
Home rentals with a pool near Cortez Beach
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Top-rated rentals with a pool near Cortez Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Walk to it all! Restaurants + Heated Pool +Beach!
🌊🏖️Welcome to Making Waves on Anna Maria Island-where you are steps from the beach and centrally located to it all, footsteps to the trolley stop! Escape to paradise and experience the ultimate beach getaway at this stylish beach house with heated pool, nestled in the heart of Anna Maria. Walk outside the door to the pristine beaches, renowned local restaurants, and the vibrant Bridge Street with live music, restaurants, bars, and shopping. Our beach retreat promises an unforgettable vacation!

Coastal Luxe Villa! Near AMI
Welcome to Coastal Luxe Villa, your perfect Florida escape—nestled in historic Cortez and just minutes from the sandy shores of Anna Maria Island. This spacious three-level coastal retreat combines modern comfort with beach-town charm, offering stunning bay views and endless amenities for unforgettable memories. Private garage with a bonus table tennis setup Sparkling heated saltwater pool with outdoor seating, dining, firepit table, and gas grill Convenient elevator access to all three floors

AMI Dock of the Bay - "Over the Water" 2nd Floor
AMI Beach + Bay Home with Fishing Pier + Heated Pool on Sarasota Bay - "Dock of the Bay" - "Over the Water" / 2nd floor of duplex • 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 our dock and rod holders! • Heated pool w/ spa jets/benches only 10 feet from Bay! • Walk 2 blocks to Bridge Street/Key West-style restaurants,bars • Live Music heard on dock + WiFi!

Sleeps 10 Pool Elevator Beach/Bay views
TWO MASTER SUITES! 25 steps to the beach Modern home within walking distance to Beach, Bay, Historic Bridge Street, pier, restaurants, shops, ice cream, mini golf, fishing, water sports, this location has it all! You will absolutely love the convenience here! Enjoy our beautiful beaches, watch sunsets and sunrises from your balconies or enjoying the heated pool . We are the second house from the beach 50 yards and your toes are in the sand. Clean quiet street but close enough to walk anywhere.

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.

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. 🏝️🏖️

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!

NEW! w/ Pool - The Pearl Unit 2 on AMI
The Pearl (Unit 2) is a newly renovated oasis in the heart of Holmes Beach on Anna Maria Island. Just a 3–5 minute walk to the beach, this sunny AMI duplex home has everything — sparkling saltwater pool, fresh interiors, no stairs, beach gear, and parrots that may say hi on your morning walk! Centrally located and steps away from the AMI trolley to whisk you around the island! Relax, explore, and live your best island life. *pool is shared with one other unit in the duplex home*

Bayview Pointe! Luxury Villa near Anna Maria isle!
Welcome to Bayview Pointe - A Private Gated Luxury Resort Residence on Florida’s Gulf Coast, just minutes from world-famous sandy shores of Anna Maria Island. From the moment you arrive, Bayview Pointe feels like a private boutique resort. The home’s airy coastal design, sweeping bay views from multiple levels, sparkling heated saltwater pool, convenient elevator access to all three floors, private garage and elevated amenities create an atmosphere of effortless luxury.

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.

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.

Rustic Coastal Cottage | 1BR W / Pool & Near Beach
Rustic Coastal Cottage is a cozy 1-bedroom, 1-bath retreat with relaxed coastal charm. This private guest cottage features a comfortable bedroom, full bathroom, and in-unit laundry for added convenience. Enjoy access to the shared pool and outdoor spaces, perfect for cooling off or relaxing after a day at the beach. Ideal for couples or solo travelers looking for a peaceful coastal stay near Anna Maria Island.
Popular amenities for rentals with a pool near Cortez Beach
House rentals with a pool

Family Tides B – AMI Retreat, Pool & Rooftop Deck

Dockside Dream:Luxury canal front home, dock, pool

Casa Spoonbill in Bradenton, FL

New Listing! 4BR + Beach View + Heated pool!

Waterfront, Heated Pool, Elevator, Fire Pit, Dock

Beautiful House

Pool, Spa & Fire Pit! Near AMI Beaches, Sleeps 8

New! Resort-Style Pool + Hot Tub + Beaches + IMG!
Apartment rentals with a pool

A Coastal Retreat Steps From the Sea

The Beach Condo #107 Beachfront Full View

Beach Escape & Pool, steps to Beach & restaurants

#terraceLIFE | 2 Blocks to Beach | Heated Pool

Charming 2BD/2BR with Big Water Views on the beach

Beach Front at “The Shore”

Island Time: Open August 30th - September 3rd!

Steps to the beach! Condo with pool at The Terrace
Other holiday rentals with a pool

Lido Key Beach Bungalow with Private Heated Pool!

Coconut Vacation Rentals/1BR/Pool/Steps to Beach!

Seaclusion~Across from the Beach~ Heat Pool!

Bradenton Beach 3BR | 2-Min Walk + Gulf Sunsets

The Wabi House

Manatee Manor by Beach Boutique Rentals

Island pool home min. to DT St. Pete & Beaches

Bayfront - Pelican Cove 16 by SeaBreeze Vacation
Quick stats about rentals with a pool near Cortez Beach

Total holiday rentals
Explore 350 holiday rentals in Cortez Beach

Nightly prices starting at
Cortez Beach holiday rentals start at €86 per night before taxes and fees

Verified guest reviews
Over 5,350 verified reviews to help you choose

Family-friendly holiday rentals
270 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
350 of Cortez Beach holiday rentals include wifi 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!
Destinations to explore
- Apartment rentals Cortez Beach
- House rentals Cortez Beach
- Rentals with beach access Cortez Beach
- Rentals with a hot tub Cortez Beach
- Flat rentals Cortez Beach
- Pet-friendly rentals Cortez Beach
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- Rentals with lake access Cortez Beach
- Waterfront rentals Cortez Beach
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- Rentals with pools Bradenton Beach
- Rentals with pools Manatee County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Dunedin Beach
- Manasota Key Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- Crescent Beach
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Englewood Beach
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre





