
Holiday 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.

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!
Enjoy easy living in this updated tropical home! Your private screened lanai is perfect for seamless indoor/outdoor relaxing, with a heated pool and covered dining/lounge area with a 58" outdoor TV! The interior of the home is bright and open with cheerful coastal decor and plenty of room to spread out. We provide everything you need with a well-stocked kitchen, gas grill, game room, beach gear, towels, EV Charger! In a quiet neighborhood with quick access to AMI beaches IMG, parks, and trails!

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

Oceanside LBK: Sunny Days!
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...!

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

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.

Private Heated Pool, Turfed Putting Green Retreat
Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG
🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

Rustic Coastal Cottage | 1BR W / Pool & Near Beach
Rustic Coastal Cottage is a cozy 1-bedroom, 1-bath retreat with relaxed coastal charm. This private guest cottage features a comfortable bedroom, full bathroom, and in-unit laundry for added convenience. Enjoy access to the shared pool and outdoor spaces, perfect for cooling off or relaxing after a day at the beach. Ideal for couples or solo travelers looking for a peaceful coastal stay near Anna Maria Island.

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.

2 mins to Beach/private parking/pool/marina/bbq
Discover Tranquility at Casa Bliss! NOW OFFERING ---> 10% FOR 7+ NIGHTS AND 7% FOR 5+ NIGHTS! Discounts automatically applied at checkout ⭐️ Community Pool ⭐️ Marina ⭐️ BBQ Grills ⭐️ Private Parking ⭐️ High Speed WIFI ⭐️ Oversized TV's ⭐️ Beach Chairs ⭐️ Beach Umbrella ⭐️ Ice Chest Located 3 minutes from Manatee Beach neare near tons of restaurants and cool stores.

Waterfront Pool Home Steps to Beach
Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!
Popular amenities for Cortez rentals with a pool
House rentals with a pool

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

Pickleball By the Pool, Relax and Play

4.6 miles to beach and 16 foot heated swim spa!

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Sunrise Villa - Tropical 3 bedroom home with pool

Close to IMG + 3 miles to AMI Gulf Beaches!

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Coconut Dreams! Heated Pool, 4 min to AMI Beach
Apartment rentals with a pool

Palms Villa: Cozy & Minutes from Anna Maria Island

LIDO KEY 1 BR/1Bath Heated Pool 16

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

Steps to the beach! Condo with pool at The Terrace

Beachy Chic! 1st Floor Condo-Pool-Close to Beach
Other holiday rentals with a pool

Cheerful Oasis on Anna Maria Island

Tradewinds Deluxe North Cottage

Heated Pool, 5 miles to the Beach, Sleeps 8

Turtle walk - Next to 5 top eats & Beach

Coconut Vacation Rentals/Studio/Steps to Beach!

Walk to it all! Restaurants + Heated Pool +Beach!

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

Sleeps 11, Pool, Close to Anna Maria Beaches
When is the best time to visit Cortez?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $342 SGD | $427 SGD | $405 SGD | $356 SGD | $371 SGD | $367 SGD | $394 SGD | $359 SGD | $284 SGD | $312 SGD | $321 SGD | $367 SGD |
| 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 holiday rentals with a pool in Cortez

Total holiday rentals
Explore 100 holiday rentals in Cortez

Nightly prices starting at
Cortez holiday rentals start at $88 SGD per night before taxes and fees

Verified guest reviews
Over 2,510 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Cortez holiday rentals include wifi 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
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- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Caspersen Beach
- Dunedin Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park




