Luxury rentals in Anna Maria

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Top-rated luxury holiday rentals in Anna Maria

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Luxe
Villa in Sunset Park
5 out of 5 average rating, 6 reviews

10 Bdrm / 14 Bath Mansion - S. Tampa | Pool | Spa

Welcome to THE Estate Tampa - the area's newest & hottest vacation rental. Your chance to book the entire 20,000 sq ft mansion! ✦10 master ensuites ✦14 Bathrooms ✦saltwater pool | HUGE hot tub ✦professional gym | Ai personal trainer ✦chef's kitchen | commercial ice machine ✦lounge/bar areas ✦art gallery ✦billiard room ✦arcade | basketball | guitar hero | racing sims | air hockey | classic games ✦20-person dining table This property is not suitable for children under 12 years of age. Contact

Luxe
Home in Dana Shores
5 out of 5 average rating, 31 reviews

Tampa Luxe Waterfront Private Pool, Hot Tub & More

Welcome to the first and only Airbnb Luxe property in Tampa and St. Pete—where every detail is curated for your comfort. This professionally designed waterfront home with direct Tampa Bay access features a private pool, hot tub, dock, chef’s kitchen, fast Wi-Fi, electric scooters, Weber Grill, fishing & beach gear for your adventures & more. Perfect for families or groups seeking relaxation and adventure. Ask us about private chef services and curated local experiences to elevate your stay.

Luxe
A three-story coastal building stands prominently with a two-tone facade. Large windows are adorned with blue shutters, allowing ample natural light. Palm trees are visible nearby, and a well-maintained garden outlines the entrance, contributing to the inviting coastal ambiance of the property.
Home in Clearwater Beach
4.83 out of 5 average rating, 24 reviews

Akoya House at The Gemma

Just steps away from the quartz white sand of Clearwater Beach sits a brand new collection of homes, The Gemma. With spacious layouts, modern amenities, & upscale furnishings, The Gemma vacation homes provide a haven for travelers seeking the ultimate beachfront experience. Whether you're savoring your morning coffee on a private balcony, basking by the pool or spa, or strolling along the powder white sands of Clearwater Beach, Akoya House ensures that your vacation dreams become a reality.

Luxe
The multi-level vacation rental is illuminated under the evening sky, showcasing a shimmering heated pool with colorful lighting. Spacious balconies offer views across the exterior, while modern lounge chairs are positioned around the inviting pool area.
Home in Siesta Key
5 out of 5 average rating, 23 reviews

400ft to Beach, Ocean View, Pool, in the Village

Siesta Key Dream’s largest and most luxurious vacation rental, features four levels, totaling 6-bedrooms, 9-beds, & 6 full-bathrooms. Notable attributes include: a heated-pool, hot tub, 2-balconies, a roof-top sundeck, parking, a backyard and an elevator. With a premier location, beach access point #4 is 400 feet away, and the Siesta Key Village is one block away. In addition to a highly desired location, the unique property design allows beach and Gulf of Mexico views from multiple levels.

Luxe
The exterior of a coastal-style home is framed by lush tropical landscaping. Two palm trees and various shrubs surround the property, while the distinct architecture features a tower and a large covered porch. The garage doors have rustic wooden accents, adding charm to the overall design.
Home in Holmes Beach
5 out of 5 average rating, 5 reviews

Island home with Pool and swim-up bar! Best

The Blue Crab by AMI Locals 7606 Marina Drive, Holmes Beach, FL 34217 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

Luxe
A rooftop deck displays several blue Adirondack chairs arranged around a central fire pit, offering a view of the Gulf of Mexico. The clear sky and gentle waves create a serene backdrop for relaxation.
Home in Anna Maria
5 out of 5 average rating, 3 reviews

Bleuphoria! Rooftop Views and Poolside Fun!

Bleuphoria by AMI Locals 112 Elm Avenue, Anna Maria, Florida Welcome to Bleuphoria, a four-bedroom, four-bath luxury beach home on the peaceful North End of Anna Maria Island. Just three houses away from the sugar white sands of the Gulf and steps from Pine Avenue’s boutique shops and restaurants, this designer retreat delivers modern coastal elegance and resort-style amenities. With a private heated pool and spa, rooftop deck with panoramic Gulf views, and thoughtfully curated spaces

Luxe
The image showcases a private pool area, featuring a unique waterslide and in-ground spa, illuminated in vibrant blue tones as the sky transitions to dusk. Comfortable lounge chairs are positioned beside the pool, surrounded by lush palm trees and a spacious deck area.
Home in Lido Key
4.86 out of 5 average rating, 7 reviews

New Home with Pool, Spa, Waterslide - Seascape

Seascape by Lido Key Vacations Sarasota FL 34236 VR24-00004 Welcome to Seascape, a stunning vacation home boasting eight spacious bedrooms and eight-and-a-half luxurious bathrooms. With a gorgeous private pool, spa, and waterslide, you'll be living in paradise! Plus, the rooftop deck offers incredible views, and it's only a block away from Lido Key Beach, where you can catch breathtaking sunsets. This vacation home is perfect for families and large groups seeking a memorable beach

Luxe
Home in Holmes Beach
5 out of 5 average rating, 3 reviews

Seaside Haven by Duncan Real Estate

Seaside Haven is an elegant Island property that promises an unforgettable experience. The 4 bedroom and 3 1/2 bath pool home is located on the Avenues in Holmes Beach and just a short flipflop walk to the Gulf powdery white beaches. This house features tasteful coastal-themed dcor that prioritizes guest comfort. Its gourmet kitchen and open floor plan provide ample space for family gatherings, complemented by a functional and relaxing outdoor living area by the pool with a fire pit.

Luxe
The exterior showcases a modern three-story house with multiple large glass doors and windows. Balcony seating is visible on the middle and top levels, complemented by two umbrellas for shade. Lush landscaping surrounds the property, providing a tropical feel.
Home in Lido Key
5 out of 5 average rating, 4 reviews

Steps to Beach - St. Armands - Resort Pool & Slide

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.

Luxe
Home in Clearwater Beach
5 out of 5 average rating, 4 reviews

New-Waterslide-Spa-Rooftop-Gulf & Bay Views

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.

Luxe
The exterior of a three-story vacation home is highlighted, showcasing large glass doors and multiple balconies. Lush greenery surrounds the property, while a rooftop deck can be seen, providing additional outdoor space. The driveway offers ample parking with two garage spaces visible.
Home in Lido Key
5 out of 5 average rating, 7 reviews

Gulf Views. Walk to St Armands+Beach. Pool+Slide

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.

Luxe
Home in Clearwater Beach
5 out of 5 average rating, 5 reviews

New-Endless Amenities-Unmatched Rooftop & Views

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.

Popular amenities for Anna Maria luxury holiday rentals

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