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Wireless Internet
Air conditioning
Swimming pool
Private pool

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

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

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Water sports
Beach or lakeside relaxation
Walking trips
Tennis in town

Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive

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719 houses

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Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

3 bedrooms
2 bathrooms

sleeps 8

Match: Rental types Shared outdoor pool (unheated) Water sports

All filters match

Price per night from

$287

Beach, Village, Dock, Private Heated Pool... Fantastic Location, No Car Needed!

Siesta Key house

2 bedrooms
3 bathrooms

sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$457

Sea Club II - 1B: By Beachside Management

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

2 of 3 match: Rental types, Water sports, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$240

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

2 of 3 match: Rental types, Water sports, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$115

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

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

2 of 3 match: Rental types, Water sports, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$746

Jacaranda Artist Retreat

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$218

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$501

ISLAND TOWNHOUSE - 200 Steps to the BEACH

Holmes Beach house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 43 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$207

Great location, quiet, peaceful, and comfortable

Sarasota house

2 bedrooms
1 bathroom

sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$46

Flamingo Cottage

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$172

Sea Shell Cottage

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$172

Tropical Breeze Triple Cottages, Sleeps 16

Sarasota house

6 bedrooms
5 bathrooms

sleeps 16

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$683

Sea Glass Dual Cottages, Sleeps 12, Heated Pool

Sarasota house

4 bedrooms
4 bathrooms

sleeps 12

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$402

Dream beach, pool/spa retreat!

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 9

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$345

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

2 bedrooms
2 bathrooms

sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$287

A Comfortable getaway!

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$115

Mid Century Home With Private Heated Pool

Tallevast house

2 bedrooms
2 bathrooms

sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$182

Just a mile to downtown Sarasota!

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$98

Walk to the beach and downtown

Sarasota house

1 bedroom
1 bathroom

sleeps 2

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$69

Stunning & Bright Sarasota Home

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$395

Castnetter Beach Resort 6

Holmes Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 3 match: Rental types, Shared outdoor pool (unheated), Water sports

1 of 3 filters match

Price per night from

$315

Super Cute Cottage--Private--Walk/Bike to Beach

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$258

Las Palmas; by Beachside Management

Siesta Key house

7 bedrooms
8 bathrooms

sleeps 16

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$1,202

❤️ Family Getaway ❤️ Special Rates ⚡️ March 19 - March 26 | Fully Stocked

Palma Sola house

4 bedrooms
4 bathrooms

sleeps 14

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$602

Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 0 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$229

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms
3 bathrooms

sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

2 of 3 match: Shared outdoor pool (unheated), Rental types, Water sports

2 of 3 filters match

Price per night from

$631