Pinellas County holiday homes

We found 16,703 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Pinellas County by choosing from 1527 houses, 2306 flats and other holiday rentals. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, which might include parking and a garden. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Popular Pinellas County destinations on Bookabach

Holiday rentals with weekly discounts – Pinellas County

Showing deals for:4 Dec - 11 Dec

Utensils and plates and glasses for your stay
Kitchen looking into dining area and exit
Dining area
King bed with smart TV and mini couch
Wonderful
(10 reviews)

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

St. Pete Beach

8% off
NZ$2,324
for 7 nights, 1 room
NZ$332 per night
includes taxes & fees
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Exterior
Beach
Living area
Private kitchen
Exceptional
(57 reviews)

*Pool* 8.5 miles to Honeymoon Island. 4 bdr

Palm Harbor

8% off
NZ$6,475
for 7 nights, 1 home
NZ$925 per night
includes taxes & fees
*Pool* 8.5 miles to Honeymoon Island. 4 bdr
Pool
Dining
Outdoor dining
Living area
Exceptional
(41 reviews)

Gorgeous private heated pool house, short drive to the beach!

Largo

7% off
NZ$3,871
for 7 nights, 1 home
NZ$553 per night
includes taxes & fees
Gorgeous private heated pool house, short drive to the beach!
Outdoor dining
Pool
Dining room
Kitchen- our favorite space 😊
Exceptional
(27 reviews)

Charming Residential Home with heated outdoor pool, clean and cozy

Seminole

7% off
NZ$5,304
for 7 nights, 1 home
NZ$758 per night
includes taxes & fees
Charming Residential Home with heated outdoor pool, clean and cozy
Living area
This is the main living area on first floor. The view to the right is the bay
Room
Interior
Exceptional
(88 reviews)

Beaches are open!!! Come stay at theBeach!

St. Pete Beach

8% off
NZ$12,402
for 7 nights, 1 home
NZ$1,772 per night
includes taxes & fees
Beaches are open!!! Come stay at theBeach!
Fully screened outdoor space for lounging, dining, grilling, and relaxing.
Firelight by the water makes evenings linger and memories settle in.
Private kitchen
Dining
Exceptional
(14 reviews)

Pelican Drift:Blue Jays Spring Training Retreat!Salt Pool,Hot Tub,Xbox,Game Room

Palm Harbor

5% off
NZ$6,766
for 7 nights, 1 home
NZ$967 per night
includes taxes & fees
Pelican Drift:Blue Jays Spring Training Retreat!Salt Pool,Hot Tub,Xbox,Game Room
Living area
Private kitchen
Patio table seating for 6
Dining
Exceptional
(13 reviews)

Few Mins to Madeira Beach, Comfortable, Dog Friendly

Seminole

7% off
NZ$2,587
for 7 nights, 1 home
NZ$370 per night
includes taxes & fees
Few Mins to Madeira Beach, Comfortable, Dog Friendly
Living/Dining
Salvador Dali Museum in nearby St. Pete
Tropical gardens, very private Pool, lounging and barbeque back patio/porch
Clearwater Marina - Restaurants and many activities
Exceptional
(178 reviews)

Clearwater Beach Pool House Rental - Just Steps to the Beach

Clearwater Beach

8% off
NZ$7,687
for 7 nights, 1 home
NZ$1,098 per night
includes taxes & fees
Clearwater Beach Pool House Rental - Just Steps to the Beach
On a main road, but the fenced yard/courtyard feels tucked away
Bar looking into kitchen area
Stairs going into 2nd level from kitchen
Front Porch Patio seating
Exceptional
(22 reviews)

4BR Historic Home Near Downtown | Pool & Courtyard

St. Petersburg

7% off
NZ$5,919
for 7 nights, 1 home
NZ$846 per night
includes taxes & fees
4BR Historic Home Near Downtown | Pool & Courtyard
Kitchen breakfest bar
View From Master Balcony
Birds eye view
Bright Front door entry with Modern Chandelier
Exceptional
(39 reviews)

