Surfside Holiday Rentals

Compare Villas, Resorts, & Rentals in Surfside, Maine, USA

Walk to Old Orchard Pier Cozy Beachfront Condo!
10.0 (5 Reviews)
1 Bedroom 4 Guests
The Rebekah Inn
Fromد.إ.‏500 per night
9.0 (87 Reviews)
1 Bedroom 2 Guests
The Waterfront Deckhouse-Pine Point Beach Waterfront Property
9.4 (46 Reviews)
3 Bedrooms 8 Guests
Sea Shell
Fromد.إ.‏918 per night
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10.0 (4 Reviews)
1 Bedroom 2 Guests
Old Orchard Beach Inn
Fromد.إ.‏596 per night
8.2 (1000 Reviews)
1 Bedroom 2 Guests
'Beachfront 15' Condo on Old Orchard Beach
10.0 (3 Reviews)
1 Bedroom 4 Guests
The Voyager
Fromد.إ.‏541 per night
9.6 (74 Reviews)
1 Bedroom 2 Guests
Perfect Location & Best Prices! 5th house from the Beach
9.0 (24 Reviews)
2 Bedrooms 6 Guests
Spacious Family Suite Steps to the Beach (444)
10.0 (2 Reviews)
4 Bedrooms 10 Guests
5 HOUSES AWAY FROM BEACH SHORT WALK TO THE PIER, RENTED WEEKLY.
8.8 (6 Reviews)
4 Bedrooms 10 Guests
The Captain's Ship
Fromد.إ.‏3,056 per night
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10.0 (1 Review)
1 Bedroom 14 Guests
The Gregory House - A Maine Victorian Mansion
10.0 (1 Review)
1 Bedroom 16 Guests
Walking Distance To Beach And Downtown!
9.6 (7 Reviews)
4 Bedrooms 10 Guests
Little Miss Cottages - 68 East Grand Luxury Condo
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10.0 (1 Review)
1 Bedroom 6 Guests
Near Oceanfront Property: Beach Access, Ample Parking, Paradise Found!
9.0 (22 Reviews)
4 Bedrooms 11 Guests
Make Lasting Memories at the Bougie Beach Bungalow
10.0 (1 Review)
2 Bedrooms 7 Guests
ONLY 6 HOUSES AWAY FROM BEACH, SHORT WALK TO PIER, RENTED WEEKLY.
10.0 (2 Reviews)
6 Bedrooms 15 Guests
OOB Apt. - 1 Block to Bay, Half-Mile to Pier!
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10.0 (1 Review)
2 Bedrooms 4 Guests
Sunny Beachfront Cottage with Spectacular Ocean Views
9.4 (26 Reviews)
5 Bedrooms 10 Guests
Old Orchard Beach Apartment - Quick Walk to Beach!
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9.5 (4 Reviews)
1 Bedroom 2 Guests
3 Bdr Vacation Rental - Walk To The Beach
9.6 (22 Reviews)
3 Bedrooms 6 Guests
Cabin at the Beach
Fromد.إ.‏1,525 per night
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9.4 (20 Reviews)
1 Bedroom 6 Guests
4 Bdr Vacation Rental - Walk to Beach
Fromد.إ.‏2,142 per night
9.2 (17 Reviews)
4 Bedrooms 10 Guests
Beautiful Modern Beach House!
Fromد.إ.‏1,584 per night
9.4 (17 Reviews)
3 Bedrooms 10 Guests
Studio Condo (Newly Renovated) - 150' to Beach 20 min to Portland
8.6 (8 Reviews)
1 Bedroom 2 Guests
Old Ocean Beach Apt by Pier + Palace Playland
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9.4 (7 Reviews)
2 Bedrooms 8 Guests
Atlantic Ocean Suites - Sand Castle Suite 7
10.0 (3 Reviews)
2 Bedrooms 7 Guests
Bright 3BR Beach House, 4-Min Walk & Fire Pit
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9.3 (3 Reviews)
3 Bedrooms 7 Guests
Cozy 3BR Beach House by the Sea
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9.0 (8 Reviews)
3 Bedrooms 6 Guests
*Modern*GRAND VICTORIAN*OCEAN VIEW*FAMOUS PIER *3 BEDRM*UNIT 510
9.4 (31 Reviews)
3 Bedrooms 9 Guests
Symphonic Serenity-2BR Rhythmic Retreat
9.0 (2 Reviews)
2 Bedrooms 5 Guests
Blue Doors By The Sea by Bayley Vacation Rentals
9.2 (19 Reviews)
6 Bedrooms 14 Guests
Amazing Views in Old Orchard
Fromد.إ.‏1,307 per night
9.0 (1 Review)
2 Bedrooms 4 Guests
Beach Cottage with Outdoor Patio & Grill, 8 min. Walk to Beach
9.0 (28 Reviews)
3 Bedrooms 9 Guests
The Rebekah Inn
Fromد.إ.‏912 per night
8.9 (78 Reviews)
8 Bedrooms 10 Guests
Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!
