Holiday rentals with a hot tub near Cortez Beach

Gulf front best sunset views, Anna Maria Island

You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand. A queen size bed with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

Sea 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.

AMI*Steps to the beach-Modern LUX* POOL SPA*Views

Located in the 💙 of Bradenton Beach on Anna Maria Island 🏝️, just steps from the Gulf 🌊 and local restaurants🍦. Enjoy your own tropical oasis with a private heated pool 🏊🏼, hot tub, and rooftop deck with ocean breezes 🌅. The 🧜🏼‍♀️Merry Mermaid 🧜🏼‍♀️ is where Old Florida Charm meets modern comfort -- ☀️bright, airy spaces for easy island living. Whether you're planning a 🐚family beach week or a relaxing girls' getaway, this Bradenton Beach retreat has everything you need. 🏝️🏖️

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

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🏝️.

Exquisite modern home with pool - 10 min to beach

A beautiful modern home 10 min to Anna Maria Island and the beach with breathtaking amenities in Bradenton Florida. This 3 bedrooms, 2 bathrooms property is appointed with exquisite finishes and furniture throughout, heating and cooling pool, hot tub, large patio with lounge chair, complimentary bicycles and beach chairs, sonos system, outdoor BBQ and much more. Additional Housekeeping can be provided at an extra cost. Please contact the Property Manager for more information.

Luxury 3/3 Margaritaville Resort

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

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!

NEW Canal Family Home - Pool, Kayaks, Game Room

Just minutes from Anna Maria Island's turquoise water and powder-white beaches, Sandpiper Retreat is your home base for the ultimate Gulf Coast getaway. Wake up to canal views, paddle out to Robinson Preserve at sunrise, then dive in your private heated pool and spa when you come home. A dedicated game room with pool table, foosball, and ping-pong keeps everyone happy once the sun finally sets.

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 ☀️🍹🏖️

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!