
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.

Green Jacaranda AMI Duplex B, 5 min walk to beach
Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people

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.

The Shell House-Near Beach-Enclosed Private Pool
This beautifully decorated Cortez home is just minutes to Anna Maria Island and the gulf beaches. Not feeling the sand today, no problem! Relax out back at the large private pool or take a nap on the large comfortable outdoor sectional in front of the pool TV. We are located close to the Cortez Fishing Village, beach shops, several restaurants, live music, boat & jet ski rental shops! We pride ourselves on the guest experience, so let us help you fall in love with the place we call home!

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

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...!

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.

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Palm Retreat Gold: Luxury Edition of #1 Rental
High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

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.

Tropical Retreat | Htd Pool, Fire Pit & BBQ Grill
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.

“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!

Conch Cottage adorable one bedroom with pool.
Take it easy at this unique and tranquil getaway. Conch Cottage is 5 minutes to Anna Maria Island. Walk to Portosueno park and see the Manatees watch the sunset from the park or bridge. Kayak, walk or bike Robinsons Preserve. So much to do in this historic Palma Sola Neighborhood.
Popular amenities for Cortez rentals with a pool
House rentals with a pool

Luxury Coastal Getaway, minutes from AMI!

Private Pool +Game Room Near Siesta Key | Sleeps 9

Dolphin Resort | Pool, Spa, Game Room & Beach

Water Lovers Dream • Dock & Pool • Near AMI & IMG

Tropical Oasis Heated Hydrotherapy Swim Spa

Beachfront Villa | Pool + Lanai | Hosts 6

The Florida Rooms

Tropical Getaway: Pool, Putting Green,Near Beaches
Condo rentals with a pool

A Coastal Retreat Steps From the Sea

On the Beach; Siesta Key SunBum Studio

Luxury 3/3 Margaritaville Resort

A&A's Paradise near IMG & Anna Maria beaches

Sunset and beach view from your balcony Unit 403

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Steps to the beach! Condo with pool at The Terrace

Shorewalk full condo AnnaMaria Beaches IMG
Other vacation rentals with a pool

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

Heated Pool Retreat Near IMG & Anna Maria Island

Pets Are Welcome/ Heated Pool/ Close to AMI

Guest House with Hot tub & Heated Pool

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG

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

Waterfront Bungalow• Dock•Heated Swim Spa•Near AMI

Close to IMG + 3 miles to AMI Gulf Beaches!
When is the best time to visit Cortez?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 235 | € 293 | € 278 | € 244 | € 255 | € 252 | € 270 | € 246 | € 195 | € 214 | € 220 | € 252 |
| 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 € 61 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 a patio Cortez
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- Rentals with pools Manatee County
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- Rentals with pools United States
- 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
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- Manasota Key Beach
- River Strand Golf and Country Club
- Tampa Convention Center
- Englewood Beach




