to the Gulf’s sugar-sand beach. Bright, updated home with stocked kitchen, fast Wi-Fi, smart TVs, and cozy beds—perfect for families or couples. Grill by the pool, dine outdoors, or fish from the dock. Boat/kayak friendly. Beach gear + parking included. Your peaceful island escape awaits.

Popular amenities for house rentals near Cortez Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene outdoor pool is framed by tropical landscaping, featuring lounge chairs and a dining area. Sunlight reflects on the clear water, enhancing the inviting atmosphere, while a covered seating space offers shade for relaxation.

5 out of 5 average rating, 7 reviews

Family Tides B – Pool, Rooftop & Gulf/Bay View

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.

4.96 out of 5 average rating, 198 reviews

Sea AMI

An aerial view showcases SunSalt Cottage surrounded by lush greenery and palms. The large private saltwater pool is visible, along with the tiki hut and outdoor seating area. The nearby beach and distant ocean can be seen beyond the charming homes of Anna Maria Island.

4.96 out of 5 average rating, 24 reviews

SunSalt Cottage~5 min to Beach, Shops & Food~Pool

5 out of 5 average rating, 4 reviews

83rd St Villas West by Duncan Real Estate

A warm outdoor space features a heated pool surrounded by tropical landscaping. Comfortable black lounge chairs are positioned nearby, providing a relaxing area for guests. Soft lighting illuminates the space, creating a serene atmosphere in the evening.

5 out of 5 average rating, 53 reviews

Perfect Hideaway- Heated Pool, 5 min Walk to Beach

A resort-style pool is illuminated at night, showcasing vibrant blue and purple hues. A round, heated spa is visible to the side, surrounded by lush tropical vegetation. Several lounge chairs are positioned near the pool, and a large umbrella provides shade.

4.85 out of 5 average rating, 54 reviews

AMI Cortez Beach Retreat "Views" Resort-style Pool

5 out of 5 average rating, 33 reviews

A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.

Home in Sarasota

Sarasota Escape | Minutes to Beaches + Downtown

A serene outdoor space showcases a sparkling pool framed by lush tropical landscaping. Palms and vibrant plants surround the area, with a flamingo statue in the foreground. Soft lighting from string lights enhances the tranquil atmosphere as the sky transitions to dusk.

5 out of 5 average rating, 51 reviews

Flamingo Royale — Beach Luxury Resort

Weekly house rentals

A charming island home is presented on a landscaped property, featuring a paved driveway with ample space for parking. The elevated structure is accessible by a set of stairs, and palm trees add a tropical touch to the surroundings.

5 out of 5 average rating, 13 reviews

1 block to Pine Ave + Shopping + Beach + Dining!

A view through large windows showcases lush greenery and palm trees, with glimpses of the ocean in the background. Two comfortable chairs with decorative pillows are positioned invitingly by the window, creating a cozy space to enjoy the scenic surroundings.

5 out of 5 average rating, 37 reviews

Seconds to the Beach! Clean & Cozy NO flood damage

The image captures a serene waterfront scene with several boats docked along a calm canal. Lush greenery and tropical plants frame the area, while a lawn leads to a small pathway. A grill is positioned nearby, complementing the outdoor setting.

4.97 out of 5 average rating, 29 reviews

Close to Anna Maria, Coquina Beach, Cortez, IMG

A sparkling blue pool is surrounded by a stone deck and lush greenery. Lounge chairs are positioned beside the pool, with a covered patio in the background. The water canal and boats are visible beyond the backyard, under clear blue skies.

5 out of 5 average rating, 37 reviews

Canal front, dock, heated Pool, near AMI+IMG

4.8 out of 5 average rating, 99 reviews

Lisa's Beach House - 90 steps to the beach

A serene outdoor area features a well-maintained lawn with stone pathways and tropical landscaping. Palm trees provide shade around a bar area, overlooking the water. A private dock is visible in the background, with the gentle bayou waters reflecting the blue sky.

5 out of 5 average rating, 58 reviews

Waterfront Bungalow • Dock •Htd Swim Spa• Near AMI

4.97 out of 5 average rating, 38 reviews

The Pink Chicken by Beach Boutique Rentals

5 out of 5 average rating, 40 reviews

A screened outdoor space features a swimming pool with clear blue water. Comfortable seating arrangements, including dark wicker chairs with soft cushions, are positioned next to the pool. A dining set is visible in the background, surrounded by lush greenery.

