Cottage vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Anna Maria cottage rentals
Cottage rentals with a pool
Cottage in Madeira Beach
4.8 out of 5 average rating, 163 reviewsQuaint Madeira Beach Cottage with Heated Pool
Apr 10 – 17
Cottage in Siesta Key
4.88 out of 5 average rating, 217 reviewsSiesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Dec 16 – 23
Cottage in Siesta Key
4.84 out of 5 average rating, 132 reviewsAdorable Cozy Silver Sands Cottage on Siesta Key!!
Aug 24 – 31
Cottage in Sarasota
4.83 out of 5 average rating, 108 reviewsWalk to Beach & St. Armands/Private cottage &grill
Dec 10 – 17
Cottage in Sarasota
4.84 out of 5 average rating, 154 reviewsHeated Pool! Beach! Drift Inn Unit B Siesta Key!
Apr 19 – 26
Cottage in Siesta Key
4.81 out of 5 average rating, 260 reviewsSunspot Cottage 2BR/2B Getaway w/ private beach
Sep 13 – 20
Cottage in Madeira Beach
4.83 out of 5 average rating, 114 reviewsFamily Friendly Beach Cottage in Madeira Beach, FL
Nov 5 – 12
Cottage in Holmes Beach
4.75 out of 5 average rating, 8 reviewsBlu Idyll Getaway by Beach Boutique Rentals
Oct 10 – 17
Cottage rentals with a hot tub
Cottage in Safety Harbor
4.96 out of 5 average rating, 157 reviewsHarbor Oasis with Hot Tub
Sep 10 – 17
Cottage in Clearwater
4.77 out of 5 average rating, 166 reviewsTiki Cottage Sleeps 6, Pets OK, Steps to Beach
Dec 3 – 10
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 293 reviewsPrivate Heated pool/spa home!
Aug 22 – 29
Cottage in Holmes Beach
4.91 out of 5 average rating, 45 reviewsKiwi Cottage *Heated Pool+Spa+ walk to the Beach!
Sep 28 – Oct 5
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 64 reviewsNEW! Updated Stilt