FL Luxury Beach House - steps to the beach

Indian Rocks Beach

15% off
NZ$6,978
for 7 nights, 1 home
NZ$997 per night
includes taxes & fees
FL Luxury Beach House - steps to the beach
Interior
Private kitchen
Pool
Living area
Exceptional
(6 reviews)

2-bedroom beach condo, water views in beautiful Sand Key, 4 mins to Clearwater

Clearwater Beach

8% off
NZ$5,761
for 7 nights, 1 apartment
NZ$823 per night
includes taxes & fees
2-bedroom beach condo, water views in beautiful Sand Key, 4 mins to Clearwater
Pool
Property grounds
Room
Property grounds
Exceptional
(20 reviews)

`Dunes` Gulf-View Historic Beachside Cottage 1/1

Indian Rocks Beach

7% off
NZ$4,721
for 7 nights, 1 cottage
NZ$674 per night
includes taxes & fees
`Dunes` Gulf-View Historic Beachside Cottage 1/1
View of condominium building from the beach. Originally a fifties motel.
Common balcony for sunset viewing and electric barbecue.
The couch pulls out into a pretty comfy bed for one or for two kids.
When you walk in.
Exceptional
(93 reviews)

Live Like A Local On The Beach In The Heart Of Pass-a-Grille In Two Br Condo.

St. Pete Beach

8% off
NZ$3,284
for 7 nights, 1 apartment
NZ$469 per night
includes taxes & fees
Live Like A Local On The Beach In The Heart Of Pass-a-Grille In Two Br Condo.
Terrace/patio
Pool
Room
Private kitchen
Exceptional
(5 reviews)

Boca Ciega Isle 3BR | Pool + Walk to Beach | Private House

Treasure Island

9% off
NZ$6,427
for 7 nights, 1 home
NZ$918 per night
includes taxes & fees
Boca Ciega Isle 3BR | Pool + Walk to Beach | Private House
Living area
Pool
Exterior
Outdoor dining
Exceptional
(57 reviews)

Renovated condo at Avalon Clearwater

Clearwater

7% off
NZ$1,593
for 7 nights, 1 apartment
NZ$228 per night
includes taxes & fees
Renovated condo at Avalon Clearwater
Private kitchen
Pool
Exterior
Dining
Exceptional
(18 reviews)

Condo On The Beach - Heated Pool - Self Check-in

Belleair Beach

7% off
NZ$1,884
for 7 nights, 1 apartment
NZ$269 per night
includes taxes & fees
Condo On The Beach - Heated Pool - Self Check-in
Sunset at the pool
Johns Pass-Take a FUN Tiki Hut Cruise!
Beautiful Gulf/Water Front complex and Condo
Water views from every main room! Kitchen with quartz counter tops.
Exceptional
(211 reviews)

Sunset Vistas-Beach/Gulf FRONT unit, 2 bed/2 bath, Free Wi-Fi + Covered Parking

Treasure Island

5% off
NZ$6,311
for 7 nights, 1 apartment
NZ$902 per night
includes taxes & fees
Sunset Vistas-Beach/Gulf FRONT unit, 2 bed/2 bath, Free Wi-Fi + Covered Parking
Pool
Terrace/patio
Private kitchen
Living area
Exceptional
(172 reviews)

Live like a local, Heated Pool, steps from the beach. 2nd floor unit. Unit C

Indian Rocks Beach

8% off
NZ$3,075
for 7 nights, 1 home
NZ$439 per night
includes taxes & fees
Live like a local, Heated Pool, steps from the beach. 2nd floor unit. Unit C
Living area
Beach
Beach
Private Beach Access
Exceptional
(215 reviews)

Paradise Awaits! Directly the sands of TripAdvisor’s 2021 #1 Beach in Country!

