Beach Home Rentals in The Oaks Club, FL: Compare 10+ Sites & Save

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  4.  Florida

  5.  Sarasota
  6.  The Oaks Club

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53 Beach Home Rentals in The Oaks Club (Starting from $60)

Windsor Lodge Unit 3 close to the Beaches Siesta Key
Windsor Lodge Unit 3 close to the Beaches Siesta Key
Apartment
Osprey, FL, USA
0.7k from The Oaks Club center

Apartments, Accommodations, Pools, Parking, Cabins, Lodgings, Places to stay, Family, Self-catering

1 Bedroom4 Guests
9.0

Fabulous

1 reviews

$206
Average price / night
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Welcome to Lime on Green! I also have a rental CAR listed/available on TURO.COM
Welcome to Lime on Green! I also have a rental CAR listed/available on TURO.COM
House
Osprey, FL, 34229, United States
0.4k from The Oaks Club center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms5 Guests
10.0

Exceptional

5 reviews

$248
Average price / night
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Windsor Lodge Unit #19, studio close to beaches
Windsor Lodge Unit #19, studio close to beaches
Apartment
Osprey, FL, USA
0.7k from The Oaks Club center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$223
Average price / night
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Cozy beach bungalow
Cozy beach bungalow
House
Osprey, FL, 34229, United States
0.6k from The Oaks Club center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$218
Average price / night
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Florida Vacation Condo
Florida Vacation Condo
Apartment
Sarasota, FL, USA
2.9k from The Oaks Club center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$60
Average price / night
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Furnished and meticulous!  Near Nokomis, Venice and Siesta Beaches.
Furnished and meticulous! Near Nokomis, Venice and Siesta Beaches.
Condo
Osprey, FL, 34229, United States
0.6k from The Oaks Club center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$249
Average price / night
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Charming Osprey Home
Charming Osprey Home
House
Osprey, FL, 34229, United States
0.7k from The Oaks Club center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$414
Average price / night
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Fall is the best time! To vacation here,\nAvail ALL Autumn till NYE 2025!
Fall is the best time! To vacation here,\nAvail ALL Autumn till NYE 2025!
House
Osprey, FL, 34229, United States
0.7k from The Oaks Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
New to Booking
$139
Average price / night
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Sunny Coastal Escape
Sunny Coastal Escape
House
Osprey, FL, 34229, United States
1.0k from The Oaks Club center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$418
Average price / night
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Pet Friendly Paradise  Close To Sarasota-Venice
Pet Friendly Paradise Close To Sarasota-Venice
House
Osprey, FL, 34229, United States
1.2k from The Oaks Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms5 Guests
9.8

Exceptional

59 reviews

$259
Average price / night
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Creekside Paradise, 3BR, 2BA, private heated pool, North Creek boat dock
Creekside Paradise, 3BR, 2BA, private heated pool, North Creek boat dock
House
Osprey, FL, 34229, United States
1.2k from The Oaks Club center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
9.8

Exceptional

12 reviews

$298
Average price / night
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Private guest house with king bed & loft. Deck with hot tub and putting green
Private guest house with king bed & loft. Deck with hot tub and putting green
House
Osprey, FL, 34229, United States
1.2k from The Oaks Club center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

1 Bedroom6 Guests
10.0

Exceptional

4 reviews

$200
Average price / night
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Villa in Osprey that sleeps the whole family
Villa in Osprey that sleeps the whole family
Apartment
Osprey, FL, 34229, United States
1.3k from The Oaks Club center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

2 Bedrooms5 Guests
9.8

Exceptional

36 reviews

$130
Average price / night
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Beach-House, wonderful elec. heated Pool with a Natural Waterfall, Jacuzzi, Wifi
Beach-House, wonderful elec. heated Pool with a Natural Waterfall, Jacuzzi, Wifi
House
Osprey, FL, 34229, United States
1.4k from The Oaks Club center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
8.8

