
Home rentals with a pool near Cortez Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Cortez Beach
Guests agree: these stays 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!

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.

Be an AMI
This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

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!

AMI Cortez Beach Retreat "Views" Resort-style Pool
Resort-style Heated Pool w/ "Views Over the Water" at Beach + Bay Home - duplex upstairs unit • 65 steps to Cortez Beach + 7 miles of white Anna Maria Island sand! • $150,000 new large, heated pool with salt-water, spillover spa, sitting shelf, +built-in umbrellas. • Gulf + Beach + Bay Views inside home + deck • Paddleboard + Kayak • High-speed WiFi • 3 blocks to Bridge Street restaurants/bars/pier/shopping + listen to the Bell Tower Clock ringing each hour – live music! • Ping pong table

Island Time on LBK!
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...!

Is this Heaven? No, it's Longboat Key
Newly renovated (November 2025) modern first floor condo literally five steps away from the sand walking outside from the lanai. One bedroom /One bath King bed in Primary Queen sleeper sofa in living room Key code entrance Free parking Heated Swimming pool on site Free Beach loungers on the beach Paid laundry machines on site Mid Island next to everything WiFi, cable, free parking Usually 7 night minimum Bring your toothbrush and bathing suite and prepare to unwind and relax!!!!

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Mermaid Tale by Duncan Real Estate
Welcome to Mermaid Tale! Relax stress-free in this two-bedroom accommodation which is on the top floor of this cute vacation triplex, only 5 houses from the Bradenton Beach gulf beaches and walking distance to restaurants, bars and shopping. Mermaid Tale is very comfortably located close to Bridge Street. Mermaid Tale is a great getaway for 4 people. Walk up the stairs to the first floor entrance and be greeted by coastal flair. The kitchen is fully equipped.

Beachfront! New!-Gulf Front!~Heated Pool!
🌴 Seagrape Cottage is a newly renovated 4BR/4BA island retreat just steps from the white sands of Cortez Beach 🌊. Enjoy a private heated pool & spa, coastal-style interiors, and multiple outdoor dining spaces. Located across from the Gulf and steps to Bridge Street, with the free island trolley out front—this home is perfect for relaxing or exploring Anna Maria Island ☀️🍹🏖️

Bayfront - Pelican Cove 16 by SeaBreeze Vacation
Pelican Cove is a beautiful Gulf to Bay property with a prime location just steps to the beach, five-star restaurants, shops. The condo features 2 bedrooms/2 bathrooms, sleeps 4 people, full laundry, and two private screened balconies. Amenities include a heated swimming pool, jacuzzi, on-site tennis courts, boat dock/slip, charcoal BBQ grill, and picnic area.

“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!
Popular amenities for rentals with a pool near Cortez Beach
House rentals with a pool

Top-Floor, Heated Pool, and steps to beach!

Family Tides B – Pool, Rooftop & Gulf/Bay View

Angie's Place! Upper Unit, Steps from the Beach!

Salty Harbor AMI pool retreat near the Beach

Luxury Lido Key Getaway on St. Armands Circle

Location! Beach Access/Trolley/ Restaurants!

Bayview Pointe! Luxury home! Near Anna Maria isle!

Waterfront, Heated Pool, Elevator, Fire Pit, Dock
Condo rentals with a pool

Bay View CLOSE to Beach Shops, Restaurants, Marina

Pelican Cove 1 - Anna Maria Island - Condo 2 Bedro

Luxury 3/3 Margaritaville Resort

Sandcastle Dreams

Sugary Sands 1 Bed Condo and One Block to Beach!

Beach Front at “The Shore”

Oceanfront Condo for Beach Lovers

AMI Perfect Experience
Other holiday rentals with a pool

Designer 2BR Retreat w/ Private *Heated* Pool!

Coconut Vacation Rentals/1BR/Pool/Steps to Beach!

Luxury 3B/3B waterfront home w/ pool + boat access

Getaway Family Beach Townhome w/Pool!

South Bay Beach House:Bay Front Luxury Beach Villa

Boat Dock + Kayaks + Dolphins + Beaches + Hot tub!

Bayfront 2BR | Heated Pool | Walk to Beach

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games
Quick stats about rentals with a pool near Cortez Beach

Total holiday rentals
Explore 330 holiday rentals in Cortez Beach

Nightly prices starting at
Cortez Beach holiday rentals start at $168 NZD per night before taxes and fees

Verified guest reviews
Over 5,080 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
330 of Cortez Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cortez Beach rentals

4.8 Average rating
Cortez Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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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
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Vinoy Park
- Caspersen Beach
- Tampa Convention Center
- Sand Key Beach
- Dunedin Beach
- Hard Rock Casino
- Manasota Key Beach
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Englewood Beach
- Jannus Live