St. Pete Beach

8% off
NZ$3,356
for 7 nights, 1 apartment
NZ$479 per night
includes taxes & fees
Paradise Awaits! Directly the sands of TripAdvisor’s 2021 #1 Beach in Country!
Backyard area.
Beach
Living area
Property grounds
Exceptional
(11 reviews)

Tangerine dream newly renovated unit September 2025 with Pool and central AC.

Clearwater Beach

16% off
NZ$3,009
for 7 nights, 1 apartment
NZ$430 per night
includes taxes & fees
Tangerine dream newly renovated unit September 2025 with Pool and central AC.
Private kitchen
Outdoor dining
Living area
Pool
Exceptional
(5 reviews)

Plunge & Putt Paradise-Heated Pool-5 min to Indian Rocks Beach

Largo

8% off
NZ$3,552
for 7 nights, 1 home
NZ$507 per night
includes taxes & fees
Plunge & Putt Paradise-Heated Pool-5 min to Indian Rocks Beach
Room
New Air Conditioning has been installed. Wall unit is obsolete and removed.
A.C./Heating Unit takes care of business
The new loveseat is a  recliner
Exceptional
(162 reviews)

Great Studio - Under 2 minute walk to beach where dogs are welcome

Clearwater Beach

8% off
NZ$2,695
for 7 nights, 1 apartment
NZ$385 per night
includes taxes & fees
Great Studio - Under 2 minute walk to beach where dogs are welcome
Full Size Kitchen-Microwave, Stove, Dishwasher, Refrigerator w/Ice Maker
UNBELIEVABLE 180 Degree View From Private 32 foot Balcony
More Than 50 Chairs, Loungers & Tables with Umbrellas
See the Gulf While Making Sandwiches in the Kitchen
Exceptional
(136 reviews)

Direct Gulf Front Beach Paradise! Any Closer To The Water & You Would Be In It..

Indian Shores

7% off
NZ$3,146
for 7 nights, 1 apartment
NZ$449 per night
includes taxes & fees
Direct Gulf Front Beach Paradise! Any Closer To The Water & You Would Be In It..
Grill and picnic table right outside your backdoor.  Shuffleboard anyone?
Dock area for your boat.
Dining area
Private kitchen
Exceptional
(67 reviews)

Cozy Coastal Condo, renovated 2025, quiet family friendly, fishing from seawall

Indian Shores

12% off
NZ$2,112
for 7 nights, 1 apartment
NZ$302 per night
includes taxes & fees
Cozy Coastal Condo, renovated 2025, quiet family friendly, fishing from seawall

Why visit Pinellas County

  • Stunning beaches: Enjoy sun-soaked shores perfect for relaxing and water activities.
  • Vibrant outdoor spaces: Explore urban parks and nature reserves ideal for family excursions.
  • Coastal adventures: Engage in water sports and scenic coastal exploration.
  • Family-friendly atmosphere: Discover attractions catering to all ages in a welcoming environment.
  • Local charm: Experience friendly locals and picturesque landscapes that define Pinellas County.

Top attractions in Pinellas County

Pinellas County, Florida, offers stunning beaches and beautiful outdoor spaces perfect for a holiday getaway. Visitors can explore various urban parks and nature reserves while enjoying family-friendly activities. With its scenic coastline and vibrant attractions, Pinellas County is ideal for sightseeing and outdoor adventures, making it a delightful destination for tourists seeking both relaxation and exploration.

  • Clearwater Beach: Known for its stunning white sands and vibrant beach vibes, Clearwater Beach is perfect for sunbathing, swimming, and enjoying the picturesque sunsets over the Gulf of Mexico.
  • Innisbrook Golf Club: This family-friendly golf club offers a serene escape with beautifully landscaped courses, ideal for golf enthusiasts and families looking to enjoy outdoor activities together.
  • Dolphin Landings Charter Boat Center: Experience adventure at this marina, where you can embark on boat tours, dolphin watching, and other outdoor activities that celebrate the beauty of the Florida coast.

