Discover Your Perfect Belleair Vacation Homes

Best Vacation Homes in Belleair

Condo
like-icon10.0
Exceptional
(157 Reviews)
1 Bedroom 1 Bath 4 Guests 780 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $177/Night 7 Nights - US $1,241
star-icons-4
House
like-icon10.0
Exceptional
(13 Reviews)
4 Bedrooms 3 Baths 12 Guests 4800.7 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,075/Night 7 Nights - US $7,522
star-icons-3
Apartment
like-icon7.0
Very Good
(10 Reviews)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $354/Night 7 Nights - US $2,480
Condo
like-icon10.0
Exceptional
(138 Reviews)
1 Bedroom 1 Bath 4 Guests 730 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $138/Night 7 Nights - US $969
star-icons-4
Apartment
like-icon10.0
Exceptional
(10 Reviews)
2 Bedrooms 2 Baths 9 Guests 861.11 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $461/Night 7 Nights - US $3,229
Condo
like-icon10.0
Exceptional
(92 Reviews)
2 Bedrooms 2 Baths 8 Guests 1200 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $423/Night 7 Nights - US $2,964
Condo
like-icon10.0
Exceptional
(90 Reviews)
1 Bedroom 1 Bath 4 Guests 730 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $155/Night 7 Nights - US $1,083
Condo
like-icon10.0
Exceptional
(88 Reviews)
2 Bedrooms 2 Baths 6 Guests 1100 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $418/Night 7 Nights - US $2,925

Belleair Luxury Rentals

Condo
2 Bedrooms 2 Baths 4 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $5,313/Night 7 Nights - US $37,193
Cottage
1 Bedroom 1 Bath
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $3,217/Night 7 Nights - US $22,518
New
House
4 Bedrooms 2 Baths 8 Guests 1958 ft²
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $3,020/Night 7 Nights - US $21,137
House
like-icon10.0
Exceptional
(21 Reviews)
7 Bedrooms 7 Baths 12 Guests 5500 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $2,611/Night 7 Nights - US $18,276
star-icons-3
House
Map-icon
6 Bedrooms 4 Baths 20 Guests 4004.17 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $2,537/Night 7 Nights - US $17,757
New
House
3 Bedrooms 2 Baths 8 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $2,528/Night 7 Nights - US $17,696
House
like-icon10.0
Exceptional
(22 Reviews)
5 Bedrooms 3 Baths 14 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $2,412/Night 7 Nights - US $16,881
New
Condo
4 Bedrooms 3 Baths 14 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $2,131/Night 7 Nights - US $14,916

Belleair Pet Friendly Vacation Rentals

Condo
like-icon10.0
Exceptional
(69 Reviews)
2 Bedrooms 2 Baths 4 Guests 1100 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $196/Night 7 Nights - US $1,374
star-icons-4
Apartment
like-icon10.0
Exceptional
(7 Reviews)
3 Bedrooms 2 Baths 8 Guests 1851.39 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $403/Night 7 Nights - US $2,823
House
1 Bedroom 1 Bath
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $726/Night 7 Nights - US $5,083
Condo
like-icon10.0
Exceptional
(60 Reviews)
2 Bedrooms 2 Baths 6 Guests 1100 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $440/Night 7 Nights - US $3,082
star-icons-3
House
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 8 Guests 1808.34 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $419/Night 7 Nights - US $2,933
Apartment
like-icon10.0
Exceptional
(59 Reviews)
2 Bedrooms 2 Baths 5 Guests 800 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $509/Night 7 Nights - US $3,564
House
like-icon10.0
Exceptional
(55 Reviews)
2 Bedrooms 1 Bath 5 Guests 1200 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $748/Night 7 Nights - US $5,234
Condo
like-icon10.0
Exceptional
(54 Reviews)
2 Bedrooms 2 Baths 6 Guests 1100 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $495/Night 7 Nights - US $3,466

Belleair Large Vacation Homes

Villa
like-icon10.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 2 Guests 1000 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $272/Night 7 Nights - US $1,902
House
like-icon10.0
Exceptional
(10 Reviews)
6 Bedrooms 4 Baths 12 Guests 10763.91 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $1,058/Night 7 Nights - US $7,406
House
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $363/Night 7 Nights - US $2,544
Villa
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $280/Night 7 Nights - US $1,963
star-icons-4
House
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 12 Guests 1905.21 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $462/Night 7 Nights - US $3,234
Villa
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $233/Night 7 Nights - US $1,633
Villa
Map-icon
like-icon6.0
Good
(1 Review)
2 Bedrooms 1 Bath 4 Guests 13455 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $260/Night 7 Nights - US $1,821
House
1 Bedroom 2 Baths 12 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $450/Night 7 Nights - US $3,151

Discover & compare premier experiences around Belleair

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Belleair Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Belleair

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination ensures you can enjoy its best weather and local events, making your stay in Belleair, Florida, USA, truly memorable and aligning perfectly with your vacation plans.

Peak Season Highlights

spring
Spring (March to May)

During spring, the weather in this coastal area becomes warm and pleasant, making it an ideal time for outdoor activities and beach outings.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
winter
Winter (December to February)

The winter months offer mild temperatures and less crowded beaches, perfect for a relaxing getaway in the region’s scenic surroundings.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Summer (June to August)

Summers can be hot and humid here, but it's when the area experiences fewer visitors, which may appeal to those seeking quieter vacation rentals.

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

Early fall still offers warm weather, but as the season progresses, cooler temperatures and lower crowds make it a peaceful time to explore the coast.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Weekly Weather Forecast for Belleair

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.

