Short-Term Rentals in Siesta Key Beach, FL: Compare 10+ Sites & Save

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5649 Best Short-Term Rentals in Siesta Key Beach (Starting from $142)

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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Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Condo
Siesta Key, FL, 34242, United States
0.2k from Siesta Key Beach center

AC, Barbecue, Crib, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom6 Guests
9.8

Exceptional

18 reviews

$359
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# 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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Ocean Vue By Beachside Management
Ocean Vue By Beachside Management
House
Siesta Key, FL, USA
0.4k from Siesta Key Beach center

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

6 Bedrooms12 Guests
9.4

Superb

7 reviews

$712
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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Silver Shore - 657B
Silver Shore - 657B
House
Siesta Key, FL, USA
0.4k from Siesta Key Beach center

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

3 Bedrooms12 Guests
New to Booking
$1148
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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Crystal Sands - 657A
Crystal Sands - 657A
House
Siesta Key, FL, USA
0.4k from Siesta Key Beach center

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

3 Bedrooms10 Guests
7.0

Good

3 reviews

$912
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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Sweet Beach Retreat
Sweet Beach Retreat
Apartment
FL, USA
0.4k from Siesta Key Beach center

Apartments, Accommodations, Pools, Lodgings, Places to stay, Accessible hotels

2 Bedrooms6 Guests
New to Booking
$142
Average price / night
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Beach front paradise located in a Condo Building Beach front Penthouse!
Beach front paradise located in a Condo Building Beach front Penthouse!
House
Siesta Key, FL, 34242, United States
0.2k from Siesta Key Beach center

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

3 Bedrooms8 Guests
9.2

Superb

27 reviews

$599
Average price / night
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Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 steps to Beach!
Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 steps to Beach!
House
Siesta Key, FL, USA
0.4k from Siesta Key Beach center

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

3 Bedrooms10 Guests
New to Booking
$1325
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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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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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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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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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 Short-Term Rentals in Siesta Key Beach.

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

Siesta Key Beach Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 5649 verified short-term rentals in Siesta Key Beach, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Siesta Key Beach vary depending on location, property size, and travel dates. Rates typically start from around $142 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Siesta Key Beach include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Siesta Key Beach, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Siesta Key Beach often include amenities such as View, Accessibility, and Laundry, providing a comfortable and convenient stay.

Short-term rentals in Siesta Key Beach are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.