Holiday In The Hamptons - Vacation Rentals in Midtown South

GREAT APT 2 BED ROOM GREAT LOCATION nye From US $1,008
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
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  • Fireplace/Heating
Outsite Chelsea - Work, Connect, Explore From US $319
         

8.8 (83 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Luxury High Rise Apt - Unbeatable skyline view From US $695
         

10.0 (19 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
2 Bed Lux High Rise, steps from the Empire State From US $700
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
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Unique NYC Escape 1BR in East Village Patio! From US $659
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

Luxury Places to Stay in Midtown South

Over 2353+ Luxury Places to Stay in or Near Midtown South

Top-Rated Vacation Rentals with a Pool in Midtown South

Over 208+ Top-Rated Vacation Rentals with a Pool in or Near Midtown South

Pet-Friendly Vacation Rentals in Midtown South

Over 915+ Pet-Friendly Vacation Rentals in or Near Midtown South
Sunny Fully Furnished Studio in Chelsea From US $513
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Grayson Hotel in the Unbound Collection by Hyatt From US $302
         

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9.2 (1001 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Artists loft in Hudson Yards area New York , AC, WiFi and roof deck From US $233
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
4 Beds Suite: Empire State Building From US $751
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Disco House - Comfortable Beds - Steps to Highline From US $666
         

9.6 (11 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Madison Square Garden 6 Bedroom Loft From US $997
         

9.2 (47 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Large Vacation Homes & Villas in Midtown South

Over 112+ Large Vacation Homes & Villas in or Near Midtown South
Empire State & nest From US $158
         

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9.4 (22 Reviews)
Apartment
  • Air Conditioner
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  • Child Friendly
Modern 2BR Steps from Times Sqaure From US $373
         

4.4 (5 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Happy-Clean-New Home in Heart of NYC w/wifi and laundry From US $1,208
         

9.2 (18 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Boho Rustic Escape in Midtown: 4BR, 2BA & Massive Terrace From US $1,459
         

9.0 (20 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Large and Rare 4-bedroom apartment in amazing New York with WiFi, AC From US $1,705
         

6.8 (5 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Midtown Manhattan Gem Near Macy’s, Empire State & Subway From US $838
         

4.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Renovated Chelsea Home w/Massive Private Backyard From US $1,417
         

New
Apartment
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Wheelchair Accessible Vacation Homes in Midtown South

Over 1471+ Wheelchair Accessible Vacation Homes in or Near Midtown South
Large 3 Bedroom in Flatiron NYC From US $1,610
         

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New
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Child Friendly
Pendry Manhattan West From US $1,031
         

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9.8 (532 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Manhattan Luxe Views Near Empire State From US $506
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Charming 3-bedroom apartment in brilliant New York with WiFi, AC From US $763
         

9.6 (50 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Chic 1-bedroom apartment with WiFi and AC in Midtown New York From US $572
         

9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Million Dollar View, Luxury NYC Midtown 2Bedroom From US $1,033
         

9.0 (15 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Bright & Comfortable 2BR at Synergy Madison From US $3,404
         

New
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Midtown South Vacation Rentals and Airbnb Places to Stay Under $200

Over 196+ Midtown South Vacation Rentals and Airbnb Places to Stay Under $200
American Dream From US $75
         

8.1 (478 Reviews)
Hostel
  • Air Conditioner
  • TV
  • Security/Safety
Fairfield Inn & Suites New York Manhattan/Times Square South From US $198
         

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9.2 (1826 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
4FE Chelsea Studio Exclusively Yours From US $143
         

8.6 (8 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

Instantly Bookable Vacation Homes in Midtown South

Over 1290+ Instantly Bookable Vacation Homes in or Near Midtown South
Charming 1-bedroom apartment with AC and WiFi in delightful New York From US $391
         

2.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Amazing studio with 2 bunk beds-twin over twin in vibrant New York Midtown From US $393
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Stylish Retreat in Midtown NYC Walk to Everything From US $745
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Cozy STUDIO 3 Full beds in Midtown From US $777
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Cozy STUDIO 3 Full beds in Midtown 1 From US $748
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Cozy Studio Apartment - Midtown, Times Square From US $627
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Charming 2-bedroom apartment in delightful New York with WiFi, AC From US $425
         

Cozy studio with AC in vibrant Union Square From US $326
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

About Midtown South Vacation Rentals

With more than 2362 Midtown South vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidayinthehamptons and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Midtown South.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidayinthehamptons Midtown South, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Midtown South. Places to stay near Midtown South are 364.6 ft² on average, with prices averaging US $648 a night.

Holidayinthehamptons makes it easy and safe to find and compare vacation rentals in Midtown South with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Midtown South

Type Count
Holiday Apartments 1272
Hotels 602
Vacation Homes 369
Resorts 10
Hostels 6
B&B 2

Use these Quick Filters to Find a Vacation Rental in Midtown South

Pro Tip: Holidayinthehamptons makes it easy to compare the best listings on Holidayinthehamptons homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidayinthehamptons homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Midtown South.

Weather in Midtown South

View the weather forecast for Midtown South before booking your Midtown South Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Midtown South Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Midtown South?
How many vacation rentals have private pools in Midtown South?

There are 2 vacation rentals with private pools near Midtown South. Top-rated homes that have access to a swimming pool include:

How many vacation rentals are available in Midtown South?

Currently, the total number of properties listed in 2026 is over 2362 in the Midtown South area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Midtown South.