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Siesta Key Pet Friendly Rentals

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Bedrooms

Bathrooms

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Suitability

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5 mi
326 rentals in Siesta Key.
Siesta Key Dreams Penthouse Studio (321) - Beach, Shopping, Dining, Entertainmen, vacation rental in Siesta Key
Siesta Key Dreams Penthouse Studio (321) - Beach, Shopping, Dining, Entertainmen, vacation rental in Siesta Key
Siesta Key Dreams Penthouse Studio (321) - Beach, Shopping, Dining, Entertainmen, vacation rental in Siesta Key

Siesta Key Dreams Penthouse Studio (321) - Beach, Shopping, Dining, Entertainmen

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Siesta Key Dreams 2BR (325) - Beach, Shopping, Dining, Entertainment!  100 steps, vacation rental in Siesta Key
Siesta Key Dreams 2BR (325) - Beach, Shopping, Dining, Entertainment!  100 steps, vacation rental in Siesta Key
Siesta Key Dreams 2BR (325) - Beach, Shopping, Dining, Entertainment!  100 steps, vacation rental in Siesta Key

Siesta Key Dreams 2BR (325) - Beach, Shopping, Dining, Entertainment! 100 steps

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Pet friendly
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Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL", vacation rental in Siesta Key
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL", vacation rental in Siesta Key
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL", vacation rental in Siesta Key

Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Siesta Key Dreams Penthouse Studio (325) - Beach, Shopping, Dining, Entertainmen, vacation rental in Siesta Key
Siesta Key Dreams Penthouse Studio (325) - Beach, Shopping, Dining, Entertainmen, vacation rental in Siesta Key
Siesta Key Dreams Penthouse Studio (325) - Beach, Shopping, Dining, Entertainmen, vacation rental in Siesta Key

Siesta Key Dreams Penthouse Studio (325) - Beach, Shopping, Dining, Entertainmen

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Cozy Siesta Key studio 5 minute walk to Village, vacation rental in Siesta Key
Cozy Siesta Key studio 5 minute walk to Village, vacation rental in Siesta Key
Cozy Siesta Key studio 5 minute walk to Village, vacation rental in Siesta Key

Cozy Siesta Key studio 5 minute walk to Village

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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The Village Studio: Private Patio, Village Living, 200 steps to Top Beach, No Ca, vacation rental in Siesta Key
The Village Studio: Private Patio, Village Living, 200 steps to Top Beach, No Ca, vacation rental in Siesta Key
The Village Studio: Private Patio, Village Living, 200 steps to Top Beach, No Ca, vacation rental in Siesta Key

The Village Studio: Private Patio, Village Living, 200 steps to Top Beach, No Ca

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Under the Palms 1BR - steps to the best beaches, shopping, dining, and entertain, vacation rental in Siesta Key
Under the Palms 1BR - steps to the best beaches, shopping, dining, and entertain, vacation rental in Siesta Key
Under the Palms 1BR - steps to the best beaches, shopping, dining, and entertain, vacation rental in Siesta Key

Under the Palms 1BR - steps to the best beaches, shopping, dining, and entertain

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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Village Breeze III - Heated Pool, Private Patio, Village and Beach!, vacation rental in Siesta Key
Village Breeze III - Heated Pool, Private Patio, Village and Beach!, vacation rental in Siesta Key
Village Breeze III - Heated Pool, Private Patio, Village and Beach!, vacation rental in Siesta Key

Village Breeze III - Heated Pool, Private Patio, Village and Beach!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps, Pet friendly
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Private Heated Pool and Spa. In Siesta Key Village. Steps to Beach., vacation rental in Siesta Key
Private Heated Pool and Spa. In Siesta Key Village. Steps to Beach., vacation rental in Siesta Key
Private Heated Pool and Spa. In Siesta Key Village. Steps to Beach., vacation rental in Siesta Key

Private Heated Pool and Spa. In Siesta Key Village. Steps to Beach.

