314+ Vacation Rentals Near South Beach |
  1. USA
  2. Florida
  3. Key West
  4. South Beach

Unplugged Weekend - Vacation Rentals in South Beach

Beach House- Ocean & Beach View-Upgraded-Over 146 Five Star Reviews in Key West From US $249
         

9.6 (168 Reviews)
Condo
Beach House- Ocean & Beach View-Upgraded-Over 146 Five Star Reviews
  • Air Conditioner
  • Parking
  • Pool

View Availability
Fleming-O in Key West From US $583
         

|
10.0 (2 Reviews)
House
Fleming-O
  • Air Conditioner
  • Parking
  • View

View Availability
Opal Key Resort & Marina, Key West in Key West From US $347
         

|
9.2 (1195 Reviews)
Hotel
Opal Key Resort & Marina, Key West
  • Air Conditioner
  • Parking
  • Pool

View Availability
*FOLLOW THE SUN* Ocean Condo/Pool & Tennis + Last Key White Glove Service. in Key West From US $494
         

10.0 (164 Reviews)
Condo
*FOLLOW THE SUN* Ocean Condo/Pool & Tennis + Last Key White Glove Service.
  • Air Conditioner
  • Parking
  • Pool

View Availability
Duke of Catherine by Last Key Realty in Key West From US $1,747
         

|
10.0 (1 Review)
House
Duke of Catherine by Last Key Realty
  • Parking
  • Pet Friendly
  • Pool

View Availability
Ocean Key Resort - A Noble House Resort in Key West From US $325
         

|
9.2 (1011 Reviews)
Resort
Ocean Key Resort - A Noble House Resort
  • Air Conditioner
  • Parking
  • Pool

View Availability
*ATLANTIC REFLECTIONS @ THE BEACH* Penthouse + Last Key White Glove Service. in Key West From US $599
         

10.0 (128 Reviews)
Condo
*ATLANTIC REFLECTIONS @ THE BEACH* Penthouse + Last Key White Glove Service.
  • Air Conditioner
  • Parking
  • Pool

View Availability
Casa Serendipity by Last Key Realty in Key West From US $1,360
         

|
10.0 (1 Review)
House
Casa Serendipity by Last Key Realty
  • Parking
  • Pet Friendly
  • Pool

View Availability
*CONCH IN THE TREETOPS* Beach Condo/Pool + Last Key White Glove Service. in Key West From US $487
         

9.8 (186 Reviews)
Condo
*CONCH IN THE TREETOPS* Beach Condo/Pool + Last Key White Glove Service.
  • Air Conditioner
  • Parking
  • Pool

View Availability
*NATURES EDGE* Ocean Condo/Pool & Tennis + Last Key White Glove Service. in Key West From US $493
         

9.8 (170 Reviews)
Condo
*NATURES EDGE* Ocean Condo/Pool & Tennis + Last Key White Glove Service.
  • Air Conditioner
  • Parking
  • Pool

View Availability
*NEPTUNE'S PENTHOUSE* Oceanside Condo/Pool + Last Key White Glove Service. in Key West From US $654
         

9.8 (128 Reviews)
Condo
*NEPTUNE'S PENTHOUSE* Oceanside Condo/Pool + Last Key White Glove Service.
  • Air Conditioner
  • Parking
  • Pool

View Availability
Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean in Key West From US $528
         

9.6 (154 Reviews)
Condo
Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean
  • Air Conditioner
  • Parking
  • Pool

View Availability
Top floor Ocean Views, Spacious 2 Bedroom Condo, Views from every room in Key West From US $505
         

9.2 (128 Reviews)
Condo
Top floor Ocean Views, Spacious 2 Bedroom Condo, Views from every room
  • Air Conditioner
  • Parking
  • Pool

View Availability
GATED OCEANFRONT CONDO AT SMATHER'S BEACH in Key West From US $501
         

9.2 (152 Reviews)
Condo
GATED OCEANFRONT CONDO AT SMATHER'S BEACH
  • Air Conditioner
  • Parking
  • Pool

