Vacation rentals with a pool in Cortez

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cortez

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
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
4.92 out of 5 average rating, 36 reviews

Manatee Manor

A charming coastal haven with saltwater pool, grill, balcony & AC. Prime locale near the historic Cortez Village, a short stroll from Palma Sola Bay for kayaking and paddleboarding, and less than two miles from the Cortez Bridge and white sand beaches of Anna Maria Island.  Have fun collecting shells and building sandcastles while on the lookout for dolphins and manatees. Enjoy sunbathing after a swim in the pool. The bright open floor plan is a lovely retreat after a day of sun, sand and surf!

Superhost
The outdoor area showcases a heated saltwater pool surrounded by lounge chairs and a covered seating area. A manicured artificial turf putting green is prominently featured, providing a playful touch to the spacious backyard, which is framed by lush landscaping and bright skies.
Home in Bradenton
4.79 out of 5 average rating, 365 reviews

Heated saltwater pool home - turf putting green

Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

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.
Home in Cortez
4.83 out of 5 average rating, 135 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!

Top guest favorite
Home in Cortez
4.95 out of 5 average rating, 21 reviews

Canal Retreat: Heated Pool • Dock • Kayaks • Bikes

Wake up to canal views, explore the mangroves on a kayak, and unwind in your private pool after a beach day on Anna Maria Island. Or, explore the neighborhood on bike.Your perfect Gulf Coast getaway starts here! Why you’ll love it: Private dock for fishing and mooring your boat Use of one tandem kayak and two bicycles included for your stay Heated, sparkling screened pool 3 sleep spaces: 2 spacious bedrooms and 1 cozy bunk room Fully stocked kitchen 5 min to shops, dining & IMG Academy

Top guest favorite
Condo in Longboat Key
4.98 out of 5 average rating, 227 reviews

Sun-Kissed Memories: Open This Thursday!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Top guest favorite
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.
Home in Bradenton
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.

Top guest favorite
Home in Cortez
5 out of 5 average rating, 14 reviews

Bayview Pointe! Luxury home! Near Anna Maria isle!

Welcome to Bayview Pointe, your home away from home, a brand new gorgeous three-level vacation home in an exciting new eco-friendly community that connects luxury with sustainable living. - Less than a Mile to World Class Beaches of Anna Maria Island - Gorgeous Bay View - Private Heated Pool - Elevator for easy access to different home levels - Tesla Charging Station - Close to Restaurants and Activities - Boat Launch Facility with Bay access

Top guest favorite
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.
Home in Bradenton
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!

Top guest favorite
Home in Cortez
5 out of 5 average rating, 8 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.

Top guest favorite
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.
Home in Cortez
4.94 out of 5 average rating, 172 reviews

Tropical Retreat | Htd Pool, Fire Pit & BBQ Grill

Escape to your own private Old Florida oasis, surrounded by swaying palms and designed for relaxed group living. Enjoy a heated pool wrapped by a freshwater stream, fully fenced backyard, sunset views from a mango tree platform, fire pit evenings, and an outdoor kitchen with TV. Pet- and toddler-friendly, with spacious interiors and quick access to IMG Academy and Anna Maria Island beaches.

Top guest favorite
A screened enclosure surrounds a private swimming pool, providing a sunny outdoor space. Comfortable seating is visible alongside a dining area with a table and chairs. Lush greenery and palm trees can be seen in the background, enhancing the tropical atmosphere.
Home in Cortez
5 out of 5 average rating, 19 reviews

“Topside” luxury home in Cortez Village

Upscale 2BR/2BA condo in historic Cortez Fishing Village!** Walk to 4 waterfront restaurants or take a 5-min drive (15-min walk) to Anna Maria Island. Enjoy a fully renovated space with a screened in pool, modern kitchen, private balcony, Relax in coastal comfort with easy access to beaches, dining, and local charm. Book your stay today!

Top guest favorite
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
5 out of 5 average rating, 45 reviews

Heated saltwater CAGED pool ! NEW ! CLEAN !

You are able to relax with your whole family in our newly remodeled home that includes a beautiful outdoor space with screened pool to cool off in. NO Mosquitos !! We provide everything you need for you to enjoy your stay !

Popular amenities for Cortez rentals with a pool

When is the best time to visit Cortez?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR4,606 ZARR5,745 ZARR5,456 ZARR4,793 ZARR4,997 ZARR4,946 ZARR5,303 ZARR4,827 ZARR3,824 ZARR4,198 ZARR4,317 ZARR4,946 ZAR
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Quick stats about vacation rentals with a pool in Cortez

  • Total vacation rentals

    Explore 100 vacation rentals in Cortez

  • Nightly prices starting at

    Cortez vacation rentals start at R1,190 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 2,510 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Cortez vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cortez rentals

  • 4.9 Average rating

    Cortez stays are highly rated by guests—averaging 4.9 out of 5!

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