
Vacation rentals with a pool in Cortez
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Cortez

Total vacation rentals
Explore 100 vacation rentals in Cortez

Nightly prices starting at
Cortez vacation rentals start at R 1,138 ZAR per night before taxes and fees

Verified guest reviews
Over 3,110 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Cortez vacation rentals include wi-fi 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.

Cottage w/ Pickleball Outdoor Oasis 2 mi to Beach
Immerse in fun at the charming Cortez Cottage in Bradenton! Enjoy close proximity to the beach and seafood restaurants, plus an outdoor oasis with a heated pool, hot tub, BBQ grill, fire pit, 65" outdoor TV, pickleball, ping pong, and cornhole. Clean and fully equipped, our 3-bedroom home sleeps 11. Praised for our cleanliness and hospitality, we have all you need for an unforgettable family vacation. Join our delighted guests: book your stay at Cortez Cottage, where the beach meets family fun!.
FamilyLocationGetting around
4.98 out of 5 average rating, 101 reviews
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
LocationFamilyCleanliness
5.0 out of 5 average rating, 19 reviews
Steps to the beach! Condo with pool at The Terrace
Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!
LocationValueQuiet
4.96 out of 5 average rating, 112 reviews
"Manatee" 3 miles to Anna Marie
Heated, Shared Pool! More affordable & away from the congestion at Anna Maria Island & still close enough to drive (Only 3 miles). Lots of Restaurants & Shopping Nearby. The Manatee Duplex offers 2 Full Baths, 2 Bedrooms, A Large Sofa Sleeper, Full/Twin Bunkbed/Daybed in the Florida Room. Comfortably Sleeps 6-8 People. Big Fenced in Private Backyard, Patio, Table, Chairs, Umbrella, Sun Loungers, Gas Grill, Beach Accessories to take to the Nearby Beaches. Plenty of Parking for a Boat/Trailer.
ValueLocationNearby
4.92 out of 5 average rating, 118 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
FamilyValueParking
4.97 out of 5 average rating, 33 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.
FamilyLocationView
5.0 out of 5 average rating, 70 reviews
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.
LocationFamilySleep quality
4.96 out of 5 average rating, 26 reviews
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.
ValueFamilyLong stay
4.91 out of 5 average rating, 426 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.
LocationFamilySleep quality
4.92 out of 5 average rating, 24 reviews
New Luxury 3/3 Condo in Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features wonderful unobstructed water views of Anna Maria Sound and Tampa Bay. 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.
ValueLocationView
4.91 out of 5 average rating, 151 reviews
The Lazy Turtle ~ Canal-Front Retreat
The Lazy Turtle offers bright, spacious indoor and outdoor living spaces with plenty of room for the whole family to unwind! Enjoy the private pool, personal putting green, and peaceful canal-front backyard--perfect for fishing, kayaking, viewing wildlife, or docking your own boat. Located near the sugar-sand beaches of AMI and the charming coastal city, Bradenton, it's the perfect place to relax and enjoy sunny Florida!
FamilyLocationComfort
5.0 out of 5 average rating, 10 reviews
Dockside Dreams - Pool, Spa & Waterfront Dock
Welcome to Dockside Dreams - Your Waterfront Paradise! Escape to our home nestled along the serene waters, less then 3 miles from Bradenton Beach. This is not just a vacation; its an aquatic adventure waiting for you! - Private Boat Dock - Dolphin and Manatee Sighting! - Close to the Beach! - Fully Equipped Kitchen - Outdoor Oasis: Soak up the sun on your deck or cook out by the water! Stays of 28+ Days welcome on request!
FamilyValuePool
4.98 out of 5 average rating, 105 reviewsPopular amenities for Cortez rentals with a pool
House rentals with a pool

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
FamilyLocationCleanliness
4.96 out of 5 average rating, 151 reviews
Island Adjacent! 4 bed/3 bath home w/Pool & Tiki!
FamilyLocationCleanliness
4.94 out of 5 average rating, 33 reviews
Coco's Dream - Boat Dock, Oversized Heated Pool
LocationFamilyAccuracy
4.92 out of 5 average rating, 13 reviews
Cortez Boat Resort by AMIsland White Sand Beaches
FamilyLocationAccess
5.0 out of 5 average rating, 7 reviews
Canalfront! Pool, Dock, Near Anna Maria Island
LocationFamilyOutdoor spaces
4.87 out of 5 average rating, 15 reviews
NEW Waterfront | Heated Pool | Kayaks
LocationValueOutdoor spaces
4.93 out of 5 average rating, 28 reviews
Water Lovers Dream • Dock & Pool • Near AMI & IMG
LocationFamilyKitchen
5.0 out of 5 average rating, 13 reviews
Blessed Haven Peaceful Getaway 3 Miles to Beach
FamilyLocationAccuracy
5.0 out of 5 average rating, 62 reviewsCondo rentals with a pool

Beachfront Resort, Ocean View, Pool, Tennis, Gym
LocationFamilyCleanliness
4.9 out of 5 average rating, 241 reviews
Sun, Sand, Savings: Open Mon & Tues!
ValueLocationCheck-in
4.99 out of 5 average rating, 183 reviews
Beach Condo with Quiet, Private Beach
LocationFamilyGetting around
4.98 out of 5 average rating, 109 reviews
#terraceLIFE | 2 Blocks to Beach | Heated Pool
FamilyValueSleep quality
4.88 out of 5 average rating, 112 reviews
Cute 1Bedroom Beach condo, only steps from beach!
ValueFamilyAccess
4.77 out of 5 average rating, 149 reviews
Sunset and beach view from your balcony Unit 403
ValueFamilyCleanliness
4.88 out of 5 average rating, 139 reviews
A&A's Paradise near IMG & Anna Maria beaches
FamilyLocationCleanliness
4.97 out of 5 average rating, 144 reviews
Beachy Chic! 1st Floor Condo-Pool-Close to Beach
ValueFamilyWalkability
4.92 out of 5 average rating, 127 reviewsOther vacation rentals with a pool

Manatee Manor
ValueFamilyGetting around
4.86 out of 5 average rating, 49 reviews
Getaway Family Beach Townhome w/Pool!
FamilyValueBathroom
4.94 out of 5 average rating, 72 reviews
Pets Are Welcome/ Heated Pool/ Close to AMI
LocationValueQuiet
4.89 out of 5 average rating, 84 reviews
The Wabi House
LocationKitchenHospitality
5.0 out of 5 average rating, 4 reviews
Nautic Star - Large pool & Free dock and kayaks
FamilyLocationBeach
4.98 out of 5 average rating, 85 reviews
Close to IMG + 3 miles to AMI Gulf Beaches!
FamilyLocationKitchen
4.92 out of 5 average rating, 52 reviews
Heated Pool, 5 miles to the Beach, Sleeps 8
ValueFamilyDecor
4.94 out of 5 average rating, 72 reviews
10 min AMI | 15 min IMG | Heated Pool
LocationValuePool
4.97 out of 5 average rating, 62 reviewsWhen is the best time to visit Cortez?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 4,162 ZAR | R 5,690 ZAR | R 6,292 ZAR | R 5,544 ZAR | R 4,520 ZAR | R 5,365 ZAR | R 5,073 ZAR | R 4,617 ZAR | R 3,658 ZAR | R 4,016 ZAR | R 4,130 ZAR | R 4,731 ZAR |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
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