Siesta Key Vacation Rentals by Owner | Siesta Key Florida Vacation Home Rentals

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House
3 Bedrooms,2 Baths
Sleeps Up to 9

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Condo
2 Bedrooms,2 Baths
Sleeps Up to 4

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3 Bedrooms,2 Baths
Sleeps Up to 7

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2 Bedrooms,2 Baths
Sleeps Up to 6

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3 Bedrooms,2 Baths
Sleeps Up to 8

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Search for Siesta Key Vacation Rentals that include Beach Houses, Oceanfront Condos, Golf Villas, Cozy Cottages, and/or family Vacation Homes that are kid and pet friendly. For more surrounding area Vacation Rental choices check out Lido Key (3 miles), Sarasota (4 miles), Osprey (6 miles), Longboat Key (10 miles), Nokomis (12 miles), and Venice (14 miles).

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Siesta Key Vacation Rentals

Go to page: 1 2 (1 - 10 of 15)

Gulf Front Condo with Amazing Views

Gold - City : Siesta Key

Property Id- VRHS35570

Prop. Type : Condo

2 Bedrooms, 2 Baths

Sleeps Up to 4

Pets: No

Pool : Yes

Hot Tub: No

Internet Access: No

Wheelchair : No

Beach Proximity:

Golf Proximity:

Rates (shown in USD)

Per Night : $130

Description:
Perfect for a family get away this Siesta Beach House is within walking distance to the private beach. This resort features a community pool and is c..



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Comfortable Condo near the Beach

Gold - City : Siesta Key

Property Id- VRHS35566

Prop. Type : Condo

2 Bedrooms, 1 Baths

Sleeps Up to 4

Pets: No

Pool : No

Hot Tub: Yes

Internet Access: No

Wheelchair : No

Beach Proximity:

Golf Proximity:

Rates (shown in USD)

Per Night : $108

Description:
Siesta Key is an exclusive villa with tropical decor and great views of the local foliage. It is located in Siesta Key which; is world known for it's..



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Lovely Condo on the Gulf of Mexico

Gold - City : Siesta Key

Property Id- VRHS35598

Prop. Type : Condo

3 Bedrooms, 2 Baths

Sleeps Up to 6

Pets: No

Pool : Yes

Hot Tub: No

Internet Access: No

Wheelchair : No

Beach Proximity:

Golf Proximity:

Rates (shown in USD)

Per Night : $71

Description:
Whispering Sands is located directly on the Gulf of Mexico in Siesta Key which is home to world famous quartz sand beaches and beautiful waters. This..



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Siesta Key Beachfront Penthouse Condo

Silver - City : Siesta Key

Property Id- 100834

Prop. Type : Condo

1 Bedrooms, 1 Baths

Sleeps Up to 4

Pets: No

Pool : No

Hot Tub: No

Internet Access: Yes

Wheelchair : No

Beach Proximity:
On Location

Golf Proximity:
6-15 miles

Rates (shown in USD)

Per Night : $185

Per Week : $1390

Min Stay : 7 Nights

Description:
This Siesta Key beachfront penthouse condo is the holiday vacation rental condo you will return to again and again. Siesta Key Beach is rated #3 on Dr..



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EXCELSIOR BEACH TO BAY #304

Silver - City : Siesta Key

Property Id- 100232

Prop. Type : Condo

2 Bedrooms, 2 Baths

Sleeps Up to 4

Pets: No

Pool : Yes

Hot Tub: Yes

Internet Access: Yes

Wheelchair : Yes

Beach Proximity:

Golf Proximity:

Rates (shown in USD)

Per Week : $1245

Min Stay : 14 Nights

Description:
Exceslisor Beach To Bay unit 304 is located on the bay side of Siesta Key. With a beautiful garden / pond view this 2 bedroom 2 bath high-rise c..



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*Sun, Sand & SAVE 25% to 50%* Siesta Breakers #603, Siesta Key

Silver - City : Siesta Key

Property Id- 100252

Prop. Type : Condo

2 Bedrooms, 2 Baths

Sleeps Up to 6

Pets: No

Pool : Yes

Hot Tub: No

Internet Access: No

Wheelchair : Yes

Beach Proximity:
Walking Distance

Golf Proximity:
6-15 miles

Rates (shown in USD)

Per Night : $119

Per Week : $833

Per Month : $2652

Min Stay : 7 Nights

Description:
*Sun, Sand & SAVE 25% to 50%* at Siesta Breakers #603, an Updated, Gulf Side, Beach Condo at Siesta Breakers Resort Condominiums in Siesta Key, FL..



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Beachfront Condo at Siesta Dunes, Siesta Key, FL

Silver - City : Siesta Key

Property Id- 100265

Prop. Type : Condo

2 Bedrooms, 2 Baths

Sleeps Up to 6

Pets: No

Pool : Yes

Hot Tub: Yes

Internet Access: No

Wheelchair : Yes

Beach Proximity:
On Location

Golf Proximity:
1-5 miles

Rates (shown in USD)

Per Week : $1325

Min Stay : 7 Nights

Description:
Find your vacation getaway on the island paradise of Siesta Key, Florida! Our condo is located on beautiful Crescent Beach, known as "The W..



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*Sun, Sand & SAVE 25% to 50%* Midnight Cove #532, Siesta Key

Silver - City : Siesta Key

Property Id- 100255

Prop. Type : Condo

2 Bedrooms, 1.5 Baths

Sleeps Up to 6

Pets: No

Pool : Yes

Hot Tub: No

Internet Access: No

Wheelchair : No

Beach Proximity:
Walking Distance

Golf Proximity:
6-15 miles

Rates (shown in USD)

Per Night : $78

Per Week : $545

Per Month : $1969

Min Stay : 7 Nights

Description:
*Sun, Sand & SAVE 25% to 50%* at Midnight Cove #532, an Updated, Bayside Condo with all Gulf Side Beach Amenities Access at the Beach to Bay, Mi..



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Gulf front Siesta Key Condo

Silver - City : Siesta Key

Property Id- 100603

Prop. Type : Condo

2 Bedrooms, 2 Baths

Sleeps Up to 6

Pets: No

Pool : Yes

Hot Tub: No

Internet Access: Yes

Wheelchair : No

Beach Proximity:
On Location

Golf Proximity:
1-5 miles

Rates (shown in USD)

Per Night : $157

Per Week : $1100

Per Month : $3500

Min Stay : 5 Nights

Description:
Crescent Arms- Gulf front corner unit overlooking Siesta Key Beach. 2 bedrooms, 2 baths, kitchen, open floor plan. Enclosed lanai with win..



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Awesome Beachfront Condo at Siesta Dunes

Silver - City : Siesta Key

Property Id- 100263

Prop. Type : Condo

2 Bedrooms, 2 Baths

Sleeps Up to 6

Pets: No

Pool : Yes

Hot Tub: Yes

Internet Access: No

Wheelchair : Yes

Beach Proximity:
On Location

Golf Proximity:
1-5 miles

Rates (shown in USD)

Per Week : $1195

Min Stay : 7 Nights

Description:
Find your vacation getaway on the island paradise of Siesta Key, Florida! Our condo is located on beautiful Crescent Beach, known as the "World's Fine..