Fabulous

28 reviews

$269
Average price / night
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Immaculate, quiet, pet and family-friendly pool home backing on pond
Immaculate, quiet, pet and family-friendly pool home backing on pond
House
Sarasota, FL, 34238, United States
1.4k from The Oaks Club center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$119
Average price / night
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Beautiful home on an 18 holes golf course
Beautiful home on an 18 holes golf course
House
Sarasota, FL, 34238, United States
1.7k from The Oaks Club center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$500
Average price / night
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Corner 2-bed / 2-bath Unit #926, in the Stoneybrook Golf and Country Club
Corner 2-bed / 2-bath Unit #926, in the Stoneybrook Golf and Country Club
Condo
Sarasota, FL, 34238, United States
1.7k from The Oaks Club center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
6.0

Review score

2 reviews

$154
Average price / night
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2BR/2BA 1st Floor Condo in Stoneybrook Golf & Country Club
2BR/2BA 1st Floor Condo in Stoneybrook Golf & Country Club
Condo
Sarasota, FL, 34238, United States
1.8k from The Oaks Club center

AC, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
10.0

Exceptional

12 reviews

$109
Average price / night
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Completely Renovated 2 BR + Den condo @ Stoneybrook CC
Completely Renovated 2 BR + Den condo @ Stoneybrook CC
Condo
Sarasota, FL, 34238, United States
1.9k from The Oaks Club center

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

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$113
Average price / night
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Beautiful condo in Sarasota's Stoneybrook Country Club
Beautiful condo in Sarasota's Stoneybrook Country Club
Condo
Sarasota, FL, 34238, United States
2.0k from The Oaks Club center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$151
Average price / night
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Enjoy this Condo Hideaway Casey Key area of Sarasota Relax and Enjoy this Secret
Enjoy this Condo Hideaway Casey Key area of Sarasota Relax and Enjoy this Secret
Condo
Osprey, FL, 34229, United States
2.0k from The Oaks Club center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
New to Booking
$146
Average price / night
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Cozy 1-bedroom condo in Osprey, near Nokomis Beach, WiFi, AC, Pool, Tennis
Cozy 1-bedroom condo in Osprey, near Nokomis Beach, WiFi, AC, Pool, Tennis
Condo
Osprey, FL, 34229, United States
2.1k from The Oaks Club center

AC, Balcony, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$136
Average price / night
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Stoneybrook Golf & CC
Stoneybrook Golf & CC
Condo
Sarasota, FL, 34238, United States
2.1k from The Oaks Club center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
8.0

Good

4 reviews

$109
Average price / night
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Sarasota Stoneybrook Golf Condo near Siesta Key
Sarasota Stoneybrook Golf Condo near Siesta Key
Condo
Sarasota, FL, 34238, United States
2.1k from The Oaks Club center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

9.6

Exceptional

9 reviews

$175
Average price / night
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Amazing 2 bedroom unit located on golf course near Siesta Key Beaches
Amazing 2 bedroom unit located on golf course near Siesta Key Beaches
Condo
Sarasota, FL, 34238, United States
2.1k from The Oaks Club center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$108
Average price / night
Check Availability
Stoneybrook Golf Community. 1st floor. 2bed2bath.
Stoneybrook Golf Community. 1st floor. 2bed2bath.
Condo
Sarasota, FL, 34238, United States
2.1k from The Oaks Club center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$82
Average price / night
Check Availability
Greenbrook Retreat - Luxury 4 Bed Pool Home by Gulf Coast Holiday Homes
Greenbrook Retreat - Luxury 4 Bed Pool Home by Gulf Coast Holiday Homes
House
Sarasota, FL, 34238, United States
2.2k from The Oaks Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$350
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 Beach Rentals in The Oaks Club.

Where to stay in The Oaks Club? Best neighborhoods & areas

The Oaks Club Beach Rentals on the Map

Frequently Asked Questions

You can explore 53 verified beach rentals in The Oaks Club. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in The Oaks Club vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $60 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in The Oaks Club offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in The Oaks Club welcome pets. Currently, 22 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in The Oaks Club often include amenities designed for coastal living, such as View, Fireplace/Heating, and Ocean View. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.