Cottage holiday rentals in Anna Maria
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Top-rated cottage rentals in Anna Maria
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Anna Maria
Cottage rentals with a hot tub
Cottage in Clearwater
4.77 out of 5 average rating, 169 reviewsTiki Cottage Sleeps 6, Pets OK, Steps to Beach
Cottage in Safety Harbor
4.96 out of 5 average rating, 161 reviewsHarbor Oasis with Hot Tub
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 299 reviewsPrivate Heated pool/spa home!
Cottage in Holmes Beach
4.91 out of 5 average rating, 46 reviewsKiwi Cottage *Heated Pool+Spa+ walk to the Beach!
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 70 reviewsNEW! Updated Stilt Home STEPS TO BEACH!
Cottage in Palm Harbor
4.81 out of 5 average rating, 62 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Cottage in Largo
4.95 out of 5 average rating, 61 reviewsHidden Oasis #1, just a few minutes to the beaches
Cottage in Palmetto
5.0 out of 5 average rating, 21 reviewsCharming Home w/ Hot Tub, 20 min to Beach + Garden
Pet-friendly cottage rentals
Cottage in Treasure Island
4.93 out of 5 average rating, 102 reviewsTreasure Island Beach Cottage
Cottage in Myakka City
4.99 out of 5 average rating, 115 reviewsNEW! Peaceful Country Cottage near Lakewood Ranch
Cottage in Tampa
4.99 out of 5 average rating, 146 reviewsBay Lake Cottage
Cottage in Indian Rocks Beach
4.89 out of 5 average rating, 250 reviewsVintage Florida Beach Cottage B
Cottage in Gulfport
4.96 out of 5 average rating, 137 reviewsThe Pelicans Roost / Gulfport
Cottage in St. Petersburg
4.95 out of 5 average rating, 101 reviewsArtsy guest house; near downtown w/ private patio
Cottage in Dunedin
4.97 out of 5 average rating, 271 reviewsWalk to Downtown & Waterfront- Barefoot Parrot 3
Cottage in St. Petersburg
4.96 out of 5 average rating, 127 reviewsHomey Cottage Close To It All
Private cottage rentals
Cottage in Madeira Beach
4.92 out of 5 average rating, 119 reviewsFlipper's @ Mad Beach Cottage
Cottage in Gulfport
4.95 out of 5 average rating, 244 reviewsGulfport Cottage STEPS to Beach & Restaurants
Cottage in St. Petersburg
4.92 out of 5 average rating, 126 reviewsPrivate Guesthouse- walk to downtown St. Pete!
Cottage in Treasure Island
4.97 out of 5 average rating, 153 reviewsPeacock Beach Cabana beach in 100 steps
Cottage in Palm Harbor
4.78 out of 5 average rating, 168 reviewsCrystal Beach Cottage #1
Cottage in Indian Shores
4.86 out of 5 average rating, 162 reviews*GROUND FLOOR DIRECT BEACHFRONT COTTAGE!!*
Cottage in Sarasota
4.83 out of 5 average rating, 152 reviewsCharming Beach Cottage
Cottage in Siesta Key
4.88 out of 5 average rating, 220 reviewsSiesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Quick stats about cottage rentals in Anna Maria
Total rentals
10 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
10 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
580 reviews
Nightly prices starting at
£149 before taxes and fees
Destinations to explore
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
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- Apartment rentals Anna Maria
- House rentals Anna Maria
- Waterfront rentals Anna Maria
- Pet-friendly rentals Anna Maria
- Rentals with a washing machine and dryer Anna Maria
- Flat rentals Anna Maria
- Rentals with pools Anna Maria
- Family-friendly rentals Anna Maria
- Rentals with a hot tub Anna Maria
- Rentals with a kayak Anna Maria
- Wheelchair-accessible rentals Anna Maria
- Rentals with outdoor seating Anna Maria
- Rentals with a fireplace Anna Maria
- Rentals with a patio Anna Maria
- Beachfront rentals Anna Maria
- Rentals with beach access Anna Maria
- Luxury rentals Anna Maria
- Family-friendly rentals Anna Maria
- Rentals with a firepit Anna Maria
- Monthly Rentals Anna Maria
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