Luxury rentals in Bradenton Beach

5.0 out of 5 average rating, 5 reviews

Home in Arlington Park

Showstopper Beach Home Pool Spa Waterfall Elevator

Welcome to the Kingdom on Hyde, the crowning jewel of Arlington Park homes & a vacation lover's dream. Featuring 4 bedrooms & 6 baths spread over nearly 4000 sq ft w/ 20ft soaring ceilings. This jewel box features a heated pool & spa with dramatic 8ft waterfall feature, Thermador Appliances, commercial grade elevator, custom imported tile & finishes & 2-story living amongst the Live Oaks. Perfectly situated a stone's throw from Arlington Park & a short drive to Siesta Beach & Downtown Sarasota!

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5.0 out of 5 average rating, 15 reviews

Luxury Beachfront House in Anna Maria!

ANNA MARIA-LOCATED JUST STEPS AWAY FROM THE BEACH AND SHOPPING! This luxury house on the bay features sweeping views of the Bay, Passage Key, Beachfront, and Skyway Bridge. With 4 bedrooms and several entertainment areas this makes an amazing retreat for a family or group of friends that have luxury tastes while enjoying the relaxed atmosphere of Anna Maria. Features include a pool and spa with a putting green and rooftop deck! This is as luxurious as it gets with a short walk to downtown shops

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5.0 out of 5 average rating, 9 reviews

Home in Holmes Beach

Waterfront Home Private pool, elevator and dock

Luxury waterfront retreat w/pool, spa, boat ramp & dock! Elevator makes it perfect for multi‑generational family getaways. This brand-new home features airy open-concept living and 4 bedrooms (3 primary en-suites with King). Swim in the sparkling pool, soak in the spa, grill on the BBQ, and dine under the covered patio. Just minutes to Gulf beaches and local dining. Bring your boat and enjoy waterfront living from your own backyard oasis, where you can relax and watch manatees in the canal.

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5.0 out of 5 average rating, 124 reviews

An inviting outdoor pool area is showcased under a protective canopy, featuring a vibrant mural depicting early 1900s Tampa. A heated pool sits beside a spa, with landscaped greenery and illuminated pathways creating a cozy atmosphere, perfect for relaxation.

Home in Tampa

Urban Oasis | Pool/Spa & Games, Near Downtown

"This is one of the best homes I've stayed in and I've stayed in many of them. The place is pretty awesome and spacious with so many amenities. It seems to be brand new with so many appliances and entertainment options. Highly recommend." -Karl Luxe Legacy Vacations presents 1906 Tampa, a modern industrial retreat designed as a private urban oasis. Massive glass walls and a custom mural celebrate Tampa's history while opening to a vibrant pool and spa. Settle in for an unforgettable stay.

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4.6 out of 5 average rating, 5 reviews

Golden Glow - Stunning Views!

Golden Glow by AMI Locals TPL26-000025, DWE5105519 Golden Glow is a brand new luxury five-bedroom, five-bath waterfront retreat located in the heart of Bradenton Beach on Anna Maria Island. Designed for elevated coastal living, this stunning new construction home offers breathtaking bay views, a private dock, and a rooftop deck built for unforgettable sunsets. Just steps from the Gulf beaches and minutes from Bridge Street dining and shopping, Golden Glow delivers the perfect blend of

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5.0 out of 5 average rating, 7 reviews

Home in Holmes Beach

Island home with Pool and swim-up bar!

The Blue Crab by Anna Maria Vacations Home in Holmes Beach, Florida VRC-000057 Welcome to The Blue Crab, a stunning island retreat just three blocks from Holmes Beach! This luxurious four-bedroom, four and a half bath home boasts a tropically landscaped backyard featuring a private pool with a swim-up bar, fire pit, and hot tub. Surrounded by elegant, coastal farmhouse decor, the open layout offers plenty of space for family gatherings or friends’ getaways. Perfect for those seeking

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5.0 out of 5 average rating, 23 reviews

New Listing! Beachfront! 2 Masters w/Ocean Views!

The Diamond Star on Anna Maria Island, a beautifully remodeled beachfront home originally built by legendary pitcher Warren Spahn. Enjoy spectacular beachfront views, white sandy shores, and unforgettable sunsets. The house features two master suites, a living room, and a kitchen, all offering magnificent ocean views. Enjoy the private decks, direct beach access, beach gear including kayaks, paddleboards, and more. After a day in the sun, relax with a cocktail in the private pool.

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4.95 out of 5 average rating, 21 reviews

Home in Sarasota

60ft. Water Slide - Golf Simulator - Mini Golf

Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

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4.94 out of 5 average rating, 109 reviews

Tripletail | Beachfront | Pool & Spa | 4 King Beds

Private Beachfront Home - one block from Pine Avenue and the City Pier. Watch dolphins and manatees swim by from your back deck. Bike or rent a golf cart to explore the island and boutique shops and restaurants. Ground floor has a beachfront king bedroom with en-suite bathroom, second king bedroom and bathroom, open floor plan kitchen , dining and family room. Upstairs are two more King bedrooms and bathrooms as well as a sitting area. Heated pool and hot tub

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5.0 out of 5 average rating, 7 reviews

Home in Holmes Beach

The Shady Mermaid by Duncan Real Estate

Welcome to The Shady Mermaid! A luxury ground-level vacation home just a 3-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen has ample counter space, gas cook top and oven, extra-large fridge/freezer and wine cooler making meal prep a breeze.

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5.0 out of 5 average rating, 22 reviews

Dream State ~ Gulf Front/Across from Beach!

Welcome to Dream State, a luxury coastal retreat located directly across from the beach in Bradenton Beach. Featuring six bedrooms, a resort-style heated pool and spa, rooftop deck with panoramic Gulf and bay views, outdoor kitchen, putting green, and walkable access to Bridge Street, this exceptional home offers everything you need for an unforgettable Anna Maria Island getaway.

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Home in Indian Rocks Beach

5.0 out of 5 average rating, 4 reviews

Luxury Estate | Pool, Spa & Golf Simulator

A stunning 4 bedroom 6.5 bathroom multi-level waterfront residence on Indian Rocks Beach delivering resort-caliber luxury from every level. Four en-suite bedrooms, a private dock, rooftop lounge, resort pool with spa, and a custom game room with a 30-foot bar, designed for guests who want more than a vacation home.

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Popular amenities for Bradenton Beach luxury holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great luxury holiday rentals in Bradenton Beach

4.9 out of 5 average rating, 104 reviews

FantaSea - beach front/heated pool/golf cart

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4.85 out of 5 average rating, 26 reviews

West Coast Best Coast! Steps to the Beach!

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The exterior showcases a modern beach-style home elevated above a serene pool area. White columns support a spacious porch with comfortable seating, surrounded by lush tropical landscaping. The inviting pool features a central island, enhancing the outdoor living experience.

4.69 out of 5 average rating, 13 reviews

Luxury Home with Pool and Putting Green! Close to

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5.0 out of 5 average rating, 29 reviews

Gone Coastal on Elm - Short Walk to beach/Pine Ave

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The exterior of the home features a multi-level structure with a spacious pool area. A sparkling pool is accompanied by an in-ground spa, surrounded by tropical landscaping and palm trees. Ample outdoor seating is visible on the covered patio, enhancing relaxation options.

5.0 out of 5 average rating, 4 reviews

The Mystical Rose – Brand New Luxury Home with

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A sparkling pool with an in-ground spa is positioned amidst lush green landscaping and palm trees. The two-story home features a spacious covered area with comfortable seating options, providing a perfect spot for relaxation by the poolside.