10.0 (112 Reviews)
4 Bedrooms 12 Guests
Stunning Views from Roof Top Deck, 50 Steps to Beach
10.0 (82 Reviews)
2 Bedrooms 4 Guests
Charming Cottage 5 min walk to beach & 8 min. walk to The Pier !
10.0 (80 Reviews)
2 Bedrooms 6 Guests
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 (58 Reviews)
3 Bedrooms 9 Guests
Entire House! Beach Views . Less then a 1 minute walk to the Beach.
10.0 (47 Reviews)
2 Bedrooms 6 Guests
Renting September 2025 to June 1, 2026
10.0 (15 Reviews)
3 Bedrooms 8 Guests
Walk to Ocean & Pier: Prime OOB Condo!
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8.7 (4 Reviews)
2 Bedrooms 6 Guests
The Edgewater
Fromد.إ.‏668 per night
9.4 (1001 Reviews)
1 Bedroom 2 Guests
Beachside Abode 2B
Fromد.إ.‏1,880 per night
10.0 (14 Reviews)
2 Bedrooms 7 Guests
Beach-Seasonstides
Fromد.إ.‏2,295 per night
8.7 (3 Reviews)
3 Bedrooms 7 Guests
Moontide Motel Cabins & Apartments
9.4 (101 Reviews)
1 Bedroom 2 Guests
Nautical Point
Fromد.إ.‏5,486 per night
10.0 (13 Reviews)
5 Bedrooms 10 Guests
Beachfront Unit 17 | Right on Old Orchard Beach!
8.7 (3 Reviews)
1 Bedroom 2 Guests
Elmwood Motor Court
Fromد.إ.‏466 per night
9.4 (24 Reviews)
1 Bedroom 2 Guests
Happy Holidays with Sea Breeze
Fromد.إ.‏4,779 per night
10.0 (13 Reviews)
5 Bedrooms 12 Guests
1/2 Mi to Pier: WFH-Friendly Apt in Maine!
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8.7 (3 Reviews)
2 Bedrooms 5 Guests
Charming 3-bedroom house steps to Pine Point Beach with backyard oasis
10.0 (13 Reviews)
3 Bedrooms 8 Guests
'Beachfront 14' Condo on Old Orchard Beach
8.5 (2 Reviews)
1 Bedroom 4 Guests
A Wave from it All
Fromد.إ.‏3,798 per night
10.0 (12 Reviews)
4 Bedrooms 10 Guests
Old Orchard Cottage
Fromد.إ.‏1,688 per night
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8.3 (16 Reviews)
1 Bedroom 4 Guests
Cute cottage only a 10 min walk to the beach.
10.0 (12 Reviews)
2 Bedrooms 5 Guests
Beachfront Old Orchard Beach Condo w/Balcony
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8.2 (9 Reviews)
2 Bedrooms 6 Guests
Driftwood Cottage
Fromد.إ.‏3,282 per night
10.0 (11 Reviews)
4 Bedrooms 9 Guests
Sandy Shores
Fromد.إ.‏1,260 per night
8.2 (5 Reviews)
3 Bedrooms 4 Guests
Upscale Spacious OOB Beach House - Seasonal Heated Pool
10.0 (11 Reviews)
3 Bedrooms 8 Guests
Old Orchard Beach Home w/Patio: Walk to Beach
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8.0 (7 Reviews)
1 Bedroom 6 Guests
Top Floor Beach Getaway-Huge Patio-60 steps to Sand- Shore Four D
10.0 (10 Reviews)
2 Bedrooms 4 Guests
Walk to Beach: Maine Home w/Hot Tub & Deck!
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8.0 (4 Reviews)
5 Bedrooms 10 Guests
Latitude Adjustment – Walk to Beach & Dining!
10.0 (8 Reviews)
3 Bedrooms 8 Guests
Charming Pine Point Cottage - 2 Blocks to Ocean!
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8.0 (2 Reviews)
3 Bedrooms 8 Guests
Seashell Cottages/JK Rentals - Cottage 4, 2 full beds, 1 twin
10.0 (8 Reviews)
2 Bedrooms 5 Guests
Sun-Soaked Coastal Cottage w/Deck + Walk to Beach
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8.0 (1 Review)
3 Bedrooms 6 Guests

About Casai's Private Villas and Holiday Rentals in Surfside

Discover more than 1551 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 963.07 ft², with nightly prices averaging د.إ.‏1,688.

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.

Frequently Asked Questions About Surfside?

What are the top holiday rentals in Surfside?

How many Casai.ae holiday rentals are available in Surfside?

As of 2026, Casai boasts over 1551 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.