Rental Home
3 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, Pet friendly
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Oceanside 603 1BR - Beach-front in the world-famous Siesta Key Village!, vacation rental in Siesta Key
Oceanside 603 1BR - Beach-front in the world-famous Siesta Key Village!, vacation rental in Siesta Key
Oceanside 603 1BR - Beach-front in the world-famous Siesta Key Village!, vacation rental in Siesta Key

Oceanside 603 1BR - Beach-front in the world-famous Siesta Key Village!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Newly Listed, Siesta Key Dreams Luxury 2BR (D-Lux 323) - Beach, Shopping, Dining, vacation rental in Siesta Key
Newly Listed, Siesta Key Dreams Luxury 2BR (D-Lux 323) - Beach, Shopping, Dining, vacation rental in Siesta Key
Newly Listed, Siesta Key Dreams Luxury 2BR (D-Lux 323) - Beach, Shopping, Dining, vacation rental in Siesta Key

Newly Listed, Siesta Key Dreams Luxury 2BR (D-Lux 323) - Beach, Shopping, Dining

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Pet friendly
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Casa Tranquila - Private Patios, Village, 100 steps to Best Views on Siesta Key!, vacation rental in Siesta Key
Casa Tranquila - Private Patios, Village, 100 steps to Best Views on Siesta Key!, vacation rental in Siesta Key
Casa Tranquila - Private Patios, Village, 100 steps to Best Views on Siesta Key!, vacation rental in Siesta Key

Casa Tranquila - Private Patios, Village, 100 steps to Best Views on Siesta Key!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Gertrude's Village House - in the Top Location on the Island, Private Patio, vacation rental in Siesta Key
Gertrude's Village House - in the Top Location on the Island, Private Patio, vacation rental in Siesta Key
Gertrude's Village House - in the Top Location on the Island, Private Patio, vacation rental in Siesta Key

Gertrude's Village House - in the Top Location on the Island, Private Patio

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!, vacation rental in Siesta Key
Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!, vacation rental in Siesta Key
Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!, vacation rental in Siesta Key

Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Location 1 Bdrm Cottage  1 Block from Beach and 2 Blocks from Siesta Village, vacation rental in Siesta Key
Location 1 Bdrm Cottage  1 Block from Beach and 2 Blocks from Siesta Village, vacation rental in Siesta Key
Location 1 Bdrm Cottage  1 Block from Beach and 2 Blocks from Siesta Village, vacation rental in Siesta Key

Location 1 Bdrm Cottage 1 Block from Beach and 2 Blocks from Siesta Village

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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In the Heart of Siesta Key Village and Steps to the #1 Beach, vacation rental in Siesta Key
In the Heart of Siesta Key Village and Steps to the #1 Beach, vacation rental in Siesta Key
In the Heart of Siesta Key Village and Steps to the #1 Beach, vacation rental in Siesta Key

In the Heart of Siesta Key Village and Steps to the #1 Beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach., vacation rental in Siesta Key
Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach., vacation rental in Siesta Key
Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach., vacation rental in Siesta Key

Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach.

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Hoppy's Beach-View Siesta Key - Spacious 3BR,Beach/Ocean Views,Private Elevator, vacation rental in Siesta Key
Hoppy's Beach-View Siesta Key - Spacious 3BR,Beach/Ocean Views,Private Elevator, vacation rental in Siesta Key
Hoppy's Beach-View Siesta Key - Spacious 3BR,Beach/Ocean Views,Private Elevator, vacation rental in Siesta Key

Hoppy's Beach-View Siesta Key - Spacious 3BR,Beach/Ocean Views,Private Elevator

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B, vacation rental in Siesta Key
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B, vacation rental in Siesta Key
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B, vacation rental in Siesta Key

SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Siesta Key Dreams Penthouse Studio (323) - Beach, Shopping, Dining, Entertainmen, vacation rental in Siesta Key
Siesta Key Dreams Penthouse Studio (323) - Beach, Shopping, Dining, Entertainmen, vacation rental in Siesta Key
Siesta Key Dreams Penthouse Studio (323) - Beach, Shopping, Dining, Entertainmen, vacation rental in Siesta Key

