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 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

Resort-style Pool w/ "Views Over the Water" at Beach + Bay Home - duplex upstairs unit • 65 steps to Cortez Beach + 7 miles of white Anna Maria Island sand! • $150,000 new large, heated pool with salt-water, spillover spa, sitting shelf, and built-in umbrellas. • Gulf of Mexico + Beach + Bay Views inside home + deck • Paddleboard + Kayak • High-speed WiFi • 3 blocks to Bridge Street restaurants/bars/pier/shopping + listen to the Bell Tower Clock ringing each hour – live music! • Ping pong table

An outdoor lounge area is showcased under a wooden ceiling, featuring a heated pool and elegant patio furnishings. A television is mounted on the wall, and a dining set is positioned nearby, with a barbecue grill just outside the lounging space, surrounded by tropical landscaping.

5 out of 5 average rating, 51 reviews

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view

Let me know if you need a stay for a period not listed. Unbeatable location, HEATED POOL, ultimate makeover & NEW bedrm, bathrm, lounge, & covered patio additions for spacious beauty are a few things that set us apart! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. Premium fixtures, appliances, & plush furnishings create elegance. Garage/parking for 6 cars! Near restaurants, Publix, activities! 30 steps to FREE TROLLEY pick up!

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.

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.

A private pool area is surrounded by lush greenery and palm trees. The curved pool features clear blue water, complemented by lounge chairs and a shaded seating area. A second-story balcony offers scenic views, while a barbecue grill is positioned nearby for outdoor dining.

5 out of 5 average rating, 36 reviews

Sunset View Pet Friendly w/Pool Beach Home

Perfect Location! Our 3 bed/2 bath home just across the street from the beach & walking to shops & restaurants. Includes 1 king, 1 queen, & 2 twins beds. 2 living rooms each have a sleeper sofa & TV. Upstairs has additional eating area & access to balcony. Both bathrooms are equipped w/showers, hair dryer, & essentials. Full kitchen w/ breakfast bar. Enjoy a sunset from the 2nd floor balcony. Private pool, covered patio w/large eating area, WiFi, AC, washer/dryer, dishwashe

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.

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!

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, 325 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!

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

Be an AMI

An inviting pool area is surrounded by lush tropical plants, featuring a curved pool and a spacious wooden deck. Seating includes colorful lounge chairs and a shaded dining area with a grill. An orange umbrella offers additional shade, enhancing the outdoor relaxation space.

4.67 out of 5 average rating, 3 reviews

Angie's Place! 2br/2ba, heated pool and a view of

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

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.

4.97 out of 5 average rating, 94 reviews

Salty Harbor AMI pool retreat near the Beach

5 out of 5 average rating, 4 reviews

83rd St Villas West by Duncan Real Estate

The exterior of a multi-level coastal home is presented, showcasing a modern architectural design with a metal roof. Lush landscaping surrounds a heated pool, while a spacious deck is visible on the upper level. Palm trees add a tropical touch to the setting.

5 out of 5 average rating, 14 reviews

Walk to Beach, Spa, Pool, Putt Putt, Games&More

A bright living room features a large, light-colored couch adorned with patterned cushions. A swing chair hangs in the corner, and a coffee table sits in front of the couch. Soft lighting and large windows enhance the cozy atmosphere.

4.97 out of 5 average rating, 104 reviews

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

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

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

An outdoor fire pit area is surrounded by four Adirondack chairs, positioned on gravel. Tiki torches are placed around the perimeter, and a wooden fence forms the background. A sunset sky with vibrant hues adds to the serene ambiance.

5 out of 5 average rating, 19 reviews

Pet-Friendly Stay | Fire Pit + Arcade Fun

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 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.

5 out of 5 average rating, 33 reviews

Sarasota Escape | Minutes to Beaches + Downtown

5 out of 5 average rating, 10 reviews

An aerial view captures the canalfront property, showcasing the large pool and spa surrounded by tropical landscaping. The private dock accommodates a boat, while a beach area is visible with lounge chairs and palm trees enhancing the waterfront setting.

Home in Apollo Beach

*New* Waterfront Retreat: Pool, Spa, Dock & Views

Private house rentals

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, 12 reviews

House w/ Private Pool & Hot Tub - Bridge Street

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 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 well-lit outdoor space features a heated pool with fountains, surrounded by lounge chairs and a patio umbrella. Bistro lights hang above, creating a warm ambiance, while tropical plants line the perimeter, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 55 reviews

IMG Heated Pool w/Golf Course + Bocce Ball Court!

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

4.97 out of 5 average rating, 38 reviews

The Pink Chicken by Beach Boutique Rentals

The open-concept living area features a modern dining table set with intricate lace placemats. A pink sofa and white chairs provide ample seating, complemented by a stylish chandelier overhead. Bright natural light fills the space, highlighting decorative plants and framed artwork.

5 out of 5 average rating, 84 reviews

Wanderlust Villa

An expansive outdoor area is showcased with a large saltwater pool illuminated in blue, surrounded by lounge chairs and palm trees. String lights overhead provide soft lighting as the sky transitions to shades of pink and purple at dusk.

5 out of 5 average rating, 35 reviews

2min walk to Gulf Beach~3 kings+bunk~pool+spa~golf

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

An outdoor space features a heated pool surrounded by gray paving stones. A black pergola with string lights provides shade over a swing couch positioned next to a fire feature. Lounge chairs are arranged nearby, with a small table holding drinks. Lush greenery is visible in the backdrop.

4.93 out of 5 average rating, 171 reviews

Chic Oasis-Backyard Goals-Game Room-Pup Haven-Pool

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.

4.77 out of 5 average rating, 111 reviews

Pool house by the bay

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

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.93 out of 5 average rating, 107 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

A tranquil outdoor space includes a heated pool and spa, surrounded by well-manicured greenery. Comfortable lounge chairs are positioned on lush grass, with shaded areas provided by umbrellas. The exterior features a covered patio, and palm trees add a tropical touch to the setting.

4.89 out of 5 average rating, 38 reviews

Salty Starfish! Fall specials! New Pool & spa!

The exterior of a modern home is showcased at sunset, featuring a paver driveway leading to a two-car garage. Palm trees and vibrant landscaping are present, while blue-shuttered windows complement the light-colored walls.

4.93 out of 5 average rating, 14 reviews

Luxury Pool Home by Siesta/Lido

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.