Things to do recommended for couples

Cherish a romantic getaway in Pinellas County. Enjoy moonlit beach strolls, intimate waterfront dining, and sunset boat rides. Revel in the local charm and create unforgettable memories on your couple’s retreat.

Things to do recommended for families

Families visiting Pinellas County can enjoy a day at the Clearwater Marine Aquarium, where kids can learn about marine life and see rescued sea turtles. Another fun option is the Suncoast Primate Sanctuary, offering close encounters with friendly monkeys and other wildlife.

Things to do recommended for groups

Explore the vibrant local scene in Pinellas County, from sampling craft brews at boutique distilleries to enjoying a lively group bike tour along the coast. Discover hidden gems and create unforgettable memories with your mates.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Pinellas County

If you're travelling with a group, family, or pets, or if you're considering a longer stay, it's important to refine your search according to your specific needs. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Pinellas County with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Pinellas County with young kids: Traveling with little ones can present its challenges. You need to ensure their comfort and safety, along with age-appropriate facilities like a private swimming pool. It's also wise to consider how close you are to attractions that are family-friendly.
  • Taking your pets with you to Pinellas County: For many, a family holiday isn’t complete without their furry mate tagging along. If that sounds like you, then have a look at Vrbo properties that welcome pets. Most pet-friendly homes come equipped with feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Pinellas County: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Pinellas County

Pinellas County, Florida, is a stunning destination renowned for its picturesque beaches and vibrant atmosphere. With a mix of family-friendly attractions, romantic escapes, and relaxing outdoor experiences, this county offers something for everyone. Explore the sun-soaked shores, indulge in water sports, or enjoy scenic parks and nature trails. Whether you're seeking a beach holiday or an adventurous excursion, Pinellas County promises unforgettable moments amidst friendly locals and breathtaking scenery.

  • Clearwater Beach: Clearwater Beach is a stunning coastal city in Pinellas County, renowned for its beautiful white sandy beaches and vibrant family-friendly atmosphere. This destination is perfect for outdoor enthusiasts, offering a plethora of activities such as water sports, beach volleyball, and leisurely strolls along the picturesque shoreline. Visitors can explore local shopping areas and enjoy a variety of dining options, from casual eateries to fine dining. Key attractions include the inviting beach, family-oriented attractions, and nearby theme parks, making it an ideal spot for a memorable holiday with loved ones.
  • St. Petersburg - Clearwater: This thriving metropolis combines the charm of beach life with a lively urban atmosphere. St. Petersburg - Clearwater is perfect for families and outdoor adventurers alike, offering an array of shopping areas, malls, and recreational activities. The region boasts stunning beaches and beautiful neighbourhoods, making it easy to find both relaxation and entertainment. Visitors can enjoy local markets, art galleries, and parks, as well as the area’s rich cultural scene. With its blend of coastal beauty and urban excitement, it’s a destination that caters to various interests.
  • St. Petersburg: St. Petersburg is a vibrant city that offers a delightful mix of outdoor activities, beach relaxation, and family fun. With its scenic waterfront, this city is perfect for those looking to soak up the sun or engage in various water activities. St. Petersburg features numerous shopping areas and local boutiques, where you can find unique souvenirs and enjoy local cuisine. The city's inviting beaches and charming neighbourhoods provide plenty of opportunities for exploration and leisure, ensuring that visitors have a memorable experience filled with adventure and relaxation.

