Oceanside holiday lettings

We found 18 holiday rentals — enter your dates for availability

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Oceanside

  • Stunning beaches: Enjoy sun-soaked days on the picturesque shores of Indian Rocks Beach, perfect for relaxation and family fun.
  • Charming neighbourhoods: Explore friendly local communities, offering unique excursions and a welcoming atmosphere.
  • Outdoor activities: Engage in various outdoor adventures, from kayaking at the marina to leisurely strolls in urban parks.
  • Fabulous accommodation: Choose from a range of holiday rentals, including stylish condos and cosy apartments, to suit all travellers.
  • Family-friendly experiences: Discover activities and attractions that cater to all ages, ensuring a memorable holiday for the whole family.

Popular types of accommodation around Oceanside

Oceanside offers a fantastic selection of holiday rentals, catering to all types of travellers. From stylish condos and houses to cosy apartments, you'll find the perfect base for your seaside escape. Whether you seek a relaxing retreat or an adventure-filled getaway, our Oceanside vacation rentals provide the ideal accommodation to suit your needs. Explore the options and discover the ideal space for your memorable holiday.

  • Condos: The top choice for holidaymakers in Oceanside, offering a blend of comfort and convenience with stunning views.
  • Houses: A fantastic option for those seeking space and privacy, ideal for families or groups.
  • Apartments: A practical and versatile lodging choice, perfect for couples or solo travellers looking for a central location.
  • Cottages: These quaint residences provide a charming and snug atmosphere for a relaxing getaway.
  • Villas: An exquisite option for those desiring luxury and spacious living close to the beach.**

Top attractions near Oceanside

Oceanside, Indian Rocks Beach, Florida, offers a delightful blend of attractions for tourists seeking a beach getaway, outdoor adventures, and family experiences. Popular points of interest include stunning beaches, urban parks, and a marina, ensuring a variety of activities to enjoy. Whether you're visiting with family or friends, you'll find plenty to explore and enjoy in this charming coastal destination.

  • St. Petersburg - Clearwater Beaches: A stunning stretch of soft sand and clear waters, offering a quintessential beach experience. Ideal for sunbathing, swimming, and enjoying vibrant beach vibes, it's a perfect spot to relax and soak up the sun.
  • Sand Key Park: This urban park is a delightful family-friendly destination, featuring spacious picnic areas, playgrounds, and nature trails. Enjoy outdoor activities while surrounded by lush greenery and beautiful coastal views.
  • Beach Walk: A charming esplanade perfect for romantic strolls or family outings. This scenic pathway boasts breathtaking sunsets and easy access to the beach, making it an ideal place for leisurely exploration.

Things to do recommended for couples

For a romantic getaway in Oceanside, enjoy a fun-filled round at Smugglers Cove Adventure Golf, indulge in luxury at Palm Hill Country Club, or unwind together at Midori Salon and Spa for a rejuvenating experience. Each offers a unique charm perfect for couples.

Things to do recommended for families

Families can splash about at Splash Harbour Water Park, located 186m from Oceanside. Enjoy sweet treats at Rita's Ice Cream, just 1.9km away, or embark on an adventure at Treasure Island Fun Center, situated 3.1km from Oceanside. Fun awaits!

Things to do recommended for groups

Explore John's Pass Village & Boardwalk for shopping and entertainment just 5.0km from Oceanside. Enjoy the scenic Pinellas Trail, perfect for outdoor adventures, located 1.9km away. For sports enthusiasts, the Belleview Biltmore Golf Club offers a fantastic golfing experience, only 2.5km from your base.

What do I need to keep in mind when booking a vacation around Oceanside

When travelling with a group, family, pets, or seeking extended stays, it’s important to filter your search according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Oceanside with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor area for group get-togethers. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Oceanside with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it’s wise to think about your distance from family-friendly attractions.
  • Taking your pets with you to Oceanside: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oceanside: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Oceanside

Oceanside, Indian Rocks Beach, offers a delightful beach getaway on Florida's Gulf Coast, perfect for a relaxing family holiday. With its stunning beaches and welcoming atmosphere, visitors can indulge in sun-soaked days and tranquil evenings. Nearby, explore charming neighbourhoods brimming with friendly locals and unique excursions, ensuring a memorable beach vacation experience. Whether you seek adventure or relaxation, this region promises a splendid escape under the Florida sun.

  • Clearwater Beach: Located a mere 4.3km from Oceanside, Clearwater Beach is renowned for its stunning white sands and vibrant atmosphere. This bustling city offers an array of family-friendly activities, making it a popular destination for those seeking an outdoor experience. Visitors can enjoy a variety of resorts, shopping areas, and a lively shopping mall. The local attractions include the beautiful beach and a nearby theme park, ensuring that there's something for everyone to enjoy.
  • St. Pete Beach: Just 6.8km away from Oceanside, St. Pete Beach is another gem on Florida's Gulf Coast. This picturesque city is perfect for families and beach lovers alike, boasting a similar outdoor vibe as Clearwater Beach. With numerous resorts and shopping venues, it's an ideal spot for a day of relaxation and exploration. The local highlights include the pristine beach and the charming town neighbourhood, where you can experience the laid-back coastal lifestyle.
  • Indian Rocks Beach: A mere mile from Oceanside, Indian Rocks Beach offers a quaint and family-oriented atmosphere. This charming city is perfect for those looking for a more relaxed beach experience. Visitors can explore the local shopping area and take leisurely strolls along the boardwalk. Attractions nearby include the inviting beach and family-friendly neighbourhoods, making it a lovely destination for those seeking both fun and tranquillity.

Best time to go to Oceanside

If you're planning a trip to Oceanside, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January61.3°F (16.3°C)Light RainMostly SunnyAverageSlightly Low
February64.6°F (18.1°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March67.8°F (19.9°C)Light RainMostly SunnyModerately HighSlightly High
April73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High
May78.3°F (25.700000000000003°C)Light RainSunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.3°F (28.5°C)Moderate RainMostly SunnyModerately HighSlightly High
August83.7°F (28.700000000000003°C)Light RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Light RainMostly SunnyModerately LowSlightly Low
October76.6°F (24.8°C)Light RainMostly SunnyModerately LowSlightly Low
November69.6°F (20.9°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December65.5°F (18.6°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search 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 platform to craft new journeys, refine your existing plans, or manage your reservations. Your saved or booked properties are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

People also search for

More Holiday Rentals ideas