A beach with people, umbrellas, and surfboards.

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Check availability on Surfside Hotels with a Pool

Tonight
Oct 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Surfside hotels with a pool

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a tiled floor.
A hotel room with two beds, wooden floors, white walls, and a sloped ceiling.
A modern kitchen with a central island, bar stools, and a dining area with wicker chairs.
A building with a brick facade, large windows, and a row of sun loungers outside.

1. Nantucket Inn

Nantucket Inn
Nantucket
  • Poolside paradise awaits at this island oasis with twin hot tubs and year-round swimming options.
￥23,544
￥26,298 total
includes taxes & fees
Nov 1 - Nov 2
Nantucket Inn
An aerial view of a rooftop pool area with lounge chairs and umbrellas, surrounded by buildings.
A large, multi-story building with a central courtyard, outdoor seating area, and multiple balconies.
A patio with wicker furniture and a flower bed, overlooking a marina with boats.
A bar area with a counter, bar stools, and hanging light fixtures.

2. White Elephant Hotel

White Elephant Hotel
Nantucket Town
  • Seasonal island retreat features poolside bar service and refreshing summer swims.
￥60,156
￥67,194 total
includes taxes & fees
Nov 11 - Nov 12
White Elephant Hotel
Outdoor pool
A cozy room with a wooden ceiling, a sofa, and two round tables with candles.
A cozy living room with a fireplace, wooden ceiling, and a checkered floor.
An outdoor seating area with tables and chairs, a covered patio, and a wooden fence in the background.

3. The Beachside

The Beachside
Nantucket Town
  • Seasonal outdoor pool meets coastal charm in Nantucket Town with complimentary bike rentals.
￥28,897
￥34,537 total
includes taxes & fees
Oct 26 - Oct 27
The Beachside
A rectangular pool with a wooden fence, two lounge chairs, and a sign warning of no lifeguard on duty.
A wooden house with a porch, a Christmas tree, and string lights.
A house with a grey front door, a mailbox, and a small tree in the front yard.
A bedroom with a bed, a desk, a chair, a TV, and a window with blinds.

4. Nantucket Guest House

Nantucket Guest House
Nantucket
  • Splash into coastal charm at a Nantucket poolside retreat with beach towels and sunny atmosphere.
￥15,673
￥29,886 total
includes taxes & fees
Oct 14 - Oct 15
Nantucket Guest House
A wooden deck with a hot tub, lounge chairs, and a stone building with a sloped roof.
A cozy living room with a sofa, two wooden chairs, a floor lamp, and a large window.
A lighthouse with a white exterior and black top, connected by a wooden walkway to the beach.
A bar area with wooden chairs, a coffee machine, and shelves with bottles.

5. The Brant

The Brant
Nantucket Town
  • Poolside bliss meets Nantucket charm at this seasonal outdoor oasis with cocktails.
￥60,680
￥67,779 total
includes taxes & fees
Nov 8 - Nov 9
The Brant
A beach with clear blue water and a sandy shore.
A harbor with numerous boats, a church, and residential buildings in the background.
A spacious living area with a large flat-screen TV, a sofa with patterned cushions, and a clear glass coffee table.
An aerial view of a marina with numerous boats docked, surrounded by residential buildings and greenery.

6. Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
Nantucket Town
  • Harbor-adjacent cottage offers poolside luxury with a shimmering outdoor pool and soothing hot tub.
￥46,306
￥99,468 total
includes taxes & fees
Nov 2 - Nov 3
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
A wooden staircase leading to a beach area with a small building and a view of the ocean.
A spacious living area with a large flat-screen TV, a wicker chair, a grey sofa, and a wooden dining table.
A marina with several boats docked, surrounded by residential buildings with a dock extending into the water.
A patio with outdoor furniture, a door, and a small garden area.

7. LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Nantucket Town
￥78,363
￥140,405 total
includes taxes & fees
Oct 29 - Oct 30
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
An aerial view of a marina with numerous boats docked, surrounded by residential buildings and greenery.
A bedroom with a large window, a bed, and a television.
A spacious kitchen with a wooden island, white cabinetry, and pendant lighting.
A lighthouse with a wooden walkway leading to it, situated on a sandy beach with a sailboat in the background.

8. Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!

Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
Nantucket Town
￥103,297
￥177,275 total
includes taxes & fees
Oct 18 - Oct 19
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
A spacious living room with a large white sofa, a coffee table, and wicker chairs.
A modern kitchen with white cabinetry, a stainless steel stove, and a central island with a floral arrangement.
A coastal scene with a dock, boats, and a building.
A spacious dining area with a large wooden table and white upholstered chairs, large windows offering views of the outside.

9. 3 Bedroom 3.5 Bathroom cottage

3 Bedroom 3.5 Bathroom cottage
Nantucket Town
￥379,944
￥517,598 total
includes taxes & fees
Oct 26 - Oct 27
3 Bedroom 3.5 Bathroom cottage
A modern kitchen with white cabinetry, a wooden dining table, and a hanging light fixture.
A living room with a light blue sofa, a white coffee table with books and flowers, a wicker chair, a round mirror, and a lamp.
A neatly made bed with white bedding, a blue headboard, and a bedside lamp.
A house with a white porch, a sign reading 'ENDEAVOR,' and a white railing.

10. 2 bedroom, 2.5 bathroom

2 bedroom, 2.5 bathroom
Nantucket Town
￥182,848
￥260,879 total
includes taxes & fees
Oct 26 - Oct 27
2 bedroom, 2.5 bathroom
View all properties

Choose what matters most at hotels with a pool in Surfside

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Surfside Hotel Reviews

The Beachside

The Beachside

10/10 Excellent
"Extremely satisfied with our stay. They have thought of everything."
Jolenne 3-night trip
Posted 3 days ago
The Beachside

Frequently asked questions

What are some accommodations with pools in Surfside?
The Beachside: Features free self parking, a seasonal outdoor pool, and complimentary bicycles. Nantucket Inn: Offers a seasonal outdoor pool, an indoor pool, and 2 hot tubs. Faraway Nantucket: Features spa services, a seasonal outdoor pool, and complimentary wired internet access.
What is there to see and do in Surfside?
Make a point to visit attractions like Surfside Beach and Nobadeer Beach. Discover sights such as The Old Mill, Nantucket Historical Association, and Nantucket Atheneum during your stay.
When is the best time to book a hotel with a pool in Surfside?
Taking into account the local weather in Surfside is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 39°F. Average annual precipitation for Surfside is 56 inches.

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