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Cottages Siesta Key

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57 cottages

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

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 23 minutes

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Price per night from

$195

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

Siesta Key cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 4 minutes

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Price per night from

$163

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

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$263

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

Siesta Key cottage

3 bedrooms / 3 bathrooms / sleeps 6

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$223

Lush Siesta Key Cottage - 4 Blocks to Main St!

Siesta Key cottage

2 bedrooms / 2 bathrooms / sleeps 3

Responds fast! avg. 2 hours 15 minutes

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$66

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. 2 hours 23 minutes

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Price per night from

$195

NEW! Bright Sarasota Bungalow 5 Mi to Siesta Beach

Siesta Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 9 minutes

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Price per night from

$161

Great rentals within 20 miles that match your search

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

Longboat Key cottage

3 bedrooms / 2 bathrooms / sleeps 8

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$795

Charming cottage, gateway into world famous siesta key beaches

Sarasota cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 12 minutes

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Price per night from

$113

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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Price per night from

$337

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

$201

Bay View Cottage

Sarasota cottage

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$230

The Urban Cottage A Romantic Getaway!

Sarasota cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 12 minutes

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$151

Anthony Beach Cottages Bare Feet Retreat

Holmes Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$262

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

Bradenton Beach cottage

4 bedrooms / 4 bathrooms / sleeps 15

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Price per night from

$150

Longboat Key Club

Longboat Key cottage

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$129

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 36 minutes

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Price per night from

$209

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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$121

"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 27 minutes

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Price per night from

$330

PLAYA ESMERALDA/INNATTHEBEACH SUITES #2 BY BRIDE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 41 minutes

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Price per night from

$156

PLAYA ESMERALDA/INNATTHEBEACH SUITES #5 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 41 minutes

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$126

Cottage on walking Distance To Casey Key Beach

Nokomis cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 39 minutes

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Price per night from

$92

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 27 minutes

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Price per night from

$325

Bradenton Beach Cottage 500 Feet to Shore & Shops!

Cortez cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$189

PLAYA ESMERALDA/INNATTHBEACH SUITES #3 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 41 minutes

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Price per night from

$155

Manatee River Cottage in Historic Old Town

Palmetto cottage

3 bedrooms / 1 bathroom / sleeps 7

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Price per night from

$120

" Fish Tales"- A two bedroom adorable cottage minutes walking to beach

Bradenton Beach cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 27 minutes

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Price per night from

$189

PLAYA ESMERALDA / INNATTHEBEACH SUITES # 1

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 41 minutes

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Price per night from

$114

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. 3 hours 25 minutes

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Price per night from

$207

3003 AVE F- EAST

Holmes Beach cottage

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$300

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. 2 hours 10 minutes

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Price per night from

$172

NEW! Cozy Bradenton Cottage w/ Grill 6 Mi to Beach

Palma Sola cottage

3 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 9 minutes

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Price per night from

$90

NEW! Sun n Fun Resort Home w/Community Amenities

Fruitville cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 9 minutes

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$54

Charming Cottage ~ 5 Miles to Siesta Key Beach!

Gulf Gate Estates cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 9 minutes

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Price per night from

$84

NEW! Pet-Friendly Beach Home w/Patio, 8mi to Shore

Fruitville cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 9 minutes

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Price per night from

$114

NEW! Canalfront House w/ Pool in San Remo Shores!

Bradenton Beach cottage

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 9 minutes

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Price per night from

$326

Viewing 36 of 57
cottages in Siesta Key

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