
Holiday home rentals in Hillsborough County
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Top-rated holiday home rentals in Hillsborough County
Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

Central Florida Vacation Stilt Home with pool!
Your family will be close to most everything FL has to offer when you stay at this centrally-located home. I am within an hour drive of all theme parks, major beaches, sports stadiums and concert venues. Located in the center of town close to grocery stores, fast food locations and all of the local restaurants as well! Most importantly, to me anyway, minutes from several boat ramps that lead into beautiful Tampa Bay and little Manatee River which are great for boating leisure, sport and fishing

Stylish Beach Retreat • 2-Min Walk to White Sand
Experience the best of Indian Rocks Beach in this stylish 2-bedroom apartment, perfectly located just steps from the sand. This spacious retreat features 3 beds, 1 bath, and a comfy memory foam sleeper sofa—perfect for families or small groups. Walk across the street to the sand and enjoy nearby bars, restaurants, and shops. Around the corner, Kolb Park offers a playground, tennis, pickleball, and a skate park. Everything you need for the perfect beach getaway is right at your doorstep. BTR#1936

FREE Decor AnyOccasion*Romantic Getaway*Relax Bath
A modern & cozy place in Tampa,private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more!Perfect romantic getaway to enjoy with your loved one.Located in a central area of Tampa,close to Bush Garden/Adventure Island,Raymond James Stadium,Tampa International Airport, Ybor City, Downtown Tampa,Amalie Arena,River Walk,Clearwater/St Pete Beach and more! Peaceful and centrally-located place with very good restaurants and many shops.

#17 Home near Stadium, 2/2, 1 King Bed
Leave the stress of everyday life behind and head to this 2-bedroom, 2-bathroom home in Tampa. This well-appointed vacation rental has enough room for your group and is conveniently located near plenty of family-friendly activities. At this home, you’ll also be far enough from downtown that you can relax, but close enough to take advantage of all of the professional sports games, museums, and parks that the city offers. After a day out enjoy the backyard and the Beautiful Lake. pictures to come

Modern Home Great Location
Welcome to your home away from home. Our guests’ comfort is our priority. Equipped with all your creature comforts and surrounded by modern fixtures and decor to ensure a wonderful vacation. Open Floor plan, huge kitchen, and two cozy bedrooms. Walking distance to all the local restaurants and attractions, without the noise to keep you up at night; you couldn't choose a better location Please note: this is a duplex property, so you'll be sharing the building but enjoying your own private space.

Sun & Salt Air House-3BR home w/patio,pool,firepit
The search for the perfect sunset with friends and family is over. Minutes from one of a kind shopping, diverse dining, horse racing, and hiking. There is something for everyone. Home is completely renovated with gorgeous stone floors, chef kitchen, and custom outdoor space. Watch the Game on the 75" TV, or relax on the oversized patio/pool area. Enjoy the picturesque sunset before taking an evening dip in the LED lit salt water pool while staying warm by the gas firepit with loved ones.

KEY LIME COTTAGE 2 pools steps from the beach!!
Stay at Key Lime Cottage, a bright 2-bedroom, 1-bath retreat just 2 blocks from Clearwater Beach. This freshly updated home features a spacious living room, modern kitchen, and a king bedroom designed for comfort. Enjoy the private patio dining area, tropical gardens, and access to 2 heated pools. Quietly set on Cypress Avenue, yet only steps from shops and restaurants, it’s the perfect blend of convenience and relaxation. Professionally cleaned to the highest standards for your peace of mind.

Serene Waterfront Townhome at Little Harbor
Come enjoy yourself at our townhome. Relax with the whole family at this peaceful place to stay with four private balconies. Our townhome is located in the seaside village of Little Harbor with a white sand secluded beach, two waterfront restaurants, seaside pool, tennis courts, fishing piers, watersports rentals, two onsite marinas, and much more. Enjoy watching the fish jump and the many varieties of birds in the natural preserve framed by the canal from your private balconies.

Cozy Family Home Near Beach w/ Everything You Need
Relax & Recharge in a Stylish Mid-Century Tropical Getaway - Just Minutes from the Beach! 2BR/2BA with a bonus bedroom in the Florida room - sleeps up to 8. Nestled in a quiet neighborhood just minutes to Indian Rocks and Clearwater Beach, with great dining and shopping. Enjoy a private fenced backyard and BBQ area. Perfect for families or groups seeking comfort and convenience. Pet-Friendly! One well-behaved dog is welcome (an additional $225 pet fee applies). Sorry, no cats.

4-bedroom Vacation home with heated pool family
🎊🎉🎊🎉A new surprise for you, the house has been completely renovated .2025 🎉🎊🎉🎊Bring the whole family to this great place with lots of room for fun. Fishing lake. Free one bottles of wine. **Near Amenities:*** Our location is very convenient, just a short distance from key tourist attractions and local shops. You can easily explore local culture and enjoy new experiences. Contact us to book now and experience our comfortable and warm space!

Reinel’s private apartment in Tampa
Close to the Tampa Zoo,Bush Gardens,adventure Island, and more ————————————————————— St Joseph’s hospital 7 minutes away ————————————————————— Multiple malls close ————————————————————— 10 Minutes away from Downtown Tampa ————————————————————— Tampa International airport 10 minutes away ————————————————————— Raymond James stadium 8 minutes away ————————————————————— ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

Maximalist space w/eclectic style/Bars close by
Welcome to my little slice of paradise! This sunny 2-bedroom retreat sits on the top floor of a charming Floridian townhouse, right in the heart of trendy Seminole Heights. Just a short stroll or bike ride to buzzing cafes, cool bars, local breweries, and foodie hotspots—Tampa’s tastiest treasures are all around you! Whether you're here with family or friends, you're in for a fun-filled stay packed with flavor, flair, and good vibes.
Popular amenities for holiday home rentals in Hillsborough County
Family-friendly holiday home rentals

Central Florida Vacation Stilt Home with pool!

4-bedroom Vacation home with heated pool family

Stylish Beach Retreat • 2-Min Walk to White Sand

Modern Home Great Location

Reinel’s private apartment in Tampa

Maximalist space w/eclectic style/Bars close by

*Updated House* 3 minutes to Beach Access

Sun & Salt Air House-3BR home w/patio,pool,firepit
Holiday home rentals with a patio

Nice Condo Scenic View of Gulf - 10% Fall Discount

Lovely 1 bedroom, unique outdoor space, near park

Lovely one bedroom, Private Bungalow

GK Oasis 2 King BR Dock Kayaks Canal Pool Spa ;Pet

Serene Waterfront Oasis • Kayaks + Dock + Wildlife

Lovely Efficiency with Patio near Beach

Highland

Beachy 'Sea Renity' 2
Holiday home rentals with a washing machine and dryer

Waterfront Seaside Oasis! Dog-Friendly, pool & spa

Waterfront Escape: 5Bed, 3Bath, Heated Pool!

Contemporary 2 KING Bedroom newly remolded central

Sunrise Escape waterfront - pool heater avail

Stunning Waterfront Condo at Boca Ciega Resort 310

Beautiful Clearwater home!

Brand new vacation rental one block from the beach

Canal Front-15min from Honeymoon Island
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- 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
- Vinoy Park
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Hard Rock Casino
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- Tropicana Field
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- Nature and outdoors Hillsborough County
- Things to do Florida
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