Siesta Key Dreams Penthouse Studio (323) - Beach, Shopping, Dining, Entertainmen

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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The Big Orange 3BR (Manatee) Unwind in the heart of Siesta Beach!, vacation rental in Siesta Key
The Big Orange 3BR (Manatee) Unwind in the heart of Siesta Beach!, vacation rental in Siesta Key
The Big Orange 3BR (Manatee) Unwind in the heart of Siesta Beach!, vacation rental in Siesta Key

The Big Orange 3BR (Manatee) Unwind in the heart of Siesta Beach!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Las Ventanas 117 4BR - A one-of-a-kind Resort like setting in the heart of Siest, vacation rental in Siesta Key
Las Ventanas 117 4BR - A one-of-a-kind Resort like setting in the heart of Siest, vacation rental in Siesta Key
Las Ventanas 117 4BR - A one-of-a-kind Resort like setting in the heart of Siest, vacation rental in Siesta Key

Las Ventanas 117 4BR - A one-of-a-kind Resort like setting in the heart of Siest

Rental Home
4 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps, Pet friendly
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Casa Van Lopik (Canal) - Large Bohemian with Tiki-Bar, Balconies, and Tropical P, vacation rental in Siesta Key
Casa Van Lopik (Canal) - Large Bohemian with Tiki-Bar, Balconies, and Tropical P, vacation rental in Siesta Key
Casa Van Lopik (Canal) - Large Bohemian with Tiki-Bar, Balconies, and Tropical P, vacation rental in Siesta Key

Casa Van Lopik (Canal) - Large Bohemian with Tiki-Bar, Balconies, and Tropical P

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Siesta Key 2 BR 1BA Villa, less than 1000 ft from Beach-“GEM”-Barefoot Bungalows, vacation rental in Siesta Key
Siesta Key 2 BR 1BA Villa, less than 1000 ft from Beach-“GEM”-Barefoot Bungalows, vacation rental in Siesta Key
Siesta Key 2 BR 1BA Villa, less than 1000 ft from Beach-“GEM”-Barefoot Bungalows, vacation rental in Siesta Key

Siesta Key 2 BR 1BA Villa, less than 1000 ft from Beach-“GEM”-Barefoot Bungalows

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Siesta Key Dreams 1BR (325) - Beach, Shopping, Dining, Entertainment!  100 steps, vacation rental in Siesta Key
Siesta Key Dreams 1BR (325) - Beach, Shopping, Dining, Entertainment!  100 steps, vacation rental in Siesta Key
Siesta Key Dreams 1BR (325) - Beach, Shopping, Dining, Entertainment!  100 steps, vacation rental in Siesta Key

Siesta Key Dreams 1BR (325) - Beach, Shopping, Dining, Entertainment! 100 steps

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall, vacation rental in Siesta Key
Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall, vacation rental in Siesta Key
Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall, vacation rental in Siesta Key

Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall

Rental Home
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps, Pet friendly
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Pet Friendly Condo a Block to Siesta Key Village, Newly Updated Interior & Pool, vacation rental in Siesta Key
Pet Friendly Condo a Block to Siesta Key Village, Newly Updated Interior & Pool, vacation rental in Siesta Key
Pet Friendly Condo a Block to Siesta Key Village, Newly Updated Interior & Pool, vacation rental in Siesta Key

Pet Friendly Condo a Block to Siesta Key Village, Newly Updated Interior & Pool

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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New Luxury Home with Private Pool and Waterslide: 1 Minute Walk to the Beach!, vacation rental in Siesta Key
New Luxury Home with Private Pool and Waterslide: 1 Minute Walk to the Beach!, vacation rental in Siesta Key
New Luxury Home with Private Pool and Waterslide: 1 Minute Walk to the Beach!, vacation rental in Siesta Key

New Luxury Home with Private Pool and Waterslide: 1 Minute Walk to the Beach!

