A river winding through a densely populated residential area with numerous houses and docks along the water.

City Island Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for City Island vacation rentals

A grand staircase with ornate golden railings and marble steps, leading to a lobby with a red carpet and a large potted plant.

1. Radio City Apartments

Manhattan

Brook

CA $289 total

includes taxes & fees

Nov 29 - Nov 30

A building entrance with large glass doors, a metal canopy, and a parking sign.

2. Duane Street Hotel Tribeca, Belvilla District 6 Formerly Sonder

Manhattan

Jeremy

CA $208 total

includes taxes & fees

Nov 29 - Nov 30

A modern bedroom with a bed, a TV mounted on a brick wall, and a window overlooking a cityscape.

3. East Village Hotel

Manhattan

Sara

CA $306 total

includes taxes & fees

Nov 22 - Nov 23

A modern room with a large window offering a city view, two blue chairs, a round mirror, and a small table with a plant.

4. Hotel and the City-Midtown

Manhattan

Rita

CA $261 total

includes taxes & fees

Nov 15 - Nov 16

A modern bedroom with a large bed, a bedside table, a nightstand, a window with a city view, and a mounted TV.

5. The Sixty Two

Manhattan

Sabina

CA $585 total

includes taxes & fees

Nov 29 - Nov 30

A spacious, modern living area with a wooden floor, contemporary furniture, and a glass partition.

6. The Beekman Tower, Trademark Collection by Wyndham

Manhattan

Denise

CA $402 total

includes taxes & fees

Nov 15 - Nov 16

A black car parked in front of a building with ornate architecture, including a balcony and a large arched entrance.

7. Timeless New York Stay —Walk to Broadway, Times Square & More 1-bedroom building

Manhattan

Melina P.

CA $453 total

includes taxes & fees

Nov 23 - Nov 24

8. Chic studio in vibrant New York

Manhattan

Brenna

CA $418 total

includes taxes & fees

Nov 10 - Nov 11

A modern kitchen with grey cabinets, a dining area with a round table, and a sofa.

9. Kasa Lantern Lower East Side

Manhattan

Edwin

CA $336 total

includes taxes & fees

Nov 15 - Nov 16

A reception area with a modern design, including a unique chandelier, a green wall with a textured pattern, and a reception desk with a glass display case.

10. Smart Stay | Full Bed| Time Square

Manhattan

Anonymous traveller

CA $287 total

includes taxes & fees

Nov 22 - Nov 23

11. Delightful studio in New York City

Manhattan

Rockne F.

CA $418 total

includes taxes & fees

Nov 10 - Nov 11

12. Queen Room | Steps from Times Square

Manhattan

"Gleich nach unserer Ankunft wurden wir herzlich von einer netten Dame namens Maria empfangen, die sich um unseren Check-in kümmerte. Maria hat sich wirklich sehr bemüht, unseren Aufenthalt unvergesslich und so angenehm wie möglich zu gestalten. Grüßen Sie sie unbedingt, wenn Sie dort sind! Insgesamt war unser Aufenthalt im OYO Times Square fantastisch! Die Zimmer waren außerdem sehr sauber!"

Anonymous traveller

CA $301 total

includes taxes & fees

Nov 22 - Nov 23

A dining table set with green bowls and plates, a pitcher, and a vase with flowers, against a brick wall and a window with a view of a building.

13. NYC Empire Apartments

Manhattan

Loveline

CA $378 total

includes taxes & fees

Nov 30 - Dec 1

14. Deluxe King | Walk to Times Square

Manhattan

Anonymous traveller

CA $336 total

includes taxes & fees

Nov 22 - Nov 23

15. Accessible Comfort |Queen Bed |Times Square

Manhattan

Anonymous traveller

CA $301 total

includes taxes & fees

Nov 22 - Nov 23

A living room with a sofa, a round mirror, a framed abstract painting, and a small table with books.

16. Chic & Spacious UWS Retreat - Steps to Central Park

Manhattan

Jacqueline M.

CA $831 total

includes taxes & fees

Nov 9 - Nov 10

17. Deluxe 2 Queen Stay| Perfect Times Square

Manhattan

Anonymous traveller

CA $423 total

includes taxes & fees

Nov 22 - Nov 23

A kitchen with wooden cabinets, a stainless steel sink, and a tiled floor.

18. NEW LISTING Cozy 1-bedroom apartment in welcoming New York with WiFi, AC,heating

Manhattan

Annabelle

CA $428 total

includes taxes & fees

Nov 15 - Nov 16

19. Midtown Highrise Condo Near Times Square

Manhattan

Christi

CA $617 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with stainless steel appliances, white cabinets, and a granite countertop.

