Anna Maria Cottages & Vacation Rentals

Anna Maria Cottage Rentals, Vacation Homes & Short Term Rental Accommodations

Book our vacation rentals for rent with selection of 1-8 bedroom vacation homes in Anna Maria.

Perfect for a romantic honeymoon, family getaway or a vacation for two. Find availability details, view pictures of vacation rental, villa condo or resort accommodations.

Coconuts Management - Tahitians - Holmes Beach 3

Coconuts Management - Tahitians - Holmes Beach - Hawaiian Style Duplex's

Cottage Rentals - Anna Maria Island

1 Bedroom(s) 2.0 Bath Sleeps:

Starting at: $165.00/Day

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The Tahitians are one bedroom two bath apartments on stilts. They are less than one minute walking distance to the Gulf of Mexico, wood deck with view of the beach.... read more »

Sea Grape Lane - DIRECT GULF FRONT cottage in City of Anna Maria!

Cottage Rentals - Anna Maria

2 Bedroom(s) 1.0 Bath Sleeps: 6

Starting at: $530.00/Day

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A lot of time, love, and taste have gone into remodeling this vacation home without losing any of that vintage charm. (2) Bedroom, (1) Bathroom, accomodates up to (6) people: 1 King, 1 Queen,1 Twin, 1 Trundle. The cottage has just been outfitted ... read more »

The Seashell Cottage - Old Florida charm steps from the beach

Cottage Rentals - Anna Maria

2 Bedroom(s) 2.0 Bath Sleeps: 6

Starting at: $1,395.00/Wk

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The two bedroom and two bath beach cottage rental so close to the beach you can smell the salt air. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. The sugar sand beach is only STEPS away at the end of the s... read more »

Palm Isle Village Resort - 4 Star one & two Bedroom cottages with Gulf Views

Cottage Rentals - Anna Maria Island

2 Bedroom(s) 2.0 Bath Sleeps: 6

Starting at: Call for Rates

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Palm Isle Village -3200 Gulf Drive - Holmes Beach Palm Isle Village in Holmes Beach is Anna Maria Islands NEWEST and finest condominium complex offering several fabulous holiday villas all designer decorated and with floor plans maximizing water v... read more »

Sweet Retreat Cottage - 3 bed/2 bath cottage in paradise

Cottage Rentals - Anna Maria

3 Bedroom(s) 2.0 Bath Sleeps: 8

Starting at: $2,270.00/Wk

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This holiday cottage rental on Anna Maria Island was named Sweet Retreat Cottage for a reason. Spend a week or two here and your stress will melt away like candy left in the sun. Cozy enough for honeymooners, but room for a family of eight, you’re... read more »