Rental Home
6 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps, Pet friendly
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Vacation Home w/ Ocean View, Steps to Beach, Pool w/ Waterslide, Mini Golf, vacation rental in Siesta Key
Vacation Home w/ Ocean View, Steps to Beach, Pool w/ Waterslide, Mini Golf, vacation rental in Siesta Key
Vacation Home w/ Ocean View, Steps to Beach, Pool w/ Waterslide, Mini Golf, vacation rental in Siesta Key

Vacation Home w/ Ocean View, Steps to Beach, Pool w/ Waterslide, Mini Golf

Rental Home
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, Pet friendly
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Casa Van Lopik (Jardin)Spacious Bohemian with Tiki-Bar, Balcony, and Tropical Pa, vacation rental in Siesta Key
Casa Van Lopik (Jardin)Spacious Bohemian with Tiki-Bar, Balcony, and Tropical Pa, vacation rental in Siesta Key
Casa Van Lopik (Jardin)Spacious Bohemian with Tiki-Bar, Balcony, and Tropical Pa, vacation rental in Siesta Key

Casa Van Lopik (Jardin)Spacious Bohemian with Tiki-Bar, Balcony, and Tropical Pa

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Kid Friendly Island Home In Paradise!!, vacation rental in Siesta Key
Kid Friendly Island Home In Paradise!!, vacation rental in Siesta Key
Kid Friendly Island Home In Paradise!!, vacation rental in Siesta Key

Kid Friendly Island Home In Paradise!!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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The Village Breeze - White-sand, Heated Pool, Beaches, Daiquiris, Seafood., vacation rental in Siesta Key
The Village Breeze - White-sand, Heated Pool, Beaches, Daiquiris, Seafood., vacation rental in Siesta Key
The Village Breeze - White-sand, Heated Pool, Beaches, Daiquiris, Seafood., vacation rental in Siesta Key

The Village Breeze - White-sand, Heated Pool, Beaches, Daiquiris, Seafood.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Pet friendly
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Sea Foam | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key, vacation rental in Siesta Key
Sea Foam | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key, vacation rental in Siesta Key
Sea Foam | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key, vacation rental in Siesta Key

Sea Foam | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Beach Front 3BR 2 BA Villa Near Siesta Key Village, vacation rental in Siesta Key
Beach Front 3BR 2 BA Villa Near Siesta Key Village, vacation rental in Siesta Key
Beach Front 3BR 2 BA Villa Near Siesta Key Village, vacation rental in Siesta Key

Beach Front 3BR 2 BA Villa Near Siesta Key Village

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views, vacation rental in Siesta Key
Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views, vacation rental in Siesta Key
Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views, vacation rental in Siesta Key

Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views

Rental Home
6 bedrooms
6 bathrooms
Sleeps 17
Match: Sleeps, Pet friendly
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$500 OFF!! Amazing Pool with Rock Water Slide - SLEEPS 22 - Waterfront w/ Dock, vacation rental in Siesta Key
$500 OFF!! Amazing Pool with Rock Water Slide - SLEEPS 22 - Waterfront w/ Dock, vacation rental in Siesta Key
$500 OFF!! Amazing Pool with Rock Water Slide - SLEEPS 22 - Waterfront w/ Dock, vacation rental in Siesta Key

$500 OFF!! Amazing Pool with Rock Water Slide - SLEEPS 22 - Waterfront w/ Dock

Rental Home
8 bedrooms
7 bathrooms
Sleeps 22
Match: Sleeps, Pet friendly
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Private Home with Pool and Sundeck!, vacation rental in Siesta Key
Private Home with Pool and Sundeck!, vacation rental in Siesta Key
Private Home with Pool and Sundeck!, vacation rental in Siesta Key

Private Home with Pool and Sundeck!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Dreamview Beachfront Romantic/Pet Friendly Getaway, vacation rental in Siesta Key
Dreamview Beachfront Romantic/Pet Friendly Getaway, vacation rental in Siesta Key
Dreamview Beachfront Romantic/Pet Friendly Getaway, vacation rental in Siesta Key

