
Luxury rentals in Hillsborough County
Find and book unique accommodation on Airbnb
Top-rated luxury holiday rentals in Hillsborough County
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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 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

AMI Luxury! Private Beach, Pool and Golf Cart
Bay View Beauty by Exclusive Vacations 881 N Shore Dr, Anna Maria, FL 34216 VR18-000097 Welcome to Bay View Beauty, part of our Exclusive Collection. This luxurious seven-bedroom, seven and a half bath waterfront home with unobstructed bay views. Ideally located along Anna Maria’s North Shore Drive, this luxury retreat places you steps from the white-sand Bay beaches, minutes from the Gulf beaches and Bean Point, and within walking distance of Pine Avenue’s boutique shops and restaurants.

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.

Rooftop Deck, Pool, and Golf Cart at Deckadence
Deckadence by Exclusive Vacations 407 N Bay Blvd, Anna Maria, FL 34216 VR25-000002 Experience luxury at Deckadence, part of our Exclusive Collection! This brand-new four-bedroom, four-and-a-half-bathroom home offers the perfect retreat for families and groups seeking relaxation and scenic beauty on Anna Maria Island. Ideally located just across the street from stunning bay beaches and a short walk to the Gulf beaches, this upscale rental combines water views, outdoor living, and modern

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.

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.

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

Pearl House at The Gemma

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

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!

Private Ultra-Luxury 10 Bedroom | 14 Bath Mansion
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Dunedin Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Island H2O Live!
- Anna Maria Public Beach
- Jannus Live
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Bok Tower Gardens
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