Surfside Holiday Rentals
- Portland
- ·
- Ocean Park
- 0.28 mi to center
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
- Portland
- ·
- Old Orchard Beach
- 0.45 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Ocean Park
- 0.60 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 0.53 mi to center
- View
- Parking
- Air Conditioner
- Internet
- Portland
- ·
- Old Orchard Beach
- 0.35 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 0.44 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Portland
- ·
- Old Orchard Beach
- 0.45 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
Luxury Holiday Rentals in Surfside
- Portland
- ·
- Old Orchard Beach
- 1.34 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 1.34 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Ocean Park
- 0.58 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Portland
- ·
- Scarborough
- 3.56 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Scarborough
- 3.48 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
- Portland
- ·
- Ocean Park
- 0.47 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
- Portland
- ·
- Pine Point
- 0.18 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
- Portland
- ·
- Ocean Park
- 0.48 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
- Portland
- ·
- Scarborough
- 3.13 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
Top-Rated Holiday Rentals with a Pool in Surfside
- Portland
- ·
- Old Orchard Beach
- 0.37 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 1.54 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 1.15 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Portland
- ·
- Ocean Park
- 0.38 mi to center
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
- Portland
- ·
- Ocean Park
- 0.34 mi to center
- Private Pool
- Oceanfront
- Spa
- Fireplace/Heating
- Portland
- ·
- Old Orchard Beach
- 0.20 mi to center
- Spa
- Fireplace/Heating
- Pool
- Ocean View
- Portland
- ·
- Ocean Park
- 0.38 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- Portland
- ·
- Old Orchard Beach
- 0.87 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 1.64 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
Pet-Friendly Holiday Rentals in Surfside
- Portland
- ·
- Pine Point
- 0.28 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Portland
- ·
- Old Orchard Beach
- 0.19 mi to center
- Hot Tub
- Fireplace/Heating
- View
- Pet Friendly
- Portland
- ·
- Old Orchard Beach
- 1.37 mi to center
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Portland
- ·
- Old Orchard Beach
- 0.75 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 0.41 mi to center
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
- Portland
- ·
- Scarborough
- 3.42 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 0.21 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Maine
- ·
- Southern Coast
- 4.18 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Ocean Park
- 0.44 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
Large Holiday Rentals and Private Villas in Surfside
- Portland
- ·
- Old Orchard Beach
- 0.45 mi to center
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
- Portland
- ·
- Old Orchard Beach
- 0.30 mi to center
- View
- Air Conditioner
- Internet
- Security/Safety
- Portland
- ·
- Old Orchard Beach
- 0.40 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Maine
- ·
- Southern Coast
- 1.72 mi to center
- Air Conditioner
- Internet
- Child Friendly
- Barbecue/Outdoor Cooking
- Portland
- ·
- Old Orchard Beach
- 0.30 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
- Portland
- ·
- Ocean Park
- 0.52 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Portland
- ·
- Ocean Park
- 0.14 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Portland
- ·
- Scarborough
- 3.52 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Scarborough
- 3.84 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
Wheelchair Accessible Holiday Homes in Surfside
- Portland
- ·
- Old Orchard Beach
- 0.37 mi to center
- Pool
- Ocean View
- Balcony/Terrace
- View
- Portland
- ·
- Old Orchard Beach
- 0.48 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
- Portland
- ·
- Scarborough
- 4.42 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 0.20 mi to center
- Oceanfront
- Spa
- Pool
- Ocean View
- Portland
- ·
- Old Orchard Beach
- 1.38 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Portland
- ·
- Old Orchard Beach
- 0.22 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Portland
- ·
- Old Orchard Beach
- 0.20 mi to center
- Spa
- Pool
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 0.22 mi to center
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
- Portland
- ·
- Old Orchard Beach
- 0.38 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Parking
Surfside Private Villas and Holiday Homes Under $200
- Portland
- ·
- Old Orchard Beach
- 0.45 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
- Portland
- ·
- Old Orchard Beach
- 0.43 mi to center
- Spa
- Fireplace/Heating
- View
- Parking
- Portland
- ·
- Old Orchard Beach
- 0.39 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Portland
- ·
- Old Orchard Beach
- 0.29 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Portland
- ·
- Old Orchard Beach
- 0.23 mi to center
- Balcony/Terrace
- Parking
- Air Conditioner
- Internet
- Portland
- ·
- Old Orchard Beach
- 0.19 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 0.44 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 0.19 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 0.19 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
Instantly Bookable Holiday Homes in Surfside
- Portland
- ·
- Old Orchard Beach
- 0.45 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Scarborough
- 2.58 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Portland
- ·
- Old Orchard Beach
- 0.85 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 0.42 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 0.15 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
- Portland
- ·
- Old Orchard Beach
- 0.63 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Portland
- ·
- Old Orchard Beach
- 0.44 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Portland
- ·
- Old Orchard Beach
- 0.44 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Portland
- ·
- Scarborough
- 2.68 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
Book a Last Minute Place to Stay in Surfside
About Casai's Private Villas and Holiday Rentals in Surfside
Discover more than 1550 vacation rentals available in Surfside. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Surfside.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Surfside, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Surfside. On average, places to stay near Surfside offer 967.68 ft², with nightly prices averaging R7,634.
With Casai, finding and comparing holiday rentals in Surfside is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Surfside
| Type | Count |
|---|---|
| Vacation Homes | 557 |
| Holiday Apartments | 399 |
| Cottages | 137 |
| Villas | 2 |
Use these Quick Filters to Find a Holiday Rental in Surfside
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Surfside.
Weather in Surfside, ME
View the weather forecast for Surfside before booking your Surfside Vacation Rentals to confirm your best time to go.
Top Attractions Around Surfside, ME
Casai offers a large selection of top attractions around Surfside . Research things to do on your vacation before you visit Surfside.
Frequently Asked Questions About Surfside?
What are the top holiday rentals in Surfside?
With numerous options available in Surfside, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Surfside:
- Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!
- Location, location, location
- Beautiful Ocean Views in a Dream Home
- Stunning Views from Roof Top Deck, 50 Steps to Beach
- Charming Cottage 5 min walk to beach & 8 min. walk to The Pier !
- Modern Condo overlooking Memorial Park, with Great views of OOB
- Spacious Ocean View Getaway, 3 min walk to beach with large fenced in yard
- Beach House ∆ Prime Location ∆ Steps to the Ocean
- Old Orchard Beach House Condo with Ocean View
- Ocean views, Just Steps Away From The Beach in Kinney Shores
How many holiday rentals have private pools in Surfside?
Discover a selection of holiday rentals with private pools near Surfside with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Heated Saltwater Pool Short Walk to Beach Pier 9
- Atlantic Ocean Suites
- Heated Saltwater Pool Short Walk to Beach Pier 11
- Abellona Inn & Suites
Which holiday homes in Surfside are best for families?
If you're searching for a family-friendly holiday home in Surfside, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Surfside:
How many Casai.co.za holiday rentals are available in Surfside?
As of 2026, Casai boasts over 1550 properties listed in the Surfside area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Surfside.









































































