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Cot available
Wireless Internet
Air conditioning
Swimming pool

Private pool
Heated pool
Private indoor pool
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
High chair
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Table tennis
Pool or snooker table
Fax machine
Games room
Shared indoor pool
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Stove
Solarium or roof terrace
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Fridge
Staffed property
Freezer
Microwave
Linen provided
Towels provided
Bicycles available
Swing set or jungle gym
Trampoline
Private fishing lake or river
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

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Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Fishing
Cycling trips
Golf within 30mins drive
Waterfront

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41 cottages

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Manatee River Cottage in Historic Old Town

Palmetto cottage

3 bedrooms
1 bathroom

sleeps 7

Match: Rental types Cot available

All filters match

Price per night from

$148

Beautiful house for rent at siesta key beach with pool, theater and game room

Siesta Key house

7 bedrooms
3 bathrooms

sleeps 15

Responds fast! avg. 1 hour 59 minutes

1 of 2 match: Rental types, Cot available

1 of 2 filters match

Price per night from

$2,856

Hibiscis Hideout Pool/Hot Tub Home

Pinecraft house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Cot available

1 of 2 filters match

Price per night from

$258

Vacation Rental Boutique Suite Windmills

Englewood private room

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Cot available

1 of 2 filters match

Price per night from

$224

Vacation Rental Boutique Suite Bicycles

Englewood private room

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Cot available

1 of 2 filters match

Price per night from

$247

Vacation Rental Boutique Suite The Bridge

Englewood private room

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Cot available

1 of 2 filters match

Price per night from

$247

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Cot available

1 of 2 filters match

Price per night from

$247

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Cot available

1 of 2 filters match

Price per night from

$178

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Cot available

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Price per night from

$224

-Spacious Clean 3 bed 2 bath with King Bed. Fresh remodel. Short 5 min to beach-

South Venice house

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Rental types, Cot available

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Price per night from

$292

Quiet pool home with lake view, close to beaches

Venice house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Cot available

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Price per night from

$230

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

1 of 2 match: Rental types, Cot available

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Price per night from

$190

A little piece of paradise: Villa Santorini on the Lake

Rotonda West villa

4 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Cot available

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Price per night from

$195

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

1 of 2 match: Rental types, Cot available

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Price per night from

$476

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

1 of 2 match: Rental types, Cot available

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Price per night from

$149

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.

1 of 2 match: Cot available, Rental types

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Price per night from

$533

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

Bradenton Beach cottage

3 bedrooms
2 bathrooms

sleeps 8

“Best home away from home at the beach.” I spent a lot of time searching for a bungalow at the beach and my expectations were surpassed when I opened the door! The owners were thoughtful in design, layout and furnishings to provide a laid back experience at the beach. I wished I could have stayed forever - it was that nice. I especially enjoyed the fully stocked kitchen which included colorful dishes to match the colorful walls and great blue floor! Best of all - location - you can walk everywhere as you are right in the historic Bridge Street neighborhood.

1 of 2 match: Cot available, Rental types

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Price per night from

$246

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 41 minutes

1 of 2 match: Cot available, Rental types

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Price per night from

$460

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

Bradenton Beach cottage

4 bedrooms
4 bathrooms

sleeps 15

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$295

Vacation Waterfront Cottage

Myakka City cottage

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$158

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$224

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$746

Songbird Cottage

Anna Maria Island cottage

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$111

Sea Waves in Anna Maria Island with Private Dock

Anna Maria cottage

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$378

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks

Cortez cottage

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$166

Cottage Haven-One Minute Walk To The Beach-Private Yards-Keyless Locks

Cortez cottage

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$214

Newly renovation bay side cottage: Sea Breeze

Anna Maria cottage

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$354

Moon Dreams Cottage - Pet Friendly

Nokomis cottage

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$113

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$338

Coral Reef Cutie 2Bedroom Bungalow - 4 Miles to Siesta Key

Osprey cottage

2 bedrooms
1 bathroom

sleeps 2

Responds fast! avg. 2 hours 14 minutes

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$132

The Guesthouse (near Lakewood Ranch)

Lakewood Ranch cottage

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$161

South Venice Cottage

South Venice cottage

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$132

Bermuda-esque Island Cottage! Steps to Sand!

Longboat Key cottage

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$134

Barefoot Bungalow just steps away from the crystal sands & tourquoise water of t

Longboat Key cottage

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$127

Cortez Gardens Cottage 15 , Renovated, Close to Beach, 3-Bed, 2 Bath 10 people

Bradenton Beach cottage

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$228

Rare RV two full bedrooms in a perfect location, two huge pools, great amenities

Ellenton cottage

2 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$97

AMI Tree House

Bradenton Beach cottage

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 7 minutes

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$241

The Cannon- A two bedroom adorable cottage minutes walking to beach

Bradenton Beach cottage

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Cot available, Rental types

1 of 2 filters match

Price per night from

$401

Viewing 38 of 41
rentals in Siesta Key

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Cottages Siesta Key

Per night

41 cottages

Viewing 38 of 41rentals in Siesta Key

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Viewing 38 of 41
rentals in Siesta Key