Vacation Rentals with Pool in Ocean Drive, FL: Compare 10+ Sites & Save

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  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Miami
  6.  Ocean Drive

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3281 Best Vacation Rentals with Pool in Ocean Drive (Starting from $160)

3BR on Beach SoBeSuites by AmericanVacationLiving
3BR on Beach SoBeSuites by AmericanVacationLiving
Apartment
Miami Beach, FL, USA
0.1k from Ocean Drive center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom4 Guests
New to Booking
$1131
Average price / night
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Jungle Penthouse Private Pool in South Beach
Jungle Penthouse Private Pool in South Beach
Apartment
Miami Beach, FL, 33139, United States
0.1k from Ocean Drive center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Heater, Internet, Kitchen

4 Bedrooms16 Guests
New to Booking
$1188
Average price / night
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4 RM on Beach SoBeSuites by AmericanVacationLiving
4 RM on Beach SoBeSuites by AmericanVacationLiving
House
Miami Beach, FL, USA
0.1k from Ocean Drive center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

3 Bedrooms8 Guests
7.4

Good

7 reviews

$889
Average price / night
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Park Central South Beach
Park Central South Beach
Resort
640 Ocean Dr, Miami Beach, FL, 33139, United States
0.2k from Ocean Drive center

AC, Bar, Breakfast Included, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Housekeeping, Internet

8.6

Fabulous

1102 reviews

$359
Average price / night
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CasaGrandeSouthBeach 7BR 4BA Oceanfront Ocean Dr
CasaGrandeSouthBeach 7BR 4BA Oceanfront Ocean Dr
Apartment
Miami Beach, FL, USA
0.1k from Ocean Drive center

Apartments, Accommodations, Pools, Lodgings, Places to stay

1 Bedroom14 Guests
New to Booking
$3512
Average price / night
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Angler’s Hotel – Miami Beach
Angler’s Hotel – Miami Beach
Resort
660 Washington Ave, Miami Beach, FL, 33139, United States
0.3k from Ocean Drive center

AC, Bar, Breakfast Available, Business Services, Elevator, Frontdesk 24 Hour, Housekeeping, Internet, Laundry

9.0

Fabulous

1005 reviews

$407
Average price / night
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Oceanfront Top Floor Suite Balcony View & Rooftop Pool - Ocean Drive-South Beach
Oceanfront Top Floor Suite Balcony View & Rooftop Pool - Ocean Drive-South Beach
Apartment
Miami Beach, FL, 33139, United States
0.3k from Ocean Drive center

AC, Balcony, Elevator, Free Parking, Hot Tub, Internet, Kitchen, Living Area, Microwave

1 Bedroom5 Guests
8.0

Good

25 reviews

$213
Average price / night
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Congress Ocean Drive
Congress Ocean Drive
Apartment
Miami Beach, FL, USA
0.3k from Ocean Drive center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Beach, Places to stay

1 Bedroom4 Guests
6.4

Good

14 reviews

$160
Average price / night
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Oceanfront Studio Suite w/Rooftop Pool & Views - Ocean Drive - South Beach
Oceanfront Studio Suite w/Rooftop Pool & Views - Ocean Drive - South Beach
Apartment
Miami Beach, FL, 33139, United States
0.3k from Ocean Drive center

AC, Balcony, Extra Bed, Free Parking, Internet, Kitchen, Living Area, Microwave, Patio

1 Bedroom4 Guests
8.0

Good

4 reviews

$243
Average price / night
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Ocean Drive Oasis Rooftop Pool & Bar
Ocean Drive Oasis Rooftop Pool & Bar
House
Miami Beach, FL, USA
0.3k from Ocean Drive center

Guest Services, Balcony/Terrace, Air Conditioner, Security/Safety, Oceanfront, Internet, Pool

1 Bedroom6 Guests
New to Booking
$276
Average price / night
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Aloha Fridays
Aloha Fridays
Apartment
952 Collins Ave, Miami Beach, FL, 33139, United States
0.3k from Ocean Drive center

AC, Bar, Fitness Equipment, Internet, No Smoking, Pool, Soundproof Room, TV

1 Bedroom2 Guests
8.2

Very Good

134 reviews

$198
Average price / night
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Ocean Drive Studio Roof top Pool and Bar
Ocean Drive Studio Roof top Pool and Bar
House
Miami Beach, FL, USA
0.3k from Ocean Drive center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
8.0

Good

2 reviews

$367
Average price / night
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Oceanfront Top Floor Suite w/Balcony Ocean View & Rooftop Pool - Ocean Drive
Oceanfront Top Floor Suite w/Balcony Ocean View & Rooftop Pool - Ocean Drive
Apartment
Miami Beach, FL, 33139, United States
0.3k from Ocean Drive center

