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

4.8 out of 5 average rating, 15 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

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, 5 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

Townhouse in Tampa

Luxury Hyde Park Artists Home - Close to UT

Welcome to The Strata Barn, located directly between Hyde Park Village and the University of Tampa! This breathtaking townhome has been outfitted for those who like to travel in style. Located just 3 blocks from charming Hyde Park Village, you are walking distance to outdoor shopping, amazing restaurants, and vibrant bars that Hyde Park is known for. This professionally decorated home offers 2 bedrooms, 2.5 bathrooms, with 1 King bed, 2 twins, and a sleeper sofa, making this suitable for up to

Luxe

Home in Tampa

5 out of 5 average rating, 27 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 Exclusive Vacations 415 N Bay Blvd, Anna Maria, FL 34216 VR23-000046 Welcome to Just Breathe, part of our Exclusive Collection. This luxury four bedroom, four and a half bath vacation home perfectly positioned on the Bayfront across from Tampa Bay and just a short walk to the Gulf beaches. This home pairs modern sophistication with a relaxed island feel and features panoramic water views, a resort-style pool and spa, and a two-level rooftop deck with a Bocce ball court and

Luxe

Townhouse in Tampa

New place to stay

New! The Artist House - Luxury Hyde Park Home

Welcome to The Artist House in Historic Hyde Park, close to UT! This breathtaking townhome has been tailored to appeal to those with an eye for a stylish and lush environment. Located just 3 blocks from charming Hyde Park Village, you are walking distance to outdoor shopping, amazing restaurants, and premier bars that Hyde Park is known for. This professionally decorated home offers 2 bedrooms, both featuring queen-sized beds, 1.5 bathrooms, and a built-in office space for working travelers.

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 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

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

5 out of 5 average rating, 3 reviews

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 modern four bedroom, four and a half bath home overlooking Bayfront Park on the north end of Anna Maria Island. Enjoy a private resort-style pool and spa, plus a rooftop deck with panoramic bay views and a putting green. You are a short stroll to Pine Avenue cafes and boutiques and about a 10-minute walk to Bean Point Beach. A simple, family-friendly Anna Maria Island vacation

Luxe

Home in Clearwater

5 out of 5 average rating, 4 reviews

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

Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! This luxury Clearwater Beach vacation rental is a short walk or bike ride from the world-famous Clearwater Beach and it's entertainment district for access to all the restaurants, entertainment, shopping, grocers, and more. The location is central to everything! If you want to explore further without driving, you'll find multiple stops nearby for the Jolley ...