
Luxury rentals in Tampa Bay
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Top-rated luxury holiday rentals in Tampa Bay
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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!

Experience Luxury at Go with the Flow! Lazy River
Go with the Flow by AMI Locals 311 Spring Ave, Anna Maria, FL 34216 Welcome to Go with the Flow, a stunning three-level luxury home offering five bedrooms and five and a half bathrooms, designed for beach lovers. Located just a five-minute walk to Anna Maria Beach, this brand new vacation retreat boasts a private pool, rooftop deck, and elegant designer interiors. Whether you’re hosting a family getaway, traveling with friends, or seeking the ultimate island experience, this home will exceed

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.

Pool, Rooftop Putting green, Golf cart, and Bikes!
Palmetto Paradise by Exclusive Vacations 107 Palmetto Ave, Anna Maria, Florida VR22-000061 Welcome to Palmetto Paradise, a coastal chic four bedroom, four and a half bath luxury beach home on the beach block in Anna Maria, just steps to the Gulf and a short walk to Pine Avenue boutiques, restaurants, and sweet shops. Designed for easy family stays, this retreat offers a resort-style private pool and spa, a two-level rooftop deck with Gulf views, fire pit, and putting green, plus an outdoor

Luxury Home with Pool and Rooftop Putting Green!
Shore Is Paradise by AMI Locals 315 N Bay Blvd, Anna Maria, Florida VR20-000087 Welcome to Shore Is Paradise, a beautifully designed four-bedroom, four and a half bath vacation home overlooking Bayfront Park on the north end of Anna Maria Island. With sweeping bay views, a private pool and spa, and a two-level rooftop deck with a putting green, this coastal retreat offers the perfect blend of relaxation and walkable island living. Located just steps from Pine Avenue and about a 10-minute

Rooftop Views! Pool, Spa and Game Room!
Love Me Blue by Exclusive Vacations 792 Jacaranda Rd, Anna Maria, FL 34216 VR24-000043 Welcome to Love Me Blue, part of our Exclusive Collection. This luxury beach home offers four bedrooms, four and a half baths, located on the north end of Anna Maria Island! Just a three-minute walk to the serene Bean Point beach and one mile to the shops and restaurants of Pine Avenue, this stunning home combines resort-style amenities with elegant island living. Featuring a rooftop deck, private pool

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.

Private Pool and Game Room! - Boundless Waves
Boundless Waves by Exclusive Vacations 408 Magnolia Ave, Anna Maria, FL VR24-000005 Welcome to Boundless Waves, part of our Exclusive Collection. Offering a curated luxury experience with elevated amenities, personalized services, and refined island living. This six-bedroom, six-and-a-half-bath coastal retreat features a rooftop deck with panoramic island views, a resort-style pool and spa. Thoughtfully designed interiors, created for those who expect only the best on their Anna Maria

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

Lap of Luxury by Duncan Real Estate
Welcome to Lap of Luxury! This home is new as of 2022 and has been meticulously built and designed to create a space for full relaxation. Lap of Luxury is only 150 steps from the white sand beaches of the Gulf of Mexico with beautiful views from every floor. It features 4 bedrooms and 5 and a half baths and is just a short stroll away from the historic shopping area along Pine Ave and the famous Bean Point beach area. Step through the zen inspired courtyard area to the main entrance.
Popular amenities for Tampa Bay luxury holiday rentals
Other great luxury holiday rentals in Tampa Bay

Downtown Tampa - The Luxe Loft in Channelside

New-Luxury Resort Pool w/ Slide&Spa-Rooftop Views

Island home with Pool and swim-up bar! Best

Lap of Luxury by Duncan Real Estate

Tampa Luxe Waterfront Private Pool, Hot Tub & More

Rooftop Views! Pool, Spa and Game Room!

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

New-Waterslide-Spa-Rooftop-Gulf & Bay Views
Destinations to explore
- Seminole Holiday rentals
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- Luxury rentals Florida
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- Anna Maria Island
- Siesta Beach
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- Raymond James Stadium
- John's Pass
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- ZooTampa at Lowry Park
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- Gulfport Beach Recreation Area
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