Winter Vacation Rentals & Cabin Rentals in Surfside, FL

Compare 15,056 available, short term beachfront holiday vacation home properties, starts from $27

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ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in Surfside, FL: Top Deals

82-10SW 135AV
82-10SW 135AV
82-10SW 135AV
82-10SW 135AV
82-10SW 135AV
82-10SW 135AV
82-10SW 135AV
82-10SW 135AV
4.8 (16 reviews)
82-10SW 135AV
Hotel
$169 /night
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Amazing apartment in the Heart of Brickell
Amazing apartment in the Heart of Brickell
Amazing apartment in the Heart of Brickell
Amazing apartment in the Heart of Brickell
Amazing apartment in the Heart of Brickell
Amazing apartment in the Heart of Brickell
Amazing apartment in the Heart of Brickell
4.7 (25 reviews)
Amazing apartment in the Heart of Brickell
Apartment
$110 /night
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AC Hotel Miami Midtown
AC Hotel Miami Midtown
AC Hotel Miami Midtown
AC Hotel Miami Midtown
AC Hotel Miami Midtown
AC Hotel Miami Midtown
AC Hotel Miami Midtown
AC Hotel Miami Midtown
4.4 (32 reviews)
AC Hotel Miami Midtown
Hotel
$103 /night
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3 Bedroom Condo With Balcony View
3 Bedroom Condo With Balcony View
3 Bedroom Condo With Balcony View
3 Bedroom Condo With Balcony View
3 Bedroom Condo With Balcony View
3 Bedroom Condo With Balcony View
3 Bedroom Condo With Balcony View
4.2 (10 reviews)
3 Bedroom Condo With Balcony View
Condo
$342 /night
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Bahama Bungalow in the Heart of Miami
Bahama Bungalow in the Heart of Miami
Bahama Bungalow in the Heart of Miami
Bahama Bungalow in the Heart of Miami
Bahama Bungalow in the Heart of Miami
Bahama Bungalow in the Heart of Miami
Bahama Bungalow in the Heart of Miami
4.8 (3 reviews)
Bahama Bungalow in the Heart of Miami
Bungalow
$98 /night
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44 Floor views @ THE W - Miami Brickell +GYM+SPA
44 Floor views @ THE W - Miami Brickell +GYM+SPA
44 Floor views @ THE W - Miami Brickell +GYM+SPA
44 Floor views @ THE W - Miami Brickell +GYM+SPA
44 Floor views @ THE W - Miami Brickell +GYM+SPA
44 Floor views @ THE W - Miami Brickell +GYM+SPA
44 Floor views @ THE W - Miami Brickell +GYM+SPA
4.5 (19 reviews)
44 Floor views @ THE W - Miami Brickell +GYM+SPA
Hotel
$105 /night
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Aloft Miami Doral
Aloft Miami Doral
Aloft Miami Doral
Aloft Miami Doral
Aloft Miami Doral
Aloft Miami Doral
Aloft Miami Doral
Aloft Miami Doral
Aloft Miami Doral
4.3 (1326 reviews)
Aloft Miami Doral
Hotel
$67 /night
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Beautiful Spanish Residence in Coconut Grove
Beautiful Spanish Residence in Coconut Grove
Beautiful Spanish Residence in Coconut Grove
Beautiful Spanish Residence in Coconut Grove
Beautiful Spanish Residence in Coconut Grove
Beautiful Spanish Residence in Coconut Grove
Beautiful Spanish Residence in Coconut Grove
Beautiful Spanish Residence in Coconut Grove
4.1 (179 reviews)
Beautiful Spanish Residence in Coconut Grove
Hotel
$55 /night
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2 Bedroom Pearl in Downtown Miami
2 Bedroom Pearl in Downtown Miami
2 Bedroom Pearl in Downtown Miami
2 Bedroom Pearl in Downtown Miami
2 Bedroom Pearl in Downtown Miami
2 Bedroom Pearl in Downtown Miami
2 Bedroom Pearl in Downtown Miami
4.1 (5 reviews)
2 Bedroom Pearl in Downtown Miami
Hotel
$230 /night
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Similar Inspirational Vacation Rental Destinations

Which Price Range Is Most Typical in Surfside, FL Area?
Vacation Apartment & Condo Rental Price Information in Surfside, FL
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The graph shows the percentages of vacation homes in each price bucket. Surfside has the largest percentage (23.07%) of homes in $100 - $150 price range.
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What activities, communities or places of interest can snowbirds explore near Surfside, FL?
Suggested Places for Snowbirds in Surfside, FL
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Surfside, FL is a great place to spend the winter months as a snowbird. Located close to Miami Beach, it offers access to many attractions and amenities that seniors will enjoy. Healthcare facilities are easily accessible and there are plenty of nearby parks and beaches with breathtaking views. Additionally, there are plenty of shopping centers, restaurants, and entertainment venues to keep snowbirds busy.

  • Bal Harbour Shops

    This upscale outdoor mall features luxury stores, fine dining, and art galleries. It's perfect for snowbirds who love fashion and want to treat themselves.

  • Bill Baggs Cape Florida State Park

    This historic park is located on Key Biscayne and has a stunning beach and lighthouse. An ideal spot for snowbirds looking for some peaceful relaxation.

  • Miami Seaquarium

    This marine life park is home to dolphins, sea lions, sharks, and more. Perfect for snowbirds looking for an exciting day out.

How Many Rental Accommodations Are Pets Friendly in Surfside, FL?
Percentage of Pet Friendly Rental Properties in Surfside, FL
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17.15% of vacation homes in Surfside are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
What Are The Must-Visit Places in Surfside, FL?
Destinations To Visit During the Winter in Surfside, FL
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Which Airports Should I Choose To Get To Surfside, FL?
Top Airports in Surfside, FL
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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