20. Comfortable private room in a prime location

Manhattan

Tasleem

CA $222 total

includes taxes & fees

Nov 22 - Nov 23

View all properties

Find vacation rentals that suit your style

Top City Island Hotel Reviews

A building with ornate architectural details, an American flag, and a marquee sign for "The Lucerne" at address 201.

The Lucerne Hotel

Manhattan

10/10 Excellent

Marie-Pascale

A multi-story hotel with a classic architectural style, featuring arched windows and decorative stonework.

Hotel Belleclaire Central Park, a Small Luxury Hotel

Manhattan

10/10 Excellent

Laura

A reception desk with a sign reading "pod express checkout" in a modern building with large windows and wooden slats on the wall.

Pod Times Square

Manhattan

10/10 Excellent

My son and I were “stuck” in NYC for 2 nights due to the global internet fiasco. With literally no reasonably priced rooms with more than 1 bed, I used filters to drill down and found Pod. What a cool place!!! The location could not be better for the walking tourist, and the concept is genius. What a fantastic use of space and a focus on cleanliness. If I ever find myself in NYC, I won’t be looking for a place to stay, I’ll be staying at Pod.

Jonathan

A modern hotel room with a kitchenette, dining area, and a large window with a city view.

Courtyard by Marriott New York Manhattan/Midtown East

Manhattan

10/10 Excellent

Melody

A high-rise building with multiple floors, large windows, and a modern architectural design.

Hilton Garden Inn New York Times Square South

Manhattan

10/10 Excellent

Easily walkable to/from Penn Station, Times Square etc. Staff were great, friendly and always willing to help. My only minor issue was the hotel is on a street that did not LOOK all that safe, it was dark and had some sketchy looking individuals. However I do want to stress that at no point was I worried something might occur, just be aware that it appears to look scarier than it is. We are spending another night in NYC after our cruise and I was hoping to stay here again, but unfortunately...

Will

A modern room with a large window, a black chair, and a view of a cityscape with tall buildings.

The Cloud One New York-Downtown, part of the Motel One Group

Manhattan

10/10 Excellent

Robert

A modern hotel room with a large bed, a desk, and a view of a cityscape through floor-to-ceiling windows.

Best Western Premier Empire State Hotel

Manhattan

10/10 Excellent

Sarah

A cozy lounge area with leather sofas, round tables, and a fireplace.

Pod 39

Manhattan

10/10 Excellent

Kayla

A modern building with a prominent 'motta' sign on the facade.

Motto By Hilton New York City Times Square

Manhattan

10/10 Excellent

Augusto

A modern hotel lobby with a glass atrium, a bar area, and seating arrangements.

Artezen Hotel

Manhattan

10/10 Excellent

Fang

A hotel entrance with a glass door, a staircase, a reception desk, and two potted plants.

Broadway Plaza Hotel

Manhattan

10/10 Excellent

Tania

A restaurant with brick walls, large windows, and a central dining table with chairs.

Westgate New York Grand Central

Manhattan

10/10 Excellent

Annie

Find out more about City Island

Everything you need to know about City Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the City Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect City Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

City Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in City Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A City Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of City Island vacation rentals we have selected for you start as low as CA $161 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on City Island rentals

At Expedia, we put the best City Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top City Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream City Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around City Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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City Island Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for City Island vacation rentals

1. Radio City Apartments

2. Duane Street Hotel Tribeca, Belvilla District 6 Formerly Sonder

3. East Village Hotel

4. Hotel and the City-Midtown

5. The Sixty Two

6. The Beekman Tower, Trademark Collection by Wyndham

7. Timeless New York Stay —Walk to Broadway, Times Square & More 1-bedroom building

8. Chic studio in vibrant New York

9. Kasa Lantern Lower East Side

10. Smart Stay | Full Bed| Time Square

11. Delightful studio in New York City

12. Queen Room | Steps from Times Square

13. NYC Empire Apartments

14. Deluxe King | Walk to Times Square

15. Accessible Comfort |Queen Bed |Times Square

16. Chic & Spacious UWS Retreat - Steps to Central Park

17. Deluxe 2 Queen Stay| Perfect Times Square

18. NEW LISTING Cozy 1-bedroom apartment in welcoming New York with WiFi, AC,heating

19. Midtown Highrise Condo Near Times Square

20. Comfortable private room in a prime location

Find vacation rentals that suit your style

Top City Island Hotel Reviews

The Lucerne Hotel

10/10 Excellent

Find out more about City Island

City Island vacation rentals: An excellent choice for every season

How to find incredible deals on City Island rentals

Explore a world of travel with Expedia