Booking with Vrbo is a breeze

Looking to cut costs on your next adventure? Flexibility with your travel dates can really pay off, as prices often fluctuate. You might even secure a great deal by booking a longer stay. To find a Vrbo property that suits your budget, simply use our handy filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides you with a convenient space to plan new adventures, refine your existing itineraries, or manage your bookings effectively. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Pinellas County getaway

Learn about the unique charm of Pinellas County with a stay in a holiday home rental. This city has something for everyone. Take in top local attractions such as John's Pass Village & Boardwalk and Tampa Bay. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Pinellas County

Do you want to discover top things to see and do while you're in the area? Venture out of your cosy holiday rental and check out everything that Pinellas County has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Busch Gardens Tampa Bay (23.6 mi / 38 km)
  • Splash Harbour Water Park (6.5 mi / 10.5 km)
  • Tampa Bay Grand Prix (8.5 mi / 13.6 km)
  • Innisbrook Golf Club (10.3 mi / 16.7 km)
  • Tampa Bay Downs (11 mi / 17.6 km)
  • Splash Island Water Park (16.7 mi / 26.9 km)

Exploring the natural features in Pinellas County

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Pinellas County is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Tampa Bay (21 mi / 33.8 km)
  • Coachman Park (0.2 mi / 0.3 km)
  • Sand Key Park (1.7 mi / 2.8 km)
  • Pier 60 Park (1.9 mi / 3 km)
  • Sunsets at Pier 60 (2.1 mi / 3.4 km)
  • Clearwater Beach (2.1 mi / 3.4 km)

Travelling to and around Pinellas County

The nearest airport is in St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.), located 7.8 mi (12.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into St. Petersburg, FL (SPG-Albert Whitted), which is 17.2 mi (27.7 km) away.

Frequently asked questions

What is the best area to stay in Pinellas County when booking a holiday home?
If your itinerary includes Pinellas County, St. Pete Beach is considered one of the most popular areas to book a holiday home. While here, explore amazing sights like Upham Beach and Pass-a-Grille Beach.
What is the most popular type of holiday home accommodation in Pinellas County?
Condos are the most popular kind of holiday home in Pinellas County, according to our data. Even if you've got something else in mind, Bookabach has properties in a variety of shapes and sizes. Look through our options to find your ideal fit.
How much does it cost to rent a holiday home in Pinellas County?
The average price for a holiday home in Pinellas County can vary depending on factors such as length of stay, property type and season. Whether you're dreaming about a sprawling villa with room to move around or a comfy cabin just for the two of you, just enter your travel dates to view some great-value stays.
How much does it cost to rent a beach house in Pinellas County?
The average price for a holiday home near the beach in Pinellas County depends on when you'll be there and the size and style of property you're searching for. Find prices easily on Bookabach by entering your preferred travel dates. Then use the handy filters to pick the number of bedrooms and amenities that you require, like WiFi, a pool and air conditioning.
What are popular home amenities in Pinellas County?
The most popular home amenities people are looking for in Pinellas County include a fridge, a microwave oven and off-street parking options. Whether you're travelling with friends, family or even pets, Bookabach holiday properties feature the best amenities for making new memories with the people closest to you.
Are there large group holiday homes in Pinellas County?
With 600 holiday homes that can host 10 or more people in Pinellas County, there's no need to leave anyone off your invite list. From fun family get-togethers to events like Christmas and birthday parties, Bookabach will help you find a large group home to match the occasion.
What are the top attractions for families in Pinellas County?
There are loads of fabulous things to do and see with the family in Pinellas County, such as:
  • Johns Pass Village & Boardwalk
  • Fort De Soto Park
  • Tropicana Field
Can I find two-bedroom holiday homes in Pinellas County?
Gather your loved ones and enjoy a relaxing escape in one of the 3,969 two-bedroom holiday homes Pinellas County has to offer.
Are there holiday homes with WiFi in Pinellas County?
You can choose from 3,880 holiday homes with WiFi in Pinellas County. If you'd like to disconnect from daily life on your holiday, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Pinellas County?
The minimum age allowed can differ across properties on Bookabach, so be sure to check the rules of the holiday home in Pinellas County you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Pinellas County for?
How long you can book a holiday home in Pinellas County varies according to the property. Simply enter your preferred dates to view a list of options offering extended stays. With lots of creature comforts such as washing machines and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find someplace just right to call your home away from home in Pinellas County.

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