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

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach
Step into your WINTER Holiday with a Beach Vacation! Now booking Spring! Reserve your March & April dates! Picture this: a rooftop deck, just a 5min walk to the pristine sand of Lido Beach, and surrounded by the charm St Armand's Circle with boutiques, and eateries, all within walking distance. Forget the conventional - this condo's got a secret. Tucked behind an unassuming door lies a vibrant space, drawing inspiration from speakeasy culture fused w/ a beach vibe. Your adventure starts now

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.

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

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!

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.

Heated saltwater pool home - turf putting green
Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

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

Beach Condo: Open Tomm & Mon, $199/nt + Fees!
This charming seaside condo is 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 one-bedroom condo is optimal for sunset viewing from a private, screened lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at Silver Sands Gulf Beach Resort! To see all four of our listings, click on my Host photo and scroll down...!

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.

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 unit. This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES
Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!

Private Tropical Oasis | Heated Pool + Fire Pit
Escape to your own private Old Florida oasis, surrounded by swaying palms and designed for relaxed group living. Enjoy a heated pool wrapped by a freshwater stream, fully fenced backyard, sunset views from a mango tree platform, fire pit evenings, and an outdoor kitchen with TV. Pet- and toddler-friendly, with spacious interiors and quick access to IMG Academy and Anna Maria Island beaches.
Popular amenities for Cortez rentals with a pool
House rentals with a pool

NEW saltwater pool/spa! Free pool heat!

Oasis Villa Retreat Close to Beaches & IMG Academy

Pickleball | Game Room | Htd Pool | 4 Min to Beach

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Pool & Sand Volleyball | 3 Kings | NearAMI & IMG

Luxury Pool Home by Siesta/Lido

Heated saltwater CAGED pool ! NEW ! CLEAN !

Rollin' wth the Waves by Beach Boutique Rentals
Condo rentals with a pool

Brand New condo with water views, Pool/Beaches

Shorewalk upgraded condo 4505.

Crystal House on Siesta Key Beach

Freshly Renovated Vacation Villa at Shorewalk

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

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

Sunny Bella Rosa – Pools, Spas, near IMG & Beaches

Beachfront Escape – Private Balcony, Gulf Views
Other vacation rentals with a pool

Getaway Family Beach Townhome w/Pool!

Pool, Bikes & BBQ Included! 2min to Beach!

Coastal Oasis Condo w/ Luxury Resort Amenities

Gorgeous Gulf Views - Beachfront 2BR/2B Condo

Turtle walk - Next to 5 top eats & Beach

New Modern Longboat Key*5 Steps to Sand*Heatd Pool

Beachfront Studio Retreat on Anna Maria Island

Luxury Condo at Margaritaville 1 mile to AMI!
When is the best time to visit Cortez?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ995 | ﺩ.ﺇ1,241 | ﺩ.ﺇ1,179 | ﺩ.ﺇ1,036 | ﺩ.ﺇ1,080 | ﺩ.ﺇ1,069 | ﺩ.ﺇ1,146 | ﺩ.ﺇ1,043 | ﺩ.ﺇ826 | ﺩ.ﺇ826 | ﺩ.ﺇ867 | ﺩ.ﺇ1,017 |
| 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 ﺩ.ﺇ257 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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- Rentals with pools Manatee County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Dunedin Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- 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
- Gulfport Beach Recreation Area
- Adventure Island
- Englewood Beach




