Luxury rentals in Hillsborough County

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Top-rated luxury holiday rentals in Hillsborough County

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Luxe
The kitchen is featured with a modern island, complemented by stylish pendant lighting with warm metallic accents. Fresh flowers in a vase add a natural touch, while large windows allow for ample natural light and provide views of greenery outside. Open space design is evident.
Home in Tampa
4.79 out of 5 average rating, 14 reviews

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!

Luxe
The exterior of a modern three-story home is highlighted, featuring multiple large windows with white shutters. A walkway leads to the entrance, which is framed by greenery. The surrounding area shows a well-maintained landscape with evenly spaced pavers.
Home in Clearwater
4.85 out of 5 average rating, 13 reviews

Pearl 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 and spa, or strolling along the powder-white sands of Clearwater Beach, "Pearl House" ensures that your vacation dreams become a reality.

Luxe
A view of the exterior of two side-by-side homes within a modern beachfront community. The houses feature a clean architectural style with multiple stories, large windows, and balconies. A pathway lined with greenery leads to the entrance, while the street provides access to this inviting location.
Home in Clearwater

Jade House and Onyx House - Steps to the Beach

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 strolling along the powder white sands of Clearwater Beach, our Jade and Onyx Duo ensures that your vacation dreams become a reality.

Luxe
Two side-by-side coastal homes are shown, featuring white exteriors with large windows and multiple balconies. Greenery lines the center pathway, leading to covered entrances. The layout presents a symmetrical design, with awnings over windows and ample space for parking in front.
Home in Clearwater
5 out of 5 average rating, 3 reviews

Akoya House and Pearl House - 2 Luxury Homes

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 strolling along the powder-white sands of Clearwater Beach, our Akoya and Pearl Duo ensures that your vacation dreams become a reality.

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
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
Villa in Tampa
5 out of 5 average rating, 5 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 Tampa
5 out of 5 average rating, 23 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 modern outdoor space showcases a sparkling swimming pool surrounded by lush green landscaping. The pool area is framed by palm trees and features lounge chairs for relaxation. The elegant two-level home is visible, with spacious balconies offering a relaxing view of the pool.
Home in Anna Maria
4.67 out of 5 average rating, 6 reviews

New Home w/ Incredible Rooftop Deck!- Just Breathe

Just Breathe by AMI Locals Home in Anna Maria, FL 34216 Welcome to Just Breathe, a brand-new construction right across the street from Tampa Bay and is a quick walk to the sparkling Gulf of Mexico beaches. This home has four bedrooms, four and a half baths, an incredible two-level rooftop deck with water views, Bocce ball, a firepit, an outdoor kitchen, and a pergola. You’ll never want to leave this home, so start packing now! This home is part of our Exclusive AMI Collection of homes. These

Luxe
A three-story beachfront home is showcased with a spacious outdoor area featuring a modern pool. Lounge chairs are arranged around the pool, surrounded by palm trees. The upper balconies provide expansive views, while the home's facade features large windows and a welcoming design.
Home in Anna Maria
4.41 out of 5 average rating, 17 reviews

AMI Luxury! Private Beach, Pool and Golf Cart

Bay View Beauty by AMI Locals 881 N Shore Dr, Anna Maria, Florida VR18-000097 Welcome to Bay View Beauty, a luxury seven bedroom, six bathroom beachfront retreat that’s part of our Exclusive AMI Collection. Located directly on Anna Maria Island’s Bay beaches with private beach access, this spectacular home offers a resort style pool and spa, unobstructed water views, and exclusive amenities like a six-seat golf cart and luxury beach gear. Just minutes from Bean Point and Pine Avenue’s

Luxe
Home in Clearwater
4.85 out of 5 average rating, 20 reviews

Jade 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 strolling along the powder white sands of Clearwater Beach, "Jade House" ensures that your vacation dreams become a reality.

Luxe
A modern home features a private pool surrounded by lush green artificial grass. Sunlight reflects off the clear water, with spacious lounging areas visible under the elevated deck. Palm trees frame the scene, adding a tropical feel to the inviting outdoor space.
Home in Anna Maria
5 out of 5 average rating, 5 reviews

Rooftop Views! Pool, Spa and Game Room!

Love Me Blue by AMI Locals 792 Jacaranda Rd, Anna Maria, FL 34216 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 with a spa, and

Luxe
The exterior view of the property features a modern design with large windows and a spacious patio area. A pristine pool occupies the center, surrounded by vibrant green grass and palm trees, creating a relaxing outdoor oasis for guests.
Home in Bradenton Beach

Luxury Home with Pool and Rooftop!

Shore Is Paradise by AMI Locals Home in Anna Maria VR20-000087 Welcome to Shore is Paradise, an exquisite four-bedroom, four-and-a-half-bath haven epitomizing modern luxury. This sanctuary boasts a sleek design and awe-inspiring vistas of Tampa Bay. Its defining feature is a two-level rooftop deck offering both leisure and relaxation—a lush putting green on the upper level and plush lounge chairs on the lower, perfect for soaking up the sun and sea breeze.

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