
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.

Coquina Moorings Beach / Bay Condo
Our unique barrier Island location, Nestled at the narrowest part of the 7 mile Island, intra-coastal in the rear with private boat dock/ fishing pier, heated pool and grilling area and a splendid Sunrise in the morning, with the Gulf of Mexico in the front of building with crystal clear blue/green water, suger white sand and spectacular Sunsets awaits you. Completely updated interior with new kitchen, stainless steel appliances, quartz counters, furniture and hotel quality bedding & linens.

Beach Escape & Pool, steps to Beach & restaurants
One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

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!

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...!

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

AMI Bridge Street Beach House|Wi-Fi| Center of All
Bridge Street Beach House in Shadow of Clock Tower at Pier + Anna Maria Oyster Bar = "Center of it All" • Location!! On Bridge Street restaurants/bars + Pier! No car needed! • Relax peacefully w/ fish jumping + birds flying along Bay! • Fish off Seawall or entire Bridge Street Pier and have your own fishing station! • Fabulous heated pool a block away at Pelican Post (extra charge). • Kayaks/Paddleboard. • Grill at home. • Friendly/fun community +Clubhouse.

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.

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

NEW! Sideways~Heated Pool and Spa! Steps to Beach!
🌊 Sideways is a beachside retreat perfectly set between the Gulf and the Intracoastal Waterway 🌴. Just a 1-minute walk to the beach, this home features a private heated pool & spa, rooftop deck with panoramic water views, screened porch with TV, and BBQ grill. Dog-friendly with approval, close to dining and shopping, and parking for up to four cars—Sideways offers the perfect blend of comfort, views, and island relaxation ☀️🏖️🍹

Pelican Cove 5 - Anna Maria Island - Condo 2 Bedro
Pelican Cove 5 - Anna Maria Island - Condo 2 Bedroom /2 Bath, maximum occupancy of 5 people. Gulf View Florida's Finest Beach to Bay Resort with a Community pool! Located south of the shops and restaurants on Bridge Street, Pelican Cove lures those who appreciate a lively vacation. Start your day with a game of tennis, swim your laps, jog on the white sand beaches, or grab fins and mask for snorkeling.

“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!

New! Boat Dock + 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
House rentals with a pool

A Sunny, Sandy Spring Escape @ The Solace Retreat

100 yr Old Stone Home + Pool + 9 miles to beaches

Family Tides B – Pool, Rooftop & Gulf/Bay View

Oceanfront | Pool, Dock & Boat Lift Near AMI & IMG

Luxury Lido Key Getaway on St. Armands Circle

St Armand's Mid-Century Oasis

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Beautiful House
Condo rentals with a pool

Tradewinds Deluxe North Cottage

Bay View Steps to Beach Shops, Restaurants, Marina

On the Beach; Siesta Key SunBum Studio

Sandcastle Splash - Beachfront Condo

Luxury 3/3 Margaritaville Resort

Beach Condo with Quiet, Private Beach

Newly Rehabbed • Pickleball/Tennis • Beach Access

Shorewalk full condo IMG Beaches Anna Maria
Other vacation rentals with a pool

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

A Piece of Paradise to kick back and relax!

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Manatee Manor

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

Bayfront 2BR | Heated Pool | Walk to Beach

Heated Pool, Elevator, Waterfront, Fire Pit, Dock

LAZY PALM COTTAGE, HEATED POOL, STEPS TO THE BEACH
Quick stats about rentals with a pool near Cortez Beach

Total vacation rentals
Explore 330 vacation rentals in Cortez Beach

Nightly prices starting at
Cortez Beach vacation rentals start at G$20,903 GYD per night before taxes and fees

Verified guest reviews
Over 5,080 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
330 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!
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Tiny House Siesta
- Dunedin Beach
- Bean Point Beach
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Hard Rock Casino
- Tampa Palms Golf & Country Club
- Manasota Key Beach
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park