Dreamview Beachfront Romantic/Pet Friendly Getaway

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps, Pet friendly
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Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly, vacation rental in Siesta Key
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly, vacation rental in Siesta Key
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly, vacation rental in Siesta Key

Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
More info
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Heart of Siesta Key Village, Walk to Gulf/beach, WiFi, Heated Community Pool, vacation rental in Siesta Key
Heart of Siesta Key Village, Walk to Gulf/beach, WiFi, Heated Community Pool, vacation rental in Siesta Key
Heart of Siesta Key Village, Walk to Gulf/beach, WiFi, Heated Community Pool, vacation rental in Siesta Key

Heart of Siesta Key Village, Walk to Gulf/beach, WiFi, Heated Community Pool

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Siesta Cooler: Only Minutes Walk to Siesta Beach!, vacation rental in Siesta Key
Siesta Cooler: Only Minutes Walk to Siesta Beach!, vacation rental in Siesta Key
Siesta Cooler: Only Minutes Walk to Siesta Beach!, vacation rental in Siesta Key

Siesta Cooler: Only Minutes Walk to Siesta Beach!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!, vacation rental in Siesta Key
SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!, vacation rental in Siesta Key
SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!, vacation rental in Siesta Key

SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Sea Breeze | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key, vacation rental in Siesta Key
Sea Breeze | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key, vacation rental in Siesta Key
Sea Breeze | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key, vacation rental in Siesta Key

Sea Breeze | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Walk To Siesta Village And Beach/Private Pool & Hot Tub, vacation rental in Siesta Key
Walk To Siesta Village And Beach/Private Pool & Hot Tub, vacation rental in Siesta Key
Walk To Siesta Village And Beach/Private Pool & Hot Tub, vacation rental in Siesta Key

Walk To Siesta Village And Beach/Private Pool & Hot Tub

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Pet friendly
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Serenity Siesta Beachfront Condo Pet Friendly, vacation rental in Siesta Key
Serenity Siesta Beachfront Condo Pet Friendly, vacation rental in Siesta Key
Serenity Siesta Beachfront Condo Pet Friendly, vacation rental in Siesta Key

Serenity Siesta Beachfront Condo Pet Friendly

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Pet friendly
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The Village Breeze 6BR with heated Pool, near Beach, 250ft to Siesta Key Village, vacation rental in Siesta Key
The Village Breeze 6BR with heated Pool, near Beach, 250ft to Siesta Key Village, vacation rental in Siesta Key
The Village Breeze 6BR with heated Pool, near Beach, 250ft to Siesta Key Village, vacation rental in Siesta Key

The Village Breeze 6BR with heated Pool, near Beach, 250ft to Siesta Key Village

Condo/Apartment
6 bedrooms
5 bathrooms
Sleeps 21
Match: Sleeps, Pet friendly
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Sea Angel | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key, vacation rental in Siesta Key
Sea Angel | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key, vacation rental in Siesta Key
Sea Angel | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key, vacation rental in Siesta Key

Sea Angel | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!, vacation rental in Siesta Key
Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!, vacation rental in Siesta Key
Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!, vacation rental in Siesta Key

Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach, vacation rental in Siesta Key
Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach, vacation rental in Siesta Key
Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach, vacation rental in Siesta Key

Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach

Rental Home
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, Pet friendly
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New Listing! Island Sol | Private Pool, Pet Friendly, Minutes from Siesta Beach, vacation rental in Siesta Key
New Listing! Island Sol | Private Pool, Pet Friendly, Minutes from Siesta Beach, vacation rental in Siesta Key
New Listing! Island Sol | Private Pool, Pet Friendly, Minutes from Siesta Beach, vacation rental in Siesta Key

New Listing! Island Sol | Private Pool, Pet Friendly, Minutes from Siesta Beach

Rental Home
4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps, Pet friendly
More info
Check in
Check out
As seen on
Vrbo.com logo
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Siesta Key Vacation Rentals
Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.
Lions, Tigers & Circuses
When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.
Gardens & Aquariums
Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.
Locomotives & Science
Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.
History & Baseball
From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.