Discover Your Perfect Harbour Island Vacation Homes

Best Vacation Homes in Harbour Island

See More Harbour Island Vacation Rentals

Harbour Island Large Vacation Homes

See More Family Vacation Rentals in Harbour Island on FVR

Why Choose Rent By Owner for your Harbour Island Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Harbour Island Vacation Rentals

Where are the best neighborhoods to stay in Harbour Island?

Choosing the right neighborhood in Harbour Island, Tampa, Florida, can significantly enhance your vacation experience. Whether you're seeking a tranquil retreat or a lively atmosphere, the area offers a variety of neighborhoods to suit your preferences. Staying in a well-located part of Harbour Island ensures easy access to its beautiful surroundings and local amenities. With comfortable and reliable vacation rentals available, you can enjoy a seamless booking process and a memorable stay in this vibrant Florida destination.

Southeast Tampa

Located in the southeastern part of the city, this area offers convenient access to local attractions and essential amenities. Staying here provides a comfortable base for exploring the region while enjoying nearby dining and shopping options.

View 840+ Rentals in Southeast Tampa

Best Times to Visit Harbour Island

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here ensures you enjoy the region's welcoming climate and vibrant atmosphere, making your vacation rentals in this destination a truly memorable experience.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination experiences its peak season, attracting visitors seeking warm weather and sunshine.

Average Temperature Daytime: 75°F to 80°F - Nighttime: 60°F to 65°F
spring
Spring Break (March to April)

Spring break is a lively period with increased visitors who come for the pleasant weather and festive atmosphere.

Average Temperature Daytime: 78°F to 83°F - Nighttime: 62°F to 67°F

Off-Season Highlights

image
Summer (June to August)

The summer months tend to see fewer travelers, offering a more relaxed experience with less crowding in the area.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 70°F to 75°F
image
Fall (September to November)

As the region transitions into fall, visitors slow down, providing a quieter environment ideal for peaceful getaways.

Average Temperature Daytime: 78°F to 82°F - Nighttime: 62°F to 66°F

Weekly Weather Forecast for Harbour Island

How to Book Your Harbour Island Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Harbour Island

More Top-Rated Vacation Rentals in Harbour Island Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor swimming pools available at many properties, perfect for relaxing under the warm Florida sun.
  • Experience private or shared patios and courtyards to unwind after a day of exploring the area.
  • Take advantage of fully equipped outdoor grilling stations for creating delicious meals outdoors.
  • Relax on spacious balconies with scenic views of the surrounding landscape and nearby waters.
  • Make the most of lush gardens and landscaped yards that add privacy and natural beauty to your stay.
  • Utilize outdoor dining areas designed for al fresco meals in the pleasant climate here.
  • Participate in outdoor recreational amenities like tennis courts or basketball facilities often available at these rentals.

Top Attractions Around Harbour Island

What attractions are nearby?

Here, you can enjoy a variety of activities nearby, from relaxing on pristine beaches to exploring vibrant local shops and waterfront dining options that showcase the best of this destination’s coastal charm.

image
image

Family Activities

  • Fort De Soto Park:** Explore this expansive park to enjoy swimming, picnicking, and nature trails perfect for family outings in the Tampa Bay area.
  • Florida Aquarium:** Discover the vibrant marine life and interactive exhibits that make a visit here educational and entertaining for children of all ages.
  • Watersports Activities:** Experience kayaking, paddleboarding, or boat rentals to add some fun and adventure to your family holiday along the Gulf Coast.
  • Honeymoon Island State Park:** Relax on pristine beaches, go shelling, or take a nature walk at this scenic destination ideal for outdoor family activities in the region.
image

Adult Activities

  • Sailing Excursions: Experience the thrill of navigating the calm waters on a sailing trip, offering stunning views and an unforgettable adventure on the region’s pristine coastline.
  • Fishing Charters: Enjoy a day out on the water with expert-guided fishing trips designed to help you catch local species in some of the most productive spots nearby.
  • Beachside Relaxation: Spend your days lounging on the soft sands and soaking up the sun along this destination's scenic beaches for the ultimate seaside retreat.
  • Dining Experiences: Indulge in exquisite cuisine at waterfront restaurants that showcase fresh seafood and regional flavors, all within easy reach of your vacation accommodation.

Harbour Island Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Beaches: Take advantage of the pristine beaches nearby to relax, unwind, and enjoy water activities that showcase the area's natural beauty.
  • Sample Regional Cuisine: Indulge in the fresh seafood and local delicacies to experience authentic flavors unique to this destination.
  • Plan Water-Based Activities: Incorporate boat trips, snorkeling, or paddleboarding into your stay to immerse yourself in the region's aquatic landscapes.
  • Visit Nearby Attractions: Discover the other highlights in the area by planning excursions that highlight the region’s scenic and cultural offerings.

Transportation Options

  • Rental Cars: Exploring the area at your own pace is easy with a rental car, offering flexibility to visit nearby attractions and beaches from your Harbour Island vacation rental.
  • Shuttle Services: Comfortable shuttle services operate regularly, providing convenient transportation between local points of interest and your accommodation here.
  • Taxis and Rideshare Apps: Taxis and popular rideshare options are readily available, allowing you to quickly get around this destination without the need for personal vehicle ownership.
  • Public Transit: Local bus routes serve key parts of the region, offering an economical way to explore your surroundings during your stay in Harbour Island.

Local Customs Options

  • Respecting Local Festivals and Events: Participating in community celebrations like the annual Harbour Island festivities allows you to experience the area's cultural heritage firsthand.
  • Enjoying Beach Etiquette: When visiting the pristine beaches here, remember to keep the environment clean and be considerate of other visitors sharing this coastal paradise.
  • Supporting Local Artisans and Markets: Exploring the region's markets provides a chance to appreciate handcrafted goods and embrace the area's local customs.
  • Adhering to Environmental Conservation Practices: By following eco-friendly guidelines during your stay, you'll help preserve the natural beauty that makes this destination special.

Frequently Asked Questions About Harbour Island?

1. What are the top vacation rentals in Harbour Island?

There are a lot of options in Harbour Island. If you plan on staying in the Harbour Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Harbour Island:

2. How many vacation rentals have private pools in Harbour Island?

There are 58 vacation rentals with private pools near Harbour Island. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Harbour Island are best for families?

If you are looking for a family-friendly vacation home in Harbour Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Harbour Island:

4. How many Rentbyowner vacation rentals are available in Harbour Island?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1918 in the Harbour Island area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Harbour Island. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it is important to review the specific rental's terms and conditions before booking. You can find detailed cancellation information on the property’s page or contact the owner directly for clarification.

6. How do I secure my reservation at a vacation rental here?

Reservations are typically confirmed through the booking platform after completing the payment process. Make sure to read the rental’s booking instructions carefully and communicate with the owner if needed to ensure your reservation is secured.

7. Are pets allowed in vacation rentals in this destination?

Pet policies differ among listings; some properties welcome pets while others do not. Check the individual rental’s pet policy on its profile or contact the owner directly to confirm if your furry companion can stay with you.

8. What amenities can I expect when staying at vacation rentals in this area?

Amenities vary by property, but common features include Wi-Fi, fully equipped kitchens, air conditioning, and outdoor spaces. Review the amenities listed on the property page or ask the owner for additional details to ensure your needs are met.

9. Is there a minimum stay requirement for vacation rentals in this region?

Minimum stay requirements depend on each listing and may fluctuate based on seasons or availability. Check the rental details on the listing or reach out to the owner to confirm the minimum night stay before planning your visit.