Luxury rentals in Anna Maria Island

Downtown Tampa - The Luxe Loft in Channelside

Want the feel of a private hotel without having to deal with the inconveniences? No key fobs or gate codes or confusing directions on how to get to your home away from home! Just pull into your PERSONAL ATTACHED GARAGE to access Tampa’s 1st & only Luxe property! Come stay @ Tampa's Luxe Loft in Channelside, you’ll be steps away from the best dining, nightlife & waterfront experiences. Catch a show at the Amalie Arena, stroll along the Riverwalk, explore the Florida Aquarium, or enjoy nightlife!

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

NEW Home w/Pool and Putting Green-Gone Gulfin'

Gone Gulfin’ by AMI Locals 9605 Gulf Drive, Anna Maria, Florida Welcome to Gone Gulfin’, a brand new, five-bedroom, four and a half bath luxury beach home just one block from the Gulf beaches. Perfect for families and friends seeking a modern island retreat, this stunning home features a private pool and spa, rooftop deck, and fun outdoor games like ping pong and putting green. Designed with relaxation and entertainment in mind, Gone Gulfin’ blends contemporary style and coastal elegance to

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.

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.

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.

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

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

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.

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.

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.

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.