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Cot available
Jacuzzi or hot tub
Wireless Internet
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Private pool
Heated pool
Private indoor pool
Balcony or terrace
Washing machine
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DVD player
Grill
High chair
Sea view
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Dishwasher
Children's pool
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Shared outdoor pool (heated)
Shared outdoor pool (unheated)
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Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Clothes dryer
Games room
Table tennis
Ceiling Fans
Climbing frame
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Boat available
Staffed property
Private fishing lake or river
Trampoline
Swing set or jungle gym
Bicycles available
Towels provided
Linen provided
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Housekeeping Included

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Pets allowed
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Beach or lakeside relaxation
City breaks
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Golf course on site or within 15 min walk
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124 apartments

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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.

Match: Cot available Jacuzzi or hot tub

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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

Match: Cot available Jacuzzi or hot tub

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Price per night from

$149

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: Jacuzzi or hot tub, Cot available

1 of 2 filters match

Price per night from

$2,856

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: Jacuzzi or hot tub, Cot available

1 of 2 filters match

Price per night from

$178

Manatee River Cottage in Historic Old Town

Palmetto cottage

3 bedrooms
1 bathroom

sleeps 7

1 of 2 match: Jacuzzi or hot tub, Cot available

1 of 2 filters match

Price per night from

$148

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: Jacuzzi or hot tub, Cot available

1 of 2 filters match

Price per night from

$190

A Gulf Front Paradise ! Newly updated , wide open wall to wall view, spacious cl

Bradenton Beach condo

2 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 16 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$458

The Salty Dog on North Shore

Anna Maria house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$389

Bromeliad at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$490

Hibiscus at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$490

Pineapple at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$490

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, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$127

Beachfront view, toes in the sand and gulf. Simply paradise, book now your beach

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$275

Spacious Club Longboat Key steps to the sand, private beach paradise! Pools, Gym

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 16 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$168

Luxury waterfront home with a heated pool and spa!

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 10

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$424

Beachplace Building 3 unit 302

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$187

Orchid at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$490

Coconut at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$490

Split Leaf at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$490

Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Bea

Bradenton Beach condo

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$260

Anna Maria Island Surfside Bungalow

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$355

10 minutes to Beach and near IMG

Bradenton house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$127

Dive into Relaxation and Adventure with our Private Pool, soothing Hot Tub, and

Bradenton house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$145

15 minutes to Anna Maria Island Beaches, Private Pool and close to Downtown Sara

Bradenton house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$190

Pelican Cove 3

Bradenton Beach condo

2 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$202

The Strand Sarasota

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$190

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$272

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms
5 bathrooms

sleeps 14

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,001

Shorewalk Condo ED near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$402

Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$161

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 25 minutes

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$259

GULF FRONT ON #1 Beach! Siesta Dunes (by owner)

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.

1 of 2 match: Cot available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$272