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  3. Miami
  4. Surfside
  5. Vacation Rentals with Pools

Surfside Vacation Rentals with Pools

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8.3 (223 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
8.1 (16 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Why Choose Rent By Owner for your Surfside Vacation Rentals with Pools?

What makes our Vacation Rentals with Pools 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 Surfside

When should you plan your Vacation Rentals with Pools stay?

Choosing the right time to vacation here ensures you can enjoy the region's warm climate and optimal conditions for relaxing by your private pools in this scenic destination.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, the region experiences its peak season with pleasant weather, attracting visitors seeking warm getaways. You will enjoy ideal conditions for relaxing by your rental with pools while exploring this vibrant area.

Average Temperature Daytime: around 75°F (24°C) - Nighttime: around 62°F (17°C)
spring
Spring (March to May)

Spring is another prime time when travelers flock here to enjoy comfortable temperatures and blooming landscapes. Booking a rental with pools now ensures you make the most of this lively season in the region.

Average Temperature Daytime: around 80°F (27°C) - Nighttime: around 68°F (20°C)

Off-Season Highlights

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Summer (June to August)

Summer sees fewer visitors, offering a quieter experience for those who prefer less crowded surroundings. It’s an ideal period to indulge in peaceful days by your rental with pools or enjoy off-season rates.

Average Temperature Daytime: around 88°F (31°C) - Nighttime: around 78°F (26°C)
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Fall (September to November)

During fall, the area experiences a slight slowdown in tourism, providing a more relaxed atmosphere. This season is perfect for booking rentals with pools and enjoying the warm weather at your own pace.

Average Temperature Daytime: around 83°F (28°C) - Nighttime: around 72°F (22°C)

Weekly Weather Forecast for Surfside

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 access to private or shared swimming pools that provide a refreshing escape from the Florida sun.
  • Relax in outdoor lounging areas with comfortable furniture, ideal for soaking up the region’s sunny weather.
  • Take advantage of well-maintained outdoor grills and barbecue stations for cookouts during your stay.
  • Benefit from landscaped gardens and green spaces that enhance the outdoor ambiance of your rental.
  • Make use of shaded patios or verandas perfect for outdoor dining or morning coffee.
  • Participate in outdoor activities like beach gear storage or bike racks, if available on-site.
  • Experience secure gated entrances or fencing that ensure privacy and safety around outdoor amenities.
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Family Activities

  • Beach Day at Surfside Park Spend a day relaxing and building sandcastles along the pristine shores of this popular beach destination, perfect for family fun in the sun.
  • Visit the Miami Beach Botanical Garden Explore lush landscapes and vibrant plant collections that offer both educational opportunities and peaceful scenery for all ages.
  • Explore Local Edutainment Centers Engage in interactive exhibits and hands-on activities designed to entertain and educate children about the region’s natural environment and culture.
  • Family-Friendly Water Activities Discover boat rentals, paddleboarding, or shallow water swimming spots that make enjoying the crystal-clear waters safe and enjoyable for kids.
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Adult Activities

  • Relax at the Beachfront: Enjoy sunbathing and swimming along the pristine shores of this coastal destination, perfect for unwinding after a day in your rentals with pools.
  • Explore local dining options: Savor fresh seafood and regional cuisine at acclaimed restaurants that capture the flavors of the area, just minutes from your stay.
  • Visit cultural attractions: Discover art galleries, museums, and historic sites that highlight the unique heritage of this vibrant region.
  • Experience water sports: Engage in kayaking, paddleboarding, or jet skiing on the calm waters, offering active ways to enjoy the natural surroundings.

Other Places to Stay in Surfside, FL

Surfside Park
Surfside Beach

Surfside Travel Tips

How Can You Make the Most of Your Stay?

  • Plan your visit during the optimal season: Explore the area's peak months for pleasant weather to enjoy your stay in this popular travel destination.
  • Book well in advance: Secure your ideal rentals with pools early, especially during busy seasons, to ensure availability and the best selection.
  • Take advantage of local amenities: Use the area’s beaches, dining options, and shopping to enhance your trip while relaxing at your comfortable rental with a pool.
  • Prioritize safety and comfort: Choose trusted rentals with pools that meet safety standards and offer ample space for relaxation and enjoyment.

Transportation Options

  • Miami International Airport Located just a short drive from the area, this airport offers extensive domestic and international flights, making your arrival and departure convenient.
  • Public Bus Services The regional bus network provides affordable transportation throughout the region, allowing you to explore nearby attractions easily.
  • Rental Car Services Multiple rental agencies operate in the vicinity, giving you the flexibility to explore this destination and its surroundings at your own pace.
  • Ride-Sharing Services Popular ride-sharing options are readily available here, offering a quick and convenient way to navigate the local area without the need for personal vehicle ownership.

Local Customs Options

  • Respect for Local Beach Etiquette: Visitors here are encouraged to follow specific beach customs, such as designated swimming areas and proper disposal of trash.
  • Celebration of Art Deco Architecture: The area celebrates its unique architectural style through local events and preservation efforts, reflecting its vibrant history.
  • Salute to Marine Life Conservation: Engaging in environmentally responsible activities and respecting marine habitats is an important custom in this coastal community.
  • Embracing Casual Coastal Attire: Casual, comfortable clothing is customary when exploring the region, especially around the beaches and outdoor dining spots.

Frequently Asked Questions About Surfside Rentals with Pools

2. How many Rentals With Pools are available in Surfside?

Currently, the total number of properties listed by RBO in 2026 is over 63 in the Surfside area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Surfside. 

3. What is the cancellation policy for rentals with pools in this area?

The cancellation policy varies depending on the listing owner. To get detailed information about the cancellation terms, please review the specific rental listing or contact the property owner directly.

4. Are there any additional fees associated with booking a rental with a private pool?

Additional fees such as cleaning charges, security deposits, or service fees may apply. Please refer to the individual listing details or reach out to the owner for precise fee information.

5. How do I ensure the rental I choose has a pool that meets my expectations?

You can filter your search results to only display listings with pools and carefully review the amenities section of each property listing. For further assurance, contacting the property owner directly can provide more specific details.

6. Is there a minimum stay requirement for rentals with pools here?

Minimum stay requirements differ between properties. To find out the specific policy for your preferred dates, check the listing details or contact the owner directly.

7. What amenities are typically included alongside the pool in rentals here?

Most rentals with pools often include features such as loungers, outdoor dining areas, and sometimes hot tubs or additional entertainment options. To confirm what's available at a particular property, review the listing details or communicate directly with the owner.

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