Vacation Rentals in South Beach, FL: Compare 10+ Sites & Save

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  4.  Florida
  5.  Key West
  6.  South Beach

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1736 Best Vacation Rentals in South Beach (Starting from $370)

Southernmost Sanctuary All
Southernmost Sanctuary All
House
Key West, FL, USA
0.1k from South Beach center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

6 Bedrooms24 Guests
New to Booking
$2917
Average price / night
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Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Cottage
427 B Catherine St, Key West, FL, 33040, United States
0.0k from South Beach center

AC, Dryer, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio, Washer And Dryer

10.0

Exceptional

6 reviews

$916
Average price / night
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Seagull Suite - Southernmost Sanctuary
Seagull Suite - Southernmost Sanctuary
House
Key West, FL, USA
0.1k from South Beach center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$564
Average price / night
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Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Apartment
Key West, FL, 33040, United States
0.1k from South Beach center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom4 Guests
9.6

Exceptional

44 reviews

$448
Average price / night
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Ibis Suite - Southernmost Sanctuary
Ibis Suite - Southernmost Sanctuary
House
Key West, FL, USA
0.1k from South Beach center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom4 Guests
8.6

Fabulous

5 reviews

$536
Average price / night
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Osprey Suite | Charming Hideaway, Hot Tubs!
Osprey Suite | Charming Hideaway, Hot Tubs!
Apartment
Key West, FL, 33040, United States
0.1k from South Beach center

AC, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, TV, Washer

1 Bedroom4 Guests
9.8

Exceptional

38 reviews

$469
Average price / night
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Egret Suite - Southernmost Sanctuary
Egret Suite - Southernmost Sanctuary
House
Key West, FL, USA
0.1k from South Beach center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$539
Average price / night
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Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
Apartment
Key West, FL, 33040, United States
0.1k from South Beach center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom4 Guests
9.8

Exceptional

34 reviews

$469
Average price / night
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Heron Suite - Southernmost Sanctuary
Heron Suite - Southernmost Sanctuary
House
Key West, FL, USA
0.1k from South Beach center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$575
Average price / night
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Casa Havana | Old Town Condo w/ Pool & Balcony
Casa Havana | Old Town Condo w/ Pool & Balcony
House
Key West, FL, 33040, United States
0.1k from South Beach center

AC, Dryer, Elevator, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
7.0

Good

2 reviews

$875
Average price / night
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Osprey Suite - Southernmost Sanctuary
Osprey Suite - Southernmost Sanctuary
House
Key West, FL, USA
0.1k from South Beach center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
6.7

Good

3 reviews

$592
Average price / night
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NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking
NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking
House
Key West, FL, 33040, United States
0.1k from South Beach center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Extra Bed, Free Parking, Heater, Internet

5 Bedrooms12 Guests
10.0

Exceptional

149 reviews

$2141
Average price / night
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Pelican Suite - Southernmost Sanctuary
Pelican Suite - Southernmost Sanctuary
House
Key West, FL, USA
0.1k from South Beach center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
7.0

Good

1 reviews

$599
Average price / night
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Casa Grande by AvantStay | Dt Key West | Near South Beach w/ Pool
Casa Grande by AvantStay | Dt Key West | Near South Beach w/ Pool
House
Key West, FL, 33040, United States
0.1k from South Beach center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, No Smoking, Patio

5 Bedrooms12 Guests
9.8

Exceptional

86 reviews

$2161
Average price / night
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Southernmost Hospitality VII by Last Key Realty
Southernmost Hospitality VII by Last Key Realty
House
Key West, FL, USA
0.2k from South Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

7 Bedrooms16 Guests
New to Booking
$1607
Average price / night
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Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
Apartment
Key West, FL, 33040, United States
0.2k from South Beach center

AC, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, TV, Washer

1 Bedroom4 Guests
9.6

Exceptional

40 reviews

$448
Average price / night
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Southernmost Hospitality V by Last Key Realty
Southernmost Hospitality V by Last Key Realty
House
Key West, FL, USA
0.2k from South Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

5 Bedrooms12 Guests
New to Booking
$1385
Average price / night
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**HALFWAY TO HAVANA @ DUVAL** Two Cottages w/ Pool + LAST KEY SERVICES...
**HALFWAY TO HAVANA @ DUVAL** Two Cottages w/ Pool + LAST KEY SERVICES...
House
Key West, FL, 33040, United States
0.2k from South Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave

4 Bedrooms8 Guests
New to Booking
$1523
Average price / night
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Southernmost View -Pool & Water Views
Southernmost View -Pool & Water Views
House
Key West, FL, USA
0.2k from South Beach center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms8 Guests
New to Booking
$1894
Average price / night
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Fresh Getaway w/ Private Pool & Rooftop Patio - Great Location, Steps from Beach
Fresh Getaway w/ Private Pool & Rooftop Patio - Great Location, Steps from Beach
House
Key West, FL, 33040, United States
0.2k from South Beach center

4 Bedrooms8 Guests
New to Booking
$1158
Average price / night
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Casa Amarilla by Last Key Realty
Casa Amarilla by Last Key Realty
House
Key West, FL, USA
0.3k from South Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$1138
Average price / night
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Kona Kai Oasis
Kona Kai Oasis
House
630 South Street, Key West, FL, 33040, United States
0.2k from South Beach center

AC, Barbecue, Free Parking, Internet, Outdoor Space, Pool, TV

8.2

Very Good

620 reviews

$370
Average price / night
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Pescado Penthouse
Pescado Penthouse
House
Key West, FL, USA
0.3k from South Beach center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms9 Guests
New to Booking
$1073
Average price / night
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**SOUTHERNMOST HOSPITALITY VII** 7BR/7BA & Pool + LAST KEY SERVICES...
**SOUTHERNMOST HOSPITALITY VII** 7BR/7BA & Pool + LAST KEY SERVICES...
House
Key West, FL, 33040, United States
0.2k from South Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

7 Bedrooms16 Guests
10.0

Exceptional

89 reviews

$2676
Average price / night
Check Availability
**SOUTHERNMOST HOSPITALITY V** 5BR/5BA & Pool + LAST KEY SERVICES...
**SOUTHERNMOST HOSPITALITY V** 5BR/5BA & Pool + LAST KEY SERVICES...
House
Key West, FL, 33040, United States
0.2k from South Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
10.0

Exceptional

49 reviews

$2304
Average price / night
Check Availability
Key West Beach Front Studio! The only private Ocean and Beach View stay!
Key West Beach Front Studio! The only private Ocean and Beach View stay!
Apartment
Key West, FL, 33040, United States
0.2k from South Beach center

AC, Barbecue, Elevator, Internet, Kitchen, Microwave, No Smoking, Patio, Pool

1 Bedroom2 Guests
9.8

Exceptional

141 reviews

$684
Average price / night
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**DANCE OF THE BUTTERFLIES @ SOUTHERNMOST** New Home & Pool + LAST KEY SERVICES.
**DANCE OF THE BUTTERFLIES @ SOUTHERNMOST** New Home & Pool + LAST KEY SERVICES.
House
Key West, FL, 33040, United States
0.2k from South Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$458
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in South Beach.

Where to stay in South Beach? Best neighborhoods & areas

South Beach Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1736 verified vacation rentals in South Beach. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in South Beach vary depending on the season, property size, and location. Rates typically start from around $370 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in South Beach include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in South Beach welcome pets. Currently, 70 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in South Beach often include amenities such as Pet Friendly, Internet, and Kitchen. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.