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Home rentals with a pool near Cortez Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool near Cortez Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Bradenton Beach
4.88 out of 5 average rating, 42 reviews

AMI Dock of the Bay - "On the Water" 1st Floor

AMI Beach + Bay Home with Fishing Pier + Heated Pool on Sarasota Bay - "Dock of the Bay" / Entire 1st floor of Duplex called "On the Water" • Unbelievable views of water + birds + wildlife + night lights! • Relax with fish jumping and birds flying along 1 of only 34 coveted docks/piers south of Cortez Bridge! • Fish off dock and rod holders! • Heated pool w/ spa jets/benches only 10 ft from Bay! • Walk 2 blocks to Bridge Street/Key West-style restaurants, bars. • Live Music heard on dock!

Guest favourite
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.
Home in Holmes Beach
4.96 out of 5 average rating, 200 reviews

Be an AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Top Guest favourite
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.
Bungalow in Bradenton Beach
4.92 out of 5 average rating, 120 reviews

Bougie Bungalow at the Beach

This newly renovated, completely private, comfortable Anna Maria Island bungalow is super clean & very comfortable. It has an open, split floor plan, 2 king bedrooms, each with private baths, separate dining and Florida room & is only 3 houses from the amazing white sand beach, the bay & Pier. Only 1 block over is Historic Bridge Street with cool restaurants, mini golf, quaint shops & bars with live music. Once here, you never need to drive -everything is within a block walking distance!

Top Guest favourite
Condo in Longboat Key
4.98 out of 5 average rating, 230 reviews

Sun-Kissed Memories!

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 favourite
Home in Bradenton Beach
5 out of 5 average rating, 15 reviews

New! 4BR Villa + Crosswalk to Sand + Beach View!

Location ‼️ Location ‼️ 🌟🌴Welcome to Starfish Villa East, this Beachside home offers a private pool, putting green, & balconies with partial Gulf views. 🏖️Unwind across from the beach and fishing pier, and blocks from Bridge Street fun! ⛱️ Beach supplies included: wagon, 8 chairs, umbrella, cooler, and towels – everything you need for a perfect beach day 💃 Walking distance to Bridge Street, where you’ll find restaurants, shopping, bars, live music, attractions, ice cream, & mini g

Superhost
An aerial view of a coastal condo complex showcases a well-maintained tennis court in the foreground, adjacent to a sparkling pool area. Expansive ocean views are visible in the background, highlighting the proximity to the beach. Lush palm trees provide greenery around the facilities.
Condo in Bradenton Beach
5 out of 5 average rating, 3 reviews

Cheerful Pelican-Island Escape Beach Pool Hot Tub

🏖️ Charming 2-bedroom, 2-bath condo just steps from the sand and pier 🌅 Two screened lanais with both sunrise and sunset views 📍 Prime location between Bridge Street & Coquina Beach 🚋 Trolley stop & Gulf Drive walkway right outside the complex 🏊 Amenities include pool, spa, tennis, pickleball, fishing pier & grills 🏘️ Quiet, boutique 16-unit complex 🚲 Easy access to local attractions with the free island shuttle 🤝 Local hosts nearby and happy to help during your stay

Superhost
Home in Bradenton Beach
4.71 out of 5 average rating, 35 reviews

Mermaid Tale by Duncan Real Estate

Welcome to Mermaid Tale! Relax stress-free in this two-bedroom accommodation which is on the top floor of this cute vacation triplex, only 5 houses from the Bradenton Beach gulf beaches and walking distance to restaurants, bars and shopping. Mermaid Tale is very comfortably located close to Bridge Street. Mermaid Tale is a great getaway for 4 people. Walk up the stairs to the first floor entrance and be greeted by coastal flair. The kitchen is fully equipped.

Top Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 106 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Top Guest favourite
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.
Home in Bradenton Beach
4.97 out of 5 average rating, 117 reviews

Waterfront Pool Home Steps to Beach

Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!

Superhost
Condo in Bradenton Beach
5 out of 5 average rating, 3 reviews

Bayfront - Pelican Cove 16 by SeaBreeze Vacation

Pelican Cove is a beautiful Gulf to Bay property with a prime location just steps to the beach, five-star restaurants, shops. The condo features 2 bedrooms/2 bathrooms, sleeps 4 people, full laundry, and two private screened balconies. Amenities include a heated swimming pool, jacuzzi, on-site tennis courts, boat dock/slip, charcoal BBQ grill, and picnic area.

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 Bradenton
5 out of 5 average rating, 22 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 favourite
Home in Bradenton
5 out of 5 average rating, 27 reviews

Boat Dock + Kayaks + Dolphins + Beaches + Hot tub!

✨Welcome to Retro Tides! 🌊 ✨A newly renovated waterfront retreat near Anna Maria Island Gulf Beaches! Observe Dolphins from your Private Dock! Relax in the Tiki Hut + Hot Tub! Take the Kayaks for a spin! This getaway is made for boating, fishing, beaching, and relaxing in true Florida style! 🌴

Popular amenities for rentals with a pool near Cortez Beach

Quick stats about rentals with a pool near Cortez Beach

  • Total holiday rentals

    Explore 330 holiday rentals in Cortez Beach

  • Nightly prices starting at

    Cortez Beach holiday rentals start at $170 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    260 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    330 of Cortez Beach holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cortez Beach rentals

  • 4.8 Average rating

    Cortez Beach stays are highly rated by guests—averaging 4.8 out of 5!