
Luxury rentals in Hillsborough County
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Top-rated luxury holiday rentals in Hillsborough County
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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!

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.

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.

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.

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.

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

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.

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

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

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.

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

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.
Popular amenities for Hillsborough County luxury holiday rentals
Other great luxury holiday rentals in Hillsborough County

Downtown Tampa - The Luxe Loft in Channelside

Pearl House at The Gemma

New Home w/ Incredible Rooftop Deck!- Just Breathe

Jade House at The Gemma

Akoya House at The Gemma

Tampa Luxe Waterfront Private Pool, Hot Tub & More

Rooftop Views! Pool, Spa and Game Room!

Jade House and Onyx House - Steps to the Beach
Destinations to explore
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- Luxury rentals Florida
- Luxury rentals United States
- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Island H2O Water Park
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- ChampionsGate Golf Club
- Southern Dunes Golf and Country Club
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Things to do Hillsborough County
- Nature and outdoors Hillsborough County
- Art and culture Hillsborough County
- Sightseeing Hillsborough County
- Sports activities Hillsborough County
- Tours Hillsborough County
- Things to do Florida
- Sightseeing Florida
- Wellness Florida
- Tours Florida
- Art and culture Florida
- Nature and outdoors Florida
- Entertainment Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Wellness United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States