View Availability
Mar Y Sol –Luxurious oceanfront Key West Breathtaking Atlantic Sunrise Views in Key West From US $750
         

9.2 (170 Reviews)
Condo
Mar Y Sol –Luxurious oceanfront Key West Breathtaking Atlantic Sunrise Views
  • Air Conditioner
  • Parking
  • Pool

View Availability
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise in key West From US $446
         

9.2 (153 Reviews)
Condo
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
  • Air Conditioner
  • Parking
  • Pool

View Availability
Atlantic Paradise Found modern luxury Best pool in Key West fine finishes in Key West From US $488
         

9.4 (145 Reviews)
Condo
Atlantic Paradise Found modern luxury Best pool in Key West fine finishes
  • Air Conditioner
  • Parking
  • Pool

View Availability
Key Wes't Best- Upgraded condo 5 mins to Smathers Beach Fantastic value in Key West From US $406
         

9.4 (147 Reviews)
Condo
Key Wes't Best- Upgraded condo 5 mins to Smathers Beach Fantastic value
  • Air Conditioner
  • Parking
  • Pool

View Availability
Botanical Island Delight Key West fantastic discounts for Summer & Fall in Key West From US $478
         

9.0 (155 Reviews)
Condo
Botanical Island Delight Key West fantastic discounts for Summer & Fall
  • Air Conditioner
  • Parking
  • Pool

View Availability
Premier Ocean views, expansive balcony, renovated kitchen & bath 2024 in Key West From US $492
         

8.8 (102 Reviews)
Condo
Premier Ocean views, expansive balcony, renovated kitchen & bath 2024
  • Air Conditioner
  • Parking
  • Pool

View Availability
Key West On My Mind, Ocean Views, Renovated Kitchen, Last minute deals in Key West From US $482
         

9.0 (69 Reviews)
Condo
Key West On My Mind, Ocean Views, Renovated Kitchen, Last minute deals
  • Air Conditioner
  • Parking
  • Pool

View Availability
Carolina to Keys Ocean view dream Monthly pricing Best pool on the Island in Key West From US $1,277
         

9.8 (15 Reviews)
Condo
Carolina to Keys Ocean view dream Monthly pricing Best pool on the Island
  • Air Conditioner
  • Parking
  • Pool

View Availability
Sea La Vie, Elegant Key West 2BR/2BA | Renovated Condo at 1800 Atlantic in Key West From US $265
         

9.2 (10 Reviews)
Condo
Sea La Vie, Elegant Key West 2BR/2BA | Renovated Condo at 1800 Atlantic
  • Air Conditioner
  • Parking
  • Pool

View Availability
Key West Beachfront Luxury 2/2 Condo A212 in Key West From US $570
         

10.0 (172 Reviews)
Condo
Key West Beachfront Luxury 2/2 Condo A212
  • Air Conditioner
  • Parking
  • Pool

View Availability
★ Pro Tip: Unpluggedweekend makes it easy to compare the best listings on Unpluggedweekend homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Unpluggedweekend 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 South Beach.

Weather in South Beach

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

December - February
High 81°F       Low 67°F
March - May
High 87°F       Low 70°F
June - August
High 91°F       Low 80°F
September - November
High 90°F       Low 73°F

Top Attractions Around South Beach, FL

Unpluggedweekend offers a large selection of top attractions around South Beach. Research things to do on your vacation before you visit South Beach.


Duval Street Smathers Beach Southernmost Point Mallory Square Higgs Beach Key West Harbour Key West Aquarium Ernest Hemingway Home and Museum Fort Zachary Taylor Historic State Park Key West Butterfly and Nature Conservatory Florida Keys Beaches Saddlebunch Keys Harry S. Truman Little White House Key West Shipwreck Museum Key West Golf Club Key West Lighthouse and Keeper's Quarters Museum Ripley's Believe It or Not Audubon House and Tropical Gardens Florida Keys National Marine Sanctuary

South Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in South Beach?

There are a lot of options in South Beach. If you plan on staying in the South Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South Beach:

How many vacation rentals are available in South Beach?

Currently, the total number of properties listed in 2026 is over 314 in the South Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Beach.