Vacation Rentals & Beach Rentals in Anna Maria

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Swimming pool
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Private tennis court
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Staffed property
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Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

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Golf course on site or within 15 min walk
City breaks
Skiing – property near ski resort
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Beach or lakeside relaxation
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36 beach rentals

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White Sand Beaches- Bayfront Park

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 8

Match: Bicycles available Golf course on site or within 15 min walk

All filters match

Price per night from

$631

Anna Maria Beach Serenity

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$951

Cloud 9

Anna Maria house

5 bedrooms
5 bathrooms

sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Bicycles available

1 of 2 filters match

Price per night from

$1,951

Tripletail

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Bicycles available

1 of 2 filters match

Price per night from

$1,718

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Bicycles available

1 of 2 filters match

Price per night from

$745

Waves on Anna Maria

Anna Maria house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Bicycles available

1 of 2 filters match

Price per night from

$976

Mintfish

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Bicycles available

1 of 2 filters match

Price per night from

$1,148

Serendipity

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Bicycles available

1 of 2 filters match

Price per night from

$1,262

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

4 bedrooms
5 bathrooms

sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Bicycles available

1 of 2 filters match

Price per night from

$2,295

Great rentals within 20 miles that match your search

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

3 bedrooms
2 bathrooms

sleeps 6

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$128

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 5

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$86

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: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$477

A Paradise for Golfers and Tennis players

Bradenton apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 27 minutes

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$139

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$436

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$114

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

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$746

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

1 bedroom
1 bathroom

sleeps 4

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$172

Meadows Townhouse With Golf View in Sarasota

Fruitville house

3 bedrooms
3 bathrooms

sleeps 6

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$150

Beautiful Longboat Key Home!

Bradenton Beach house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 27 minutes

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$517

Pass-A-Grille Beach House

St. Pete Beach house

1 bedroom
1 bathroom

sleeps 4

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$218

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$117

Parrot Paradise Sarasota ~Low cleaning fee~ near Dtwn, beach, airport, pinecraft

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$108

Rambo's Beach Retreat! Tradewinds Unit 14

Bradenton Beach condo

1 bedroom
1 bathroom

sleeps 4

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$454

Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes

St. Pete Beach cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 9 minutes

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$332

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

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$230

Island Beach cottage rental w/king+2bikes+smartTV

St. Pete Beach house

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 9 minutes

Match: Bicycles available Golf course on site or within 15 min walk

All filters match

Price per night from

$224

SUN FUN +FL Life! Close 2Beach and Dtwn! w/2Bikes

St. Petersburg house

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 9 minutes

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$91

Escape, Fun, Paradise, Nature, Privacy , Retreats, Reunions, Getaways

Bradenton house

8 bedrooms
7 bathrooms

sleeps 27

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$1,720

Steps to Beach+bikes VaCay getaway on PaG island

St. Pete Beach cottage

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 9 minutes

Match: Bicycles available Golf course on site or within 15 min walk

All filters match

Price per night from

$184

Tiny Home/Simple living+patio+BBQ+2bikes+Parking

St. Petersburg house

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 9 minutes

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$65

Anna Maria Island Sunshine Kiss Villa

Holmes Beach studio

Studio
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

Match: Bicycles available Golf course on site or within 15 min walk

All filters match

Price per night from

$152

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

Match: Bicycles available Golf course on site or within 15 min walk

All filters match

Price per night from

$191

Sunny PaG Island rental w/bikes-just steps2beach

St. Pete Beach house

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 9 minutes

Match: Bicycles available Golf course on site or within 15 min walk

All filters match

Price per night from

$181

Close to all with a King-bed! Bikes included

St. Petersburg house

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 9 minutes

Match: Bicycles available Golf course on site or within 15 min walk

All filters match

Price per night from

$83

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

Bradenton house

3 bedrooms
2 bathrooms

sleeps 8

Match: Bicycles available Golf course on site or within 15 min walk

All filters match

Price per night from

$287

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

Match: Bicycles available Golf course on site or within 15 min walk

All filters match

Price per night from

$149

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Vacation Rentals & Beach Rentals in Anna Maria

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36 beach rentals

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rentals in Anna Maria