Chicago\92s Best Vacation Rentals - Vacation Rentals in Town Square

MVR - Stylish Escape in Icon Brickell From US $335
         

9.4 (72 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Glamorous 3 Bedroom With a Balcony View From US $235
         

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4.5 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
MVR - Bay & City Views from the 37th From US $524
         

9.8 (100 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
MVR - Brickell Icon w Massive Pool & Spa From US $501
         

9.6 (75 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
MVR - Where Views Meet Vibes in Miami From US $400
         

9.6 (64 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
2110 Brickell Ave #1townhouse From US $691
         

9.4 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Town Square

Over 10000+ Luxury Places to Stay in or Near Town Square
✨ Renovated One Br w/Parking, pool and Balcony From US $24,743
         

4.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Town Square

Over 5898+ Top-Rated Vacation Rentals with a Pool in or Near Town Square
Little Havana Spanish style guest house by Calle Ocho From US $132
         

10.0 (98 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Wonderful View of Biscayne Bay! 2/2 1100 sq ft & Parking From US $274
         

10.0 (44 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Stunning 3BD Penthouse on 50th Floor with Panoramic Water Views From US $1,048
         

10.0 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Brickell Arch Marriott Luxury Collection, 1-bedroom Suite From US $564
         

10.0 (26 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
NEW! Electric Luxury Downtown Bayfront Brickell From US $492
         

10.0 (25 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Town Square

Over 3320+ Pet-Friendly Vacation Rentals in or Near Town Square
MVR - River & City Views, Brickell Center, LuxSPA From US $342
         

9.4 (51 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Contemporary 2BR Apartment in Midtown-Wynwood From US $132
         

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6.7 (24 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Wynwood Retreat From US $228
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
MVR - High-Floor Luxury with Iconic Views From US $524
         

9.2 (67 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
FIFA Perfect 21 KM | ArTease 3: Walk to Wynwood & Design District From US $217
         

Cozy entire house in excellent location , close Brickell , Coconut Grove From US $260
         

Hot Tub Fire Pit Miami Cruise Port Design District From US $594
         

10.0 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Havana House ~ Miami LUXE ~ West Brickell From US $2,488
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Town Square

Over 1056+ Large Vacation Homes & Villas in or Near Town Square
Studio Biscayne Blvd Miami From US $79
         

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8.7 (44 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Lux Villa for 10 Miami Design District with Pool! From US $2,237
         

10.0 (23 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Town Square

Over 4422+ Wheelchair Accessible Vacation Homes in or Near Town Square
Luxury Breathtaking Oceanview Condo Amazing From US $229
         

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6.7 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Stylish Apartments with Partial Ocean Views in Downtown From US $351
         

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10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Huge 1 Bedroom 2 king beds in Brickell -Free Parking From US $403
         

9.6 (14 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Miami Midtown Luxury Apartment with Parking From US $323
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Top Stay Miami - Gold Brickell w/Balcony & Parking From US $481
         

10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Town Square Vacation Rentals and Airbnb Places to Stay Under $200

Over 2148+ Town Square Vacation Rentals and Airbnb Places to Stay Under $200
Casa Blanca I Sextant From US $197
         

5.0 (1 Review)
House
  • Parking
  • Hot Tub
  • Internet
Blue Little Havana From US $90
         

9.0 (9 Reviews)
Hostel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Modern 2/1 apt near Midtown Miami and South Beach From US $191
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Miami Downtown/Brickell From US $123
         

10.0 (7 Reviews)
Condo
  • Air Conditioner
  • Pool
  • TV
Cozy studio with refreshing AC near Brickell and Coconut Grove From US $151
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Bedroom and Bathroom in a house in Little Havana From US $112
         

10.0 (6 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Sports/Activities
Excellent location Miami Brickell Studio 1.7 Miles from the Beach From US $196
         

Instantly Bookable Vacation Homes in Town Square

Over 6370+ Instantly Bookable Vacation Homes in or Near Town Square
2110 Brickell Avenue # 5 From US $632
         

9.8 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Roami at Habitat Brickell | Pool | Balcony | 2 Bed From US $330
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Roami at Habitat Brickell | Pool + Gym | 2 Bedroom From US $330
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Luxurious 2bd/2ba Condo in Wynwood w/Pool & FREE Parking From US $556
         

10.0 (7 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Icon Brickell High-Rise Apt in the Heart of Miami From US $397
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

About Town Square Vacation Rentals

With more than 11052 Town Square vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Chicagosbestvacationrentals 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 Town Square.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Chicagosbestvacationrentals Town Square, 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 Town Square. Places to stay near Town Square are 715.43 ft² on average, with prices averaging $568 a night.

Chicagosbestvacationrentals makes it easy and safe to find and compare vacation rentals in Town Square 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 Town Square

Type Count
Holiday Apartments 6053
Vacation Homes 2205
Hotels with Suites 332
Villas 176
Others 50
Cottages 35
B&B 28
Hostels 20
Resorts 10
Ski Chalet Rentals 4
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Town Square

Pro Tip: Chicagosbestvacationrentals makes it easy to compare the best listings on Chicagosbestvacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Chicagosbestvacationrentals 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 Town Square.

Weather in Town Square

View the weather forecast for Town Square before booking your Town Square 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

Complexes around Town Square, FL


Town Square Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Town Square?
How many vacation rentals are available in Town Square?

Currently, the total number of properties listed in 2026 is over 11052 in the Town Square area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Town Square.