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 relaxing by a private or shared outdoor swimming pool, perfect for leisure and cooling off during your stay.
  • Take advantage of spacious patios or verandas designed for outdoor dining and entertaining guests.
  • Experience the tranquility of lush landscaped gardens that add to the serene ambiance of your getaway.
  • Make the most of outdoor grilling areas to host barbecues in the warm Florida sunshine.
  • Use the available outdoor seating or lounging areas to unwind while soaking up the scenic surroundings.
  • Benefit from access to outdoor sports facilities such as tennis courts or shuffleboard, ideal for active vacations.
  • Explore nearby walking or biking paths for outdoor adventures and scenic explorations around this destination.
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Family Activities

  • Belleair Beach Park: Enjoy a relaxing day with your family at this scenic park, offering picnic areas and playgrounds along the beautiful shoreline.
  • The Belleair Nature Preserve: Explore walking trails and observe local wildlife in this peaceful natural setting perfect for outdoor family adventures.
  • Bright House Field: Catch a minor league baseball game that provides fun for all ages and adds a lively sporting event to your stay here.
  • Pelican Golf Club: Introduce the kids or yourself to a friendly round of golf at this well-maintained course nestled within the region.
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Adult Activities

  • Golfing at Belleair Country Club: Enjoy a round of golf at one of the area's oldest courses, renowned for its scenic views and challenging fairways.
  • Exploring Sand Key Park: Relax or participate in water activities at this popular park, offering pristine beaches and breathtaking views of the Gulf of Mexico.
  • Dining in Local Restaurants: Savor fresh seafood and regional cuisine at some of the area's finest eateries, perfect for a leisurely evening out.
  • Paddleboarding and Kayaking: Discover the calm waters nearby by renting equipment to paddle along the shoreline, ideal for both beginners and experienced adventurers.

Other Places to Stay in Belleair, FL

Belleair Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Nearby Beaches: Take advantage of the pristine shoreline and spend your days relaxing or engaging in water activities along the coast.
  • Visit Local Dining Spots: Savor fresh seafood and regional cuisine at eateries that showcase the region’s culinary delights.
  • Plan Outdoor Adventures: Discover scenic parks and nature trails for walking, biking, or simply enjoying the serene surroundings.
  • Connect with Community Events: Check out local events and festivals to immerse yourself in the area’s vibrant culture during your stay.

Transportation Options

  • Car Rentals: Renting a car is a convenient way for you to explore the area's beautiful beaches and local attractions at your own pace, with numerous providers available nearby.
  • Public Transit: The region offers reliable bus services that connect you to key destinations, making it easy to navigate without needing a vehicle.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily accessible, providing quick and hassle-free transportation throughout this destination.
  • Bicycle Rentals: Biking is an eco-friendly choice for exploring here’s scenic coastal paths and charming neighborhoods in a leisurely manner.

Local Customs Options

  • Respect for Local Beaches: You should always observe the designated swimming and lounging areas, as local customs emphasize preserving the pristine condition of the beaches in this region.
  • Dining Etiquette: When enjoying meals at local eateries, it's customary to greet staff politely and sometimes share a friendly conversation, reflecting the welcoming spirit of the area.
  • Environmental Preservation: Visitors are encouraged to participate in or support initiatives that protect Florida's natural habitats, highlighting the community’s commitment to sustainability.
  • Community Events: Attending neighborhood gatherings or festivals showcases respect for local traditions and provides deeper insight into the area's cultural heritage.

Belleair Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Belleair?

3. Which vacation homes in Belleair are best for families?

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

4. How many Rentbyowner vacation rentals are available in Belleair?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 3605 in the Belleair 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 Belleair. 

5. What is the cancellation policy for vacation rentals in Belleair, Florida?

Cancellation policies can vary depending on the specific property listing. It is recommended that you review the cancellation terms outlined on the rental's listing page or contact the property owner directly for detailed information.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes may apply to your booking. These details are usually specified in the listing, and you should review them before confirming your reservation.

7. What amenities are typically included in vacation rentals in this part of Florida?

Most vacation rentals in the area offer amenities like Wi-Fi, air conditioning, kitchen facilities, and parking. To ensure they meet your needs, check the individual listing descriptions for specific amenities.

8. How do I know if a vacation rental in Belleair has flexible booking options?

Flexible booking options vary by property. For available options, refer to the listing details or reach out directly to the owner to discuss your preferred dates and cancellation flexibility.

9. Is it safe to stay in vacation rentals here during peak season?

Safety measures are typically maintained by property owners and managed through trusted platforms. To ensure a secure stay, review guest reviews and confirm safety features with the owner before booking.

Belleair Top Rated Vacation Rentals

Hotel
like-icon10.0
Exceptional
(368 Reviews)
1 Bath
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $175/Night 7 Nights - US $1,226
Condo
like-icon10.0
Exceptional
(199 Reviews)
3 Bedrooms 3 Baths 8 Guests 2200 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $468/Night 7 Nights - US $3,274
House
like-icon10.0
Exceptional
(169 Reviews)
3 Bedrooms 2 Baths 8 Guests 2551 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $737/Night 7 Nights - US $5,161
House
like-icon10.0
Exceptional
(134 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $923/Night 7 Nights - US $6,461
House
like-icon10.0
Exceptional
(129 Reviews)
3 Bedrooms 2 Baths 8 Guests 2586 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $736/Night 7 Nights - US $5,151
House
like-icon10.0
Exceptional
(121 Reviews)
3 Bedrooms 3 Baths 6 Guests 3000 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $494/Night 7 Nights - US $3,459
Condo
like-icon10.0
Exceptional
(120 Reviews)
4 Bedrooms 3 Baths 10 Guests 2262 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $666/Night 7 Nights - US $4,660
Condo
like-icon10.0
Exceptional
(118 Reviews)
3 Bedrooms 3 Baths 8 Guests 2800 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $525/Night 7 Nights - US $3,674