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Cottages Siesta Key

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68 cottages

"Cottage by the Sea" 1 Bedroom/ 1 Bath Across From Beach!!- · 3031, 3032

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

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$194

Beach Place Cottages - Seahorse Cottage - Peak of the Gulf - Beach Access #11

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 32 minutes

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$180

Walk to Beach, Fully Renovated with Highend Finishings, Wifi/Cable, Heated Pool,

Siesta Key cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

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$163

Cute 2Bedroom/1Bath Cottage- Across from Siesta Key Beach Access-Cottage by Sea

Siesta Key cottage

2 bedrooms / 1 bathroom / sleeps 6

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$217

Incredible Cottage in Paradise ⭐Walk to the Beach or Village - Very Convenient

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 25 minutes

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$171

Sea Club II Unit 2A - Amazing cottage on the bay!

Siesta Key cottage

3 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 33 minutes

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$283

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

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$249

Siesta Key 'Casa Serena' w/Private Pool + Lanai!

Siesta Key cottage

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 2 minutes

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$219

2 Bedroom/ 1 One Bath Gem Just Steps from Siesta Key Beach!!-Barefoot Bungalow

Siesta Key cottage

2 bedrooms / 1 bathroom / sleeps 4

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$194

Lush Siesta Key Cottage - 4 Blocks to Main St!

Siesta Key cottage

2 bedrooms / 2 bathrooms / sleeps 3

Responds fast! avg. 1 hour 2 minutes

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$66

Cute 2Bedroom/ 1Bath Cozy Cottage Steps from Siesta Key Beach!-Barefoot Bungalow

Siesta Key cottage

2 bedrooms / 1 bathroom / sleeps 4

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$194

Siesta Beach Place-Starfish Cottage, Steps to the Sand, View of Pool, Access #11

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 32 minutes

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Price per night from

$180

15 SS Cottage - Close to Beach and Village

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 33 minutes

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$244

Great rentals within 20 miles that match your search

The Urban Cottage A Romantic Getaway!

Sarasota cottage

1 bedroom / 1 bathroom / sleeps 3

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$123

Las Brisas, Cottage on bay side of Island.

Bradenton Beach cottage

2 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$209

Charming cottage, gateway into world famous siesta key beaches

Sarasota cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 21 minutes

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Price per night from

$92

Luxury Beach Cotttage

Sarasota cottage

1 bedroom / 1 bathroom / sleeps 2

“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.

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$452

March 21-28, 2020 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms / 2 bathrooms / sleeps 8

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$731

Braden River Bayou Cottage

Lakewood Ranch cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 10 minutes

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$134

Guest Cottage, clean, convenient and remodeled.

Sarasota cottage

/ 1 bathroom / sleeps 2

“Charming studio in lovely quiet neighborhood with fenced in private outside area.” This studio has everything you'll need. It's located in a beautiful neighborhood, great for walking. There's a small park just down the road a couple of blocks where you can sit and watch the amazing sun sets or just enjoy watching the boats ride by. The owners are very nice and have a few fur babies of their own, so they may allow you to bring your doggie,too! Sue/Dawn......thank you!!!! I hope to return & stay again.

Responds fast! avg. 43 minutes

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$141

Just 100 Steps Away from the White Sand of the World Renowned Siesta Beach

Sarasota cottage

2 bedrooms / 2 bathrooms / sleeps 6

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$321

HISTORIC WATERFRONT COTTAGES..DOCK...BEACH...Couples, Families, Reunions!

Bradenton Beach cottage

4 bedrooms / 4 bathrooms / sleeps 15

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$154

2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!

Bradenton Beach cottage

3 bedrooms / 2 bathrooms / sleeps 8

“Perfect Beach House” We loved the quaint little duplex. The house was clean and ready for us when we arrived. Tim was a dream to work with. The A/C one of the units went out while we were there, and he had someone there first thing to take care of it. We will definitely be looking to rent from Tim again in the future.

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$118

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 2 minutes

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Price per night from

$232

2Bedroom Beach Cottage - 3 Miles to Siesta Key

Osprey cottage

2 bedrooms / 1 bathroom / sleeps 4

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$68

Songbird Cottage

Anna Maria Island cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 9 minutes

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$94

On the Beach Paradise d

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

“Absolutely beautiful!” Everything was perfect. Enjoyed coffee on the beach every morning and beautiful sunsets every evening. Can't wait to go back next year!

Responds fast! avg. 2 hours 26 minutes

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$206

Downtown Cottage

Sarasota cottage

2 bedrooms / 1 bathroom / sleeps 4

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$63

"Sea Story" A two bedroom cottage minutes walking to beach.

Bradenton Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

“Lovely cottage with great location” Our time at Sea Stories was memorable. We enjoyed the location for the beach and the restaurants. The cottage was adorable with everything we needed. Wendy was so helpful in solving a problem we had with sleeping arrangements for three girls. We will come back to Anna Maria Island with Sea Stories in mind. Thank you Wendy for all your help!

Responds fast! avg. 3 hours 17 minutes

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Price per night from

$190

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 17 minutes

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Price per night from

$190

PLAYA ESMERALDA/INNATTHEBEACH SUITES #2 BY BRIDE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 26 minutes

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$134

PLAYA ESMERALDA/INNATTHEBEACH SUITES #4A BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 26 minutes

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Price per night from

$120

Sarasota Cottage w/Steam Room, Pergola&Water Falls

Sarasota cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 14 minutes

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Price per night from

$119

110 31ST ST

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 33 minutes

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Price per night from

$153

2404 AVE B

Cortez cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 33 minutes

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Price per night from

$200

CHA CHA COTTAGE 301 23RD ST

Cortez cottage

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 33 minutes

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Price per night from

$193

103 36th ST

Holmes Beach cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 33 minutes

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Price per night from

$432

Beach Daze

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 33 minutes

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Price per night from

$219

Viewing 38 of 68
cottages in Siesta Key

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