Oceanfront Rentals in Siesta Key Beach, FL: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
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  4.  Florida
  5.  Sarasota
  6.  Siesta Key Beach

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3475 Best Oceanfront Rentals in Siesta Key Beach (Starting from $216)

Stunning Ocean-View Penthouse! Spacious, New, in Village, 20 steps to Best Beach!
Stunning Ocean-View Penthouse! Spacious, New, in Village, 20 steps to Best Beach!
Apartment
Siesta Key, FL, USA
0.3k from Siesta Key Beach center

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

1 Bedroom4 Guests
7.0

Good

1 reviews

$996
Average price / night
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Condo# 411 Siesta Key Beach Sunsets
Condo# 411 Siesta Key Beach Sunsets
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Internet

2 Bedrooms6 Guests
10.0

Exceptional

46 reviews

$278
Average price / night
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Beachfront Siesta Key Condo with Pool Access!
Beachfront Siesta Key Condo with Pool Access!
Apartment
Siesta Key, FL, USA
0.3k from Siesta Key Beach center

Apartments, Accommodations, Parking, Spa, Lodgings, Beach, Places to stay, Self-catering, Condos

2 Bedrooms8 Guests
7.0

Good

17 reviews

$216
Average price / night
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Condo# 403 Siesta Key- Gulf View
Condo# 403 Siesta Key- Gulf View
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$273
Average price / night
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Beach Way Getaway
Beach Way Getaway
Apartment
Siesta Key, FL, USA
0.4k from Siesta Key Beach center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms6 Guests
8.0

Good

1 reviews

$306
Average price / night
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Condo# 419 Directly across from Siesta Beach - beach, gulf and pool views
Condo# 419 Directly across from Siesta Beach - beach, gulf and pool views
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Internet

2 Bedrooms6 Guests
9.4

Superb

3 reviews

$288
Average price / night
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Admirals Watch - 673
Admirals Watch - 673
House
Siesta Key, FL, USA
0.4k from Siesta Key Beach center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

1 Bedroom8 Guests
9.2

Superb

5 reviews

$1344
Average price / night
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Overlooking Siesta Beach Penthouse #408
Overlooking Siesta Beach Penthouse #408
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Living Area

2 Bedrooms6 Guests
New to Booking
$300
Average price / night
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Villa Vista Mare - 675
Villa Vista Mare - 675
House
Siesta Key, FL, USA
0.4k from Siesta Key Beach center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

3 Bedrooms8 Guests
9.8

Exceptional

7 reviews

$1849
Average price / night
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Siesta Key - steps to the beach & pool#108
Siesta Key - steps to the beach & pool#108
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Living Area

2 Bedrooms4 Guests
New to Booking
$279
Average price / night
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Beach Front and Walking Distance to Village
Beach Front and Walking Distance to Village
House
Siesta Key, FL, USA
0.4k from Siesta Key Beach center

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

3 Bedrooms8 Guests
7.0

Good

4 reviews

$440
Average price / night
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Extraordinary Beach view of Siesta Key Beach! Condo# 311 - Fully Renovated!
Extraordinary Beach view of Siesta Key Beach! Condo# 311 - Fully Renovated!
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
8.0

Good

4 reviews

$269
Average price / night
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On the Beach, Walk to Village, Watch the Sunsets from Balcony
On the Beach, Walk to Village, Watch the Sunsets from Balcony
House
Siesta Key, FL, USA
0.4k from Siesta Key Beach center

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

3 Bedrooms8 Guests
7.5

Good

2 reviews

$441
Average price / night
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Condo# 404 Beautiful Gulf View on Siesta Key
Condo# 404 Beautiful Gulf View on Siesta Key
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.6

Exceptional

60 reviews

$278
Average price / night
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Lookout
Lookout
House
Siesta Key, FL, USA
0.5k from Siesta Key Beach center

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

4 Bedrooms10 Guests
9.0

Fabulous

7 reviews

$1499
Average price / night
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Condo#407 2 Bed/2 bath Condo Steps to Siesta Key Beach!
Condo#407 2 Bed/2 bath Condo Steps to Siesta Key Beach!
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$290
Average price / night
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Our House at the Beach 502E By Beachside Management
Our House at the Beach 502E By Beachside Management
Apartment
Siesta Key, FL, USA
0.5k from Siesta Key Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms7 Guests
8.5

Very Good

33 reviews

$621
Average price / night
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Condo# 416 2 Bed/1 bath Condo Steps to Siesta Key Beach!
Condo# 416 2 Bed/1 bath Condo Steps to Siesta Key Beach!
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.2

Superb

21 reviews

$292
Average price / night
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Our House at the Beach 604E By Beachside Management
Our House at the Beach 604E By Beachside Management
Apartment
Siesta Key, FL, USA
0.6k from Siesta Key Beach center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

2 Bedrooms6 Guests
7.8

Good

4 reviews

$518
Average price / night
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Condo# 409  Steps from Siesta Key Beach Condo
Condo# 409 Steps from Siesta Key Beach Condo
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

1 Bedroom4 Guests
9.4

Superb

24 reviews

$273
Average price / night
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Hawks Sea Nest
Hawks Sea Nest
Apartment
FL, USA
0.6k from Siesta Key Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Spa, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$281
Average price / night
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Condo#401 Overlooks Siesta Key Beach Entrance
Condo#401 Overlooks Siesta Key Beach Entrance
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

18 reviews

$273
Average price / night
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Unit 103- Paradise Awaits
Unit 103- Paradise Awaits
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

1 Bedroom4 Guests
10.0

Exceptional

30 reviews

$292
Average price / night
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Condo# 219 Siesta key Paradise unit 219
Condo# 219 Siesta key Paradise unit 219
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.4

Superb

14 reviews

$278
Average price / night
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Condo#115  2 Bed/1  bath Condo Steps to Siesta Key Beach!
Condo#115 2 Bed/1 bath Condo Steps to Siesta Key Beach!
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

16 reviews

$291
Average price / night
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Condo#215 Siesta Key Condominium
Condo#215 Siesta Key Condominium
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
8.8

Fabulous

5 reviews

$278
Average price / night
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Condo# 318 2 Bed/1 bath Condo Steps to Siesta Key Beach!
Condo# 318 2 Bed/1 bath Condo Steps to Siesta Key Beach!
Condo
Sarasota, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Internet

2 Bedrooms6 Guests
3.0

Review score

2 reviews

$278
Average price / night
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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 Oceanfront Rentals in Siesta Key Beach.

Where to stay in Siesta Key Beach? Best neighborhoods & areas

Siesta Key Beach Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 3475 verified oceanfront rentals in Siesta Key Beach. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Siesta Key Beach vary depending on the property size, exact beachfront location, and season. Rates typically start from around $216 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Siesta Key Beach offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Siesta Key Beach welcome pets. Currently, 12 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Siesta Key Beach often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.