AC, Balcony, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Pool

8.6

Fabulous

14 reviews

$186
Average price / night
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Cozy Ocean Drive Studio - Roof top Pool and Bar
Cozy Ocean Drive Studio - Roof top Pool and Bar
House
Miami Beach, FL, USA
0.3k from Ocean Drive center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$294
Average price / night
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Private Apartment at the Congress
Private Apartment at the Congress
Apartment
1052 Ocean Dr, Miami Beach, FL, 33139, United States
0.4k from Ocean Drive center

Crib, Elevator, Extra Bed, Frontdesk 24 Hour, Internet, No Smoking, Parking Available, Pool

1 Bedroom4 Guests
5.6

Review score

4 reviews

$363
Average price / night
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Ocean Drive Apt with Balcony & Rooftop Pool
Ocean Drive Apt with Balcony & Rooftop Pool
House
Miami Beach, FL, USA
0.3k from Ocean Drive center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom6 Guests
7.0

Good

1 reviews

$212
Average price / night
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Strand Ocean Drive Suites
Strand Ocean Drive Suites
Apartment
1052 Ocean Drive, Miami Beach, FL, 33139, United States
0.4k from Ocean Drive center

AC, Bar, Breakfast Available, Elevator, Frontdesk 24 Hour, Housekeeping, Kitchen, Laundry, Living Area

6.6

Good

152 reviews

$225
Average price / night
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Spacious APT on South Beach Roof Top Pool & Bar
Spacious APT on South Beach Roof Top Pool & Bar
Apartment
Miami Beach, FL, USA
0.3k from Ocean Drive center

Apartments, Accommodations, Pools, Lodgings, Places to stay

1 Bedroom4 Guests
6.5

Good

4 reviews

$249
Average price / night
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>>>VERSACE MANSION VIEW ONE BEDROOM SUITE<<<
>>>VERSACE MANSION VIEW ONE BEDROOM SUITE<<<
Condo
Miami Beach, FL, 33139, United States
0.4k from Ocean Drive center

AC, Crib, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms4 Guests
9.2

Superb

72 reviews

$307
Average price / night
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Modern Studio in the Heart of South Beach
Modern Studio in the Heart of South Beach
House
Miami Beach, FL, USA
0.3k from Ocean Drive center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$241
Average price / night
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Miami Beach Luxury Condo, W/Private Terrace (301)
Miami Beach Luxury Condo, W/Private Terrace (301)
Condo
Miami Beach, FL, 33139, United States
0.4k from Ocean Drive center

Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.4

Superb

93 reviews

$828
Average price / night
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Heart of South Beach Studio Roof Top Pool Balcony
Heart of South Beach Studio Roof Top Pool Balcony
House
Miami Beach, FL, USA
0.3k from Ocean Drive center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$221
Average price / night
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Miami Beach 3BD Luxury Condo Suite (201)
Miami Beach 3BD Luxury Condo Suite (201)
Condo
Miami Beach, FL, 33139, United States
0.4k from Ocean Drive center

AC, Balcony, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
9.4

Superb

70 reviews

$574
Average price / night
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Miami Beach Luxury on South Beach Suite 303
Miami Beach Luxury on South Beach Suite 303
Condo
Miami Beach, FL, 33139, United States
0.4k from Ocean Drive center

AC, Balcony, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

1 Bedroom4 Guests
9.2

Superb

32 reviews

$635
Average price / night
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Direct Ocean View 1 Bedroom Suite - Roof-Top Pool - Ocean Drive - South Beach
Direct Ocean View 1 Bedroom Suite - Roof-Top Pool - Ocean Drive - South Beach
Apartment
Miami Beach, FL, 33139, United States
0.4k from Ocean Drive center

AC, Balcony, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area

1 Bedroom4 Guests
8.6

Fabulous

69 reviews

$199
Average price / night
Check Availability
Oceanfront 1BR Suite w/Direct Beach View & Balcony - Ocean Drive - South Beach
Oceanfront 1BR Suite w/Direct Beach View & Balcony - Ocean Drive - South Beach
Apartment
Miami Beach, FL, 33139, United States
0.4k from Ocean Drive center

AC, Balcony, Elevator, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom5 Guests
8.0

Good

68 reviews

$188
Average price / night
Check Availability
Oceanfront 1 BR Suite w/Views & Rooftop Pool - Ocean Drive - South Beach
Oceanfront 1 BR Suite w/Views & Rooftop Pool - Ocean Drive - South Beach
Apartment
Miami Beach, FL, 33139, United States
0.4k from Ocean Drive center

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

1 Bedroom5 Guests
7.8

Good

44 reviews

$180
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 with Pool in Ocean Drive.

Where to stay in Ocean Drive? Best neighborhoods & areas

Ocean Drive Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 3281 verified vacation rentals with a pool in Ocean Drive. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Ocean Drive vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $160 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Ocean Drive offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Ocean Drive welcome pets. Currently, 12 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Ocean Drive often include additional outdoor features such as Pool, Guest Services, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Ocean Drive offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.