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

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  4.  Florida
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  6.  Siesta Key Village

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3507 Best Oceanfront Rentals in Siesta Key Village (Starting from $227)

100 percent Private - Pool, Oceanviews, Village, Beaches!
100 percent Private - Pool, Oceanviews, Village, Beaches!
House
Siesta Key, FL, USA
0.1k from Siesta Key Village center

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

8 Bedrooms26 Guests
New to Booking
$1710
Average price / night
Check Availability
Luxe Lagoon | Located in SK Village! Private Pool & Spa, Rooftop, Pet Friendly 🏝️☀️🐶
Luxe Lagoon | Located in SK Village! Private Pool & Spa, Rooftop, Pet Friendly 🏝️☀️🐶
House
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub

7 Bedrooms22 Guests
10.0

Exceptional

13 reviews

$3961
Average price / night
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Siesta Key Beachside Villas
Siesta Key Beachside Villas
Villa
Siesta Key Village, Siesta Key, Florida, USA
0.1k from Siesta Key Village center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, 3-star, Lodgings, Vacation rentals

18 Bedrooms20 Guests
8.7

Fabulous

407 reviews

$1174
Average price / night
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Village West in heart of Siesta
Village West in heart of Siesta
Villa
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

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

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$369
Average price / night
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Cozy Coastal Getaway 2 min Walk to Beach & Village
Cozy Coastal Getaway 2 min Walk to Beach & Village
Apartment
Siesta Key, FL, USA
0.2k from Siesta Key Village center

Internet, View, Ocean View, Air Conditioner, Parking, Kitchen, Oceanfront

1 Bedroom4 Guests
New to Booking
$300
Average price / night
Check Availability
112 Columbus Blvd in the Village of Siesta Key
112 Columbus Blvd in the Village of Siesta Key
House
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

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

3 Bedrooms8 Guests
New to Booking
$1076
Average price / night
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Sandbar Social
Sandbar Social
House
Siesta Key, FL, USA
0.2k from Siesta Key Village center

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

7 Bedrooms18 Guests
New to Booking
$2305
Average price / night
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Village West Unit 101- Close to Beach and Siesta Village
Village West Unit 101- Close to Beach and Siesta Village
Condo
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

AC, Dryer, Heater, Internet, Kitchen, Living Area, No Smoking, TV, Washer

2 Bedrooms4 Guests
New to Booking
$428
Average price / night
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Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining & Entertainment of Village!
Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining & Entertainment of Village!
Apartment
Siesta Key, FL, USA
0.2k from Siesta Key Village center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Accessible hotels

1 Bedroom2 Guests
9.0

Fabulous

1 reviews

$730
Average price / night
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The Pool House~Steps to Beach & Siesta Key Village
The Pool House~Steps to Beach & Siesta Key Village
House
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms16 Guests
New to Booking
$2277
Average price / night
Check Availability
Gertrude's Village House - in the Top Location!
Gertrude's Village House - in the Top Location!
Apartment
Siesta Key, FL, USA
0.2k from Siesta Key Village center

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

3 Bedrooms10 Guests
New to Booking
$1442
Average price / night
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Huge Yard with Heated Pool, Steps to Beach - The Pool House
Huge Yard with Heated Pool, Steps to Beach - The Pool House
House
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

AC, Balcony, Barbecue, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry

5 Bedrooms16 Guests
9.4

Superb

53 reviews

$1333
Average price / night
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Gertrudes Siesta Village Properties - short walk to best beaches!
Gertrudes Siesta Village Properties - short walk to best beaches!
House
Siesta Key, FL, USA
0.2k from Siesta Key Village center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Accessible hotels

4 Bedrooms12 Guests
New to Booking
$1730
Average price / night
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Siesta Home with Pool & Waterslide - Sunset Splash
Siesta Home with Pool & Waterslide - Sunset Splash
House
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

8 Bedrooms23 Guests
10.0

Exceptional

73 reviews

$2002
Average price / night
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Sea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
House
Bailey Hall, FL, USA
0.2k from Siesta Key Village center

Fireplace/Heating, Ocean View, Air Conditioner, Parking, Accessibility, Oceanfront, Pet Friendly

1 Bedroom4 Guests
New to Booking
$332
Average price / night
Check Availability
Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
Condo
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

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

1 Bedroom4 Guests
10.0

Exceptional

253 reviews

$391
Average price / night
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Sea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
House
Bailey Hall, FL, USA
0.2k from Siesta Key Village center

Fireplace/Heating, Ocean View, Air Conditioner, Parking, Accessibility, Oceanfront, Pet Friendly

1 Bedroom4 Guests
New to Booking
$332
Average price / night
Check Availability
Prime Location with Pool, Spa, and Fun Waterslide - Summer House
Prime Location with Pool, Spa, and Fun Waterslide - Summer House
House
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms22 Guests
9.6

Exceptional

52 reviews

$2061
Average price / night
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Sea Dream - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Dream - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
House
Bailey Hall, FL, USA
0.2k from Siesta Key Village center

Fireplace/Heating, Ocean View, Air Conditioner, Parking, Accessibility, Oceanfront, Pet Friendly

1 Bedroom4 Guests
New to Booking
$332
Average price / night
Check Availability
Steps away from the Beautiful White sand beach
Steps away from the Beautiful White sand beach
Condo
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

AC, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$227
Average price / night
Check Availability
Sea Coast - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Coast - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
House
Bailey Hall, FL, USA
0.2k from Siesta Key Village center

Fireplace/Heating, Ocean View, Air Conditioner, Parking, Accessibility, Oceanfront, Pet Friendly

1 Bedroom4 Guests
New to Booking
$332
Average price / night
Check Availability
Steps to Beach/Siesta Village-Resort Pool w/Slide
Steps to Beach/Siesta Village-Resort Pool w/Slide
House
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub

7 Bedrooms18 Guests
10.0

Exceptional

41 reviews

$3041
Average price / night
Check Availability
Sea Foam - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Foam - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
House
Bailey Hall, FL, USA
0.2k from Siesta Key Village center

Fireplace/Heating, Ocean View, Air Conditioner, Parking, Accessibility, Oceanfront, Pet Friendly

1 Bedroom4 Guests
New to Booking
$332
Average price / night
Check Availability
Private house steps from the beach and village.
Private house steps from the beach and village.
House
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

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

3 Bedrooms6 Guests
6.6

Good

4 reviews

$781
Average price / night
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The Oasis
The Oasis
House
Siesta Key, FL, USA
0.2k from Siesta Key Village center

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

7 Bedrooms18 Guests
New to Booking
$3122
Average price / night
Check Availability
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!
House
Siesta Key, FL, 34242, United States
0.1k from Siesta Key Village center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Extra Bed, Free Parking, Heater

4 Bedrooms13 Guests
10.0

Exceptional

46 reviews

$1575
Average price / night
Check Availability
Siesta Cool: Only Minutes Walk to Siesta Beach!
Siesta Cool: Only Minutes Walk to Siesta Beach!
Apartment
Siesta Key, FL, USA
0.2k from Siesta Key Village center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom3 Guests
9.0

Fabulous

18 reviews

$302
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 Oceanfront Rentals in Siesta Key Village.

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Siesta Key Village Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 3507 verified oceanfront rentals in Siesta Key Village. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Siesta Key Village vary depending on the property size, exact beachfront location, and season. Rates typically start from around $227 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 Village 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 Village welcome pets. Currently, 53 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 Village often include features designed for a comfortable coastal stay, such as Oceanfront, Ocean View, and 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.