Home in Cortez

Heated saltwater CAGED pool ! NEW ! CLEAN !

Private house rentals

A private saltwater pool is framed by swaying palm trees and a sun shelf. Two lounge chairs are positioned nearby for relaxation. The surrounding space is brightened by natural sunlight, with a white fence and lush greenery enhancing the serene atmosphere.

5 out of 5 average rating, 47 reviews

Modern 3BR Retreat + Anna Maria Beaches + IMG!

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.

4.93 out of 5 average rating, 28 reviews

Oceanside 3BR with Private Pool & Boat Lift

A comfortable living area is furnished with several leather sofas and a recliner, arranged around a round wooden coffee table. Natural light streams in through multiple tall windows, adorned with patterned curtains. Art pieces are mounted on the walls, adding visual interest to the room.

4.99 out of 5 average rating, 94 reviews

Casa Cortez West (near AMI & IMG)

The backyard features a saltwater pool surrounded by artificial turf, creating a refreshing oasis. Sunlight brightens the outdoor space, accentuated by lush tropical landscaping. The elevated home showcases multiple balconies, while palm trees lend to the coastal atmosphere of the property.

4.93 out of 5 average rating, 15 reviews

Bayfront Beach access with Heated Pool!

The living area features a floral-patterned couch and loveseat positioned around a wooden coffee table. Natural light enters through a window adorned with sheer drapes. A small dining space is visible in the background, furnished with a table and four chairs, along with decorative wall art.

4.96 out of 5 average rating, 57 reviews

Hello Sunshine! 1 mile from IMG

An aerial view of a charming ground-level vacation home is presented, featuring a light-blue exterior and a metallic roof. Surrounded by lush tropical landscaping, a clear pool reflects the sunlight, and a patio area with lounge chairs is visible in the background.

5 out of 5 average rating, 16 reviews

Sea Shack - 2bd/2ba POOL Home

The image showcases a vibrant backyard area featuring a heated swimming pool under a screened enclosure. Comfortable seating is arranged, and a private mini golf course is visible. A separate game room with entertaining equipment like shuffleboard and a colorful mural is also displayed.

5 out of 5 average rating, 43 reviews

Heated Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG

A rooftop deck offers turquoise seating around a circular table, surrounded by panoramic views of the Gulf of Mexico. The scene includes palm trees and sandy beach below, under a bright blue sky with scattered clouds.

5 out of 5 average rating, 26 reviews

Location! Rooftop! Walk to Restaurants + Bars!

Pet-friendly house rentals

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, 71 reviews

Dockside Dreams w/ Pool and Spa

4.77 out of 5 average rating, 111 reviews

A private pool is surrounded by a spacious patio with paver stones, offering an inviting area for relaxation. Several lounge chairs and a small table with decorative seating are positioned near the water. Lush greenery borders the yard, enhancing the secluded feel.

Home in Sarasota

Pool house by the bay

A private backyard features a clear blue pool adjacent to a hot tub, surrounded by vibrant tropical foliage. Two light blue chairs are positioned nearby for relaxation, and a basketball hoop stands at the edge of the pool, offering a fun activity for guests.

4.92 out of 5 average rating, 13 reviews

House w/ Private Pool & Hot Tub - Bridge Street

4.93 out of 5 average rating, 27 reviews

A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.

Home in Sarasota

Coastal Retreat near Siesta Key Beach and Downtown

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.

4.98 out of 5 average rating, 160 reviews

Captain's Quarters at Spinnakers Vacation Cottages

An aerial view of Casa Cortez reveals its spacious layout, surrounded by lush greenery in a serene neighborhood. The structure features a modern roofline and is positioned close to neighboring homes, with glimpses of nearby trees and vegetation enhancing the tranquil setting.

4.89 out of 5 average rating, 133 reviews

Paradise Oasis w/ amazing pool | Near AMI beaches

An outdoor patio area is illuminated by hanging string lights, creating a welcoming atmosphere. A round table surrounded by four chairs is positioned on the stone paving, with a grill nearby. The fenced yard offers a sense of privacy, with mature trees providing some shade.

4.92 out of 5 average rating, 62 reviews

Stay & Play - 4 min from IMG