
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 New Executive King Bed Home - Joyful Moment
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.

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.

Orange Blossom Cottage heated pools 2 Min to beach
Escape to Orange Blossom Cottage, a freshly renovated 2-bedroom, 1-bath retreat just 2 blocks from Clearwater Beach. Relax in the bright living room with modern tile floors and stylish décor, rest easy in 2 spacious king bedrooms, and enjoy the charm of a retro aqua-tile bathroom. Surrounded by tropical gardens with access to 2 heated pools, our quiet cottage feels private yet is only steps from shops, dining, and the white sands — the perfect blend of relaxation and convenience.

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.

Stylish Home • Quiet Area • Near Beach Life
Our stunning light dream house is waiting for you! A short 7-9 minute drive to the Best Beach in the US. Top few reasons you will love to be here and come back to us! 1. Spacious and comfortable house (3 bedrooms, 2 bath) 2. Economical for large groups and families. 3. Professional design. 4. Only 3.5 m away from Americas #1 Beach with soft white sugar sands. 5. Professionally clean and convenient amenities.
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

Orange Blossom Cottage heated pools 2 Min to beach

*Updated House* 3 minutes to Beach Access

Beautiful Clearwater home!
Holiday home rentals with a patio

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

Mandalay Beach Club, Unit 1004Clearwater Beach, Fl
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

Modern 4 BR Heated Pool House w Theater Game Room

Sunrise Escape waterfront - pool heater avail

Stunning Waterfront Condo at Boca Ciega Resort 310

Brand new vacation rental one block from the beach

Cozy Family Home Near Beach w/ Everything You Need
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Weeki Wachee Springs
- Reunion Resort Golf Courses - Palmer & Watson
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Tampa Convention Center
- Cortez Beach
- Sand Key Beach
- Island H2O Live!
- Southern Dunes Golf and Country Club
- St Pete Beach
- ChampionsGate Golf Club
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
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- Things to do Florida
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