
Luxury rentals in Hillsborough County
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Top-rated luxury vacation rentals in Hillsborough County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Luxury Beachfront House in Anna Maria!
ANNA MARIA-LOCATED JUST STEPS AWAY FROM THE BEACH AND SHOPPING! This luxury house on the bay features sweeping views of the Bay, Passage Key, Beachfront, and Skyway Bridge. With 4 bedrooms and several entertainment areas this makes an amazing retreat for a family or group of friends that have luxury tastes while enjoying the relaxed atmosphere of Anna Maria. Features include a pool and spa with a putting green and rooftop deck! This is as luxurious as it gets with a short walk to downtown shops

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.

Rooftop Views! Pool, Spa and Game Room!
Love Me Blue by Exclusive Vacations 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 with a spa, and exclusive touches like a

Onyx 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, "Onyx House" ensures that your vacation dreams become a reality.

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

Pool, Spa & Rooftop Retreat - Direct Beach Access
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.

Beachfront Luxury - Pool, Spa & Rooftop Deck
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.

Golden Glow
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.

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

New-Endless Amenities-Unmatched Rooftop & Views
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.

Private Ultra-Luxury 10 Bedroom | 14 Bath Mansion
Welcome to THE Estate Tampa Mansion! ✦10 master ensuites ✦14 Bathrooms ✦20,000 sf of space ✦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 10 years of age.

The Sun Deck
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. The result? Unmatched value for travelers who expect more from their getaway.
Popular amenities for Hillsborough County luxury vacation rentals
Other great luxury vacation rentals in Hillsborough County

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

Pool, Spa & Rooftop Retreat - Direct Beach Access

Three Little Birds - Luxury Gulf-View Home w/ Pool

Beachfront Luxury - Pool, Spa & Rooftop Deck

Shangri-La | Bean Point | Rooftop Pool | Golf Cart

The Sun Deck

Tampa Luxe Waterfront Private Pool, Hot Tub & More

Tern Key - Luxury Dock-Canal Home w/ Pool & Spa
Destinations to explore
- Rentals with a fireplace Hillsborough County
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- Rentals with a patio Hillsborough County
- Rentals with pools Hillsborough County
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- Family-friendly rentals Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- Rentals with breakfast Hillsborough County
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- Rentals with an accessible height bed Hillsborough County
- Rentals with an accessible height toilet Hillsborough County
- Serviced apartment rentals Hillsborough County
- Rentals with a sauna Hillsborough County
- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Pet-friendly rentals Hillsborough County
- Vacation home rentals Hillsborough County
- Rentals with lake access Hillsborough County
- RV rentals Hillsborough County
- Condo rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Bed and breakfasts Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rooms Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Farmstay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Rentals with a kayak Hillsborough County
- Loft rentals Hillsborough County
- Guesthouse rentals Hillsborough County
- Rentals with a home theater Hillsborough County
- Luxury rentals Florida
- Luxury rentals United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Weeki Wachee Springs
- Bean Point Beach
- Coquina Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Lido Key Beach
- Amalie Arena
- Tampa Convention Center
- Vinoy Park
- Sand Key Beach
- Dunedin Beach
- Cortez Beach
- Island H2O Live!
- Southern Dunes Golf and Country Club
- Hard Rock Casino
- ChampionsGate Golf Club
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- Things to do Hillsborough County
- Tours Hillsborough County
- Sightseeing Hillsborough County
- Art and culture Hillsborough County
- Nature and outdoors Hillsborough County
- Sports activities Hillsborough County
- Food and drink Hillsborough County
- Things to do Florida
- Wellness Florida
- Food and drink Florida
- Art and culture Florida
- Sports activities Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Entertainment Florida
- Tours Florida
- Things to do United States
- Tours United States
- Art and culture United States
- Nature and outdoors United States
- Sightseeing United States
- Sports activities United States
- Food and drink United States
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