Holiday rentals with a pool in Cortez

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Cortez

  • Total holiday rentals

    Explore 90 holiday rentals in Cortez

  • Nightly prices starting at

    Cortez holiday rentals start at $91 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,750 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    90 of Cortez holiday rentals include wifi 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!

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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Top guest favourite
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.
Home in Cortez
5 out of 5 average rating, 55 reviews

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

Fall in Love with the Gulf Coast Lifestyle! This inviting and charming canal-front home located in the boating community of San Remo Shores with a beautiful pool area offers a perfect blend of indoor and outdoor coastal living to enjoy a relaxing vacation. Enjoy the convenience of docking your boat right in your backyard, making it easy to explore the beautiful crystal-clear water of the Gulf of Mexico. Its just a short drive away from the wonderful white sandy beaches of Anna Maria Island.

Top guest favourite
Home in Cortez
4.97 out of 5 average rating, 29 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 favourite
An outdoor pool area is enclosed with a screened lanai, featuring a clear blue pool with a sun shelf. Comfortable seating is provided nearby, along with a barbecue grill. Lush palm trees and a canal view are visible in the background.
Home in Cortez
5 out of 5 average rating, 64 reviews

3BR/3BA + Waterfront! Hot tub + Pool + Beaches!

🌊🌴Welcome to Kingston’s Hideaway, a beautiful waterfront oasis just 2 miles from the pristine Gulf beaches of Anna Maria Island! Whether you're seeking relaxation, adventure, or a bit of both, this home offers a tranquil and luxurious escape for your next vacation! Waterfront Canal: Direct access for boating and paddleboarding-(1 paddle board available for use) Private Dock: Conveniently dock your boat right at the house (27 ft max) Pool & Hot Tub: Relax and rejuvenate.

Top guest favourite
Home in Cortez
5 out of 5 average rating, 27 reviews

Island Adjacent! 4 bed/3 bath home w/Pool & Tiki!

Welcome to Island Adjacent! 🏝️This 4 bed/3 bath home is located in Cortez, less than a mile to AMI! The moment you turn down our street, you'll be met with panoramic views of the Cortez Bridge and Anna Maria Island. This home is just a 15 minute walk from the front door to the sandy white beaches of Anna Maria Island! ☀️ Whether you're wanting to unwind and relax poolside under our tiki, or spend your days at the beach - we've got you covered! 😎

Guest favourite
Home in Cortez
5 out of 5 average rating, 16 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.

Guest favourite
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.
Home in Cortez
4.75 out of 5 average rating, 421 reviews

Vacation home heated pool Turf yard putting green

Private 3 bedroom single family home 3 miles to beautiful gulf beaches. Recently updated backyard with artificial turf and a two hole putting green. Three bedroom, two bathroom, heated pool home with sidewalk access to ride bikes to the beach (3 miles away). Spread out in the backyard with 1/4 acre of land and your own private, heated pool. Please review the listing and ask any questions you may have! We look forward to hosting you.

Superhost
A private heated pool is surrounded by tropical greenery, featuring vibrant foliage and flowering plants. The pool area includes a paved patio with lounge chairs, offering a serene environment under clear blue skies and palm trees.
Home in Cortez
4.74 out of 5 average rating, 155 reviews

"Paradise" by the Private (Heated) Pool light!

Perfect Couple's Getaway "Paradise" with Private Heated Pool in Very Secluded Tropical Backyard! Large Screened in Lanai, BBQ Grill, Bonus Outdoor Shower, Lounge Chairs, Washer & Dryer, Wi-Fi, Smart TV, Queen Bed, Kitchenette (comes complete with everything you need to cook, make coffee, etc.), Mini Fridge/Freezer, Breakfast Bar with Seating for Two, Updated Bathroom. Located 1 Mile from the Beautiful Gulf Coast and Beaches.

Top guest favourite
An aerial view captures a tranquil heated pool surrounded by lush tropical greenery. Two white lounge chairs are positioned beside the water, and steps lead up from the pool area. A variety of palm trees and tropical plants create a serene atmosphere.
Home in Cortez
4.94 out of 5 average rating, 180 reviews

Tropical Oasis Near AMI | Pool + Dogs Welcome

Escape to your own private Old Florida oasis where swaying palms, a heated pool wrapped by a freshwater stream, and an outdoor kitchen with TV set the scene for an unforgettable group getaway. Fire pit evenings, beach days with gear provided, and a fully fenced backyard make this the ideal base for families and groups. Pet and toddler friendly. Seven minutes to IMG Academy and ten minutes to Anna Maria Island beaches.

Top guest favourite
An inviting outdoor pool area features upgraded lounge chairs set beside a clear, private pool. A dining space is positioned under the screened enclosure, allowing for enjoyable gatherings. The sunset sky in the background adds a tranquil ambiance, enhancing the outdoor relaxing experience.
Home in Bradenton
4.94 out of 5 average rating, 113 reviews

Tropical Getaway: Pool, Putting Green,Near Beaches

Kick back and relax at this newly renovated 3BR, 2BA Bradenton retreat! Enjoy a private pool, outdoor fireplace, and huge putting green—perfect for family fun or evening drinks. Inside, you'll love the vibrant tropical feel, designer wallpaper, and open-concept living space with a fully stocked kitchen. Just minutes from beaches and downtown, this stylish getaway has everything you need for a perfect Florida escape.

Top guest favourite
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, 31 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!

Guest favourite
Home in Cortez
5 out of 5 average rating, 14 reviews

Stunning Water Views, Boat Dock & Heated Pool/Spa

Top Reasons to Book: - Waterfront Canal Home Near Cortez Bridge - Private Pool/Spa (Additional Fee Applies) - Minutes to Anna Maria Island Beaches - Paddle boards Available for Guest Use - Boat Dock Access (Lift Not for Guest Use) - Pet Friendly (Additional Fee Applies) - Professionally Managed

Top guest favourite
A serene backyard scene is highlighted by a sparkling pool, accompanied by lounge chairs and a hammock nestled among lush trees. The stylish bungalow features a spacious deck, creating an inviting atmosphere for outdoor relaxation. The sky is painted in calming hues as sunset approaches.
Home in Bradenton
4.98 out of 5 average rating, 45 reviews

10 min AMI | 15 min IMG | Heated Pool

Escape to paradise in this beautifully designed 2-bedroom, 2-bathroom bungalow, located in the heart of sunny Bradenton just 10 min to Anna Maria Island. This chic and tranquil retreat boasts modern comforts and coastal charm, offering the perfect getaway for relaxation and rejuvenation.

Popular amenities for Cortez rentals with a pool

When is the best time to visit Cortez?

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Avg. price$332 SGD$453 SGD$501 SGD$365 SGD$381 SGD$377 SGD$404 SGD$368 SGD$292 SGD$320 SGD$329 SGD$377 SGD
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