
Vacation rentals with a pool in Cortez
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cortez
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

A&A's Paradise near IMG & Anna Maria beaches
Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

Short Stroll to the Surf! ~ Make Memories on AMI
Nestled in a charming, quiet community of just 8 units, this beautifully updated beach condo offers the perfect blend of relaxation and convenience. The condo is just a short stroll (about 150 steps!) to the pristine white sand beach, where you can soak up the sun and enjoy the coastal views. Wonderful family getaway or couples escape. Private, covered 2 car parking. Laundry in unit. Beach wagon, chairs and gear available. A hidden gem close to everything you need for a relaxing island stay.

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!

Magical Guesthouse 1 mi from SRQ airport
@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Oceanfront LBK: Relax & Recharge!
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...!

Salty Harbor AMI pool retreat near the Beach
Charming Salty Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -Ask us if your dates don't fit our calendar! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

Sunrise Villa - Tropical 3 bedroom home with pool
Relax with the family at this tropical oasis. Sunrise Villa sits in the corner of a quiet cul-de-sac, just a quarter mile from Palma Sola Bay and 5 miles from the quaint island of Anna Maria and its sandy white beaches. Enjoy the tropical backyard paradise and the abundance of restaurants, beaches, and entertainment in close proximity. Lounge by the pool, take a bike ride along the bay, take a short bike/car ride over to the island, or take a short car ride to downtown Bradenton.

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

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.

Sunset and beach view from your balcony Unit 403
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.

1/1 STEPS to Beach w/ Heated POOL - Sleeps 4
Spacious and remodeled 1-bedroom condo that sleeps 4 located just STEPS away from the beach. Condo features a large heated swimming pool, private beach access, eat-in kitchen - fully stocked with amenities including coffee maker, WiFi, Smart Tv's, beach accessories, fishing poles, paddle boards, games, & much more! Early Check-in / Late Check-out available upon request.

Cozy Private Estudio • Near IMG, Beach & Airport
Cozy tropical retreat just 4.6 miles from Sarasota Airport and 7 miles from the beach. Perfect for two! Enjoy a private stock tank pool, fully equipped kitchen, comfy bed, fast Wi-Fi, and free parking. Relax in your own peaceful outdoor space and feel the tropical vibe. Ideal for a romantic escape, a beach weekend, or simply to unwind in a unique and private setting.
Popular amenities for Cortez rentals with a pool
House rentals with a pool

Canal-View Retreat | Kayak Near AMI Reserve

Heated saltwater pool home - turf putting green

Be an AMI

Pool Home, Close Anna Maria Island / Beaches

Heated Pool, 5 miles to the Beach, Sleeps 8

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Paradise Cove - Modern Home with a Private Pool! O

3BR/3BA + Waterfront! Hot tub + Pool + Beaches!
Condo rentals with a pool

Cheerful Oasis on Anna Maria Island

The Honeymoon Suite on Siesta Key Beach

On the Beach; Siesta Key SunBum Studio

Freshly Renovated Vacation Villa at Shorewalk

New Luxury 3/3 Condo in Margaritaville Resort

Luxury 2BR/2BA Condo Minutes from Beaches & IMG

Sea Club 2 - Relaxing Siesta Beach Key Condo Rental

Lido-Key- Tiny Studio Holiday Cottage-A
Other vacation rentals with a pool

2/3-2/7 available & just $200/nt! Msg me to book!

Top 1%, Heated Pool, Elevator, Waterfront, Firepit

Secluded Bayside Gem with beautiful bay views

250 steps from Beach Access! Heated pool and spa

L'Oasis East w/Dip Pool

Walk 2 blocks to Beach + Private Pool + King Beds!

Nautic Star - Large pool & Free boat dock & kayaks

Flamingo Royale — Beach Luxury Resort
When is the best time to visit Cortez?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R4,386 ZAR | R5,470 ZAR | R5,195 ZAR | R4,564 ZAR | R4,758 ZAR | R4,710 ZAR | R5,049 ZAR | R4,596 ZAR | R3,641 ZAR | R3,997 ZAR | R4,111 ZAR | R4,710 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 |
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 R1,133 ZAR per night before taxes and fees

Verified guest reviews
Over 2,510 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!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Dunedin Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Englewood Beach
- Gulfport Beach Recreation Area
- Adventure Island




