
Waterfront vacation rentals near Cortez Beach
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Top-rated waterfront rentals near Cortez Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

Gulf front best sunset views, Anna Maria Island
You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand. A queen size bed with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

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!

"Dream Away" at The Beach Dreams Resort
Dream-away is the top right unit with one bedroom, one bath, full kitchen, washer/dryer, dish washer and a balcony facing Gulf Drive. This unit has a wonderful beach front view. The balcony is not on the Gulf Side. If you are interested in renting beach chairs, umbrella and a golf cart, please let us know. Two chairs and one umbrella are 25/day. We will drop off and pick up. Golf Cart can be rented for the day or the week. One small to mid size car is allowed on premises. Ask about larger cars.

Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Beach View-Sunset Landings 2 by SeaBreeze Vacation
Sunset Landings is a spacious, remodeled, 2 bedroom/2.5 bath townhome with amazing views of the Gulf of Mexico. A few steps across the street, enjoy the white sandy beaches and numerous fishing piers. There are no buildings to obstruct your view of the beach! Sleeps up to 6 people with 2.5 bathrooms and has 3 balconies. We know once you spend time here, you will not want to leave. This tropical retreat will assure you a comforting, stress-free atmosphere and a relaxing, memorable vacation.

Sandy Toes!
This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio 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...!

KING Bed + AMI Beaches + Beach Gear!
🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

Beachfront in Pass-A-Grille w/ 2 bikes
Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Cortez ~ Grouper Cottage. BRING YOUR BOAT!
This waterfront home with a private dock and boat slip is the perfect place to get away. Grouper Cottage is an ideal cozy place to unwind and enjoy sunsets and dolphins. You will fall in love with this refurbished historic cottage—set in a private, tranquil setting, with picturesque palm trees and mangroves surrounding the property's shoreline. Cortez dockside cottages is nestled on an acre with a compromise of old Florida with the historical background a laid back Island vibe.

Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Luxury 3/3 Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

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!
Popular amenities for waterfront rentals near Cortez Beach
Waterfront apartment rentals

Sweet Retreat at Shorewalk!

Las Palmas Beach Rentals Unit 1

Direct Beachfront Condo, Ocean balcony view!

Longboat Key-OCEAN FRONT- on the beach

New Modern on Beach Longboat Key (5 steps to Sand)

Popular Beachside Studio w Relaxing Patio & Palms!

Siesta Premier Location - The 'Calm of Siesta'

Serenity on the Manatee
Waterfront house rentals

South Bay Beach House:Bay Front Luxury Beach Villa

Bayfront Beach access with Heated Pool!

ShoreSideSuites Stunning Gulf Views|Steps to Beach

Location! Beach Access/Trolley/ Restaurants!

Villa Mar- 2BD Waterfront Home in Holmes Beach, FL

1/2 Block from Beach- Private Boat Dock & 30' Pool

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

Gorgeous Canalfront Home w/ Dock | Walk to Beach!
Waterfront condo rentals

The Beach Condo #107 Beachfront Full View

On the Beach; Siesta Key SunBum Studio

Sandcastle Dreams

Sunset and beach view from your balcony Unit 403

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beach Front at “The Shore”

Bayview Condo D - Anna Maria Island - Condo 2 Bedr

Island Escape Beach Pool Hot Tub WATER VIEWS
Other waterfront vacation rentals

Just renovated, beach view from balcony Unit 203

2BR | Oceanfront, Backyard Beach, Fully Equipped

Beachfront Corner Condo | Sunset Gulf Views

The Lazy Turtle ~ Canal-Front Retreat

Getaway Family Beach Townhome w/Pool!

Life is better at "The Beach" Cozy Gulfview Condo

Barefoot Boho- Breezy Bungalow on the Beach!

Shark Eye: On Sand, Sea View, Beach Gear, Veranda!
Quick stats about waterfront rentals near Cortez Beach

Total vacation rentals
Explore 160 vacation rentals in Cortez Beach

Nightly prices starting at
Cortez Beach vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

Verified guest reviews
Over 4,480 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
160 of Cortez Beach vacation 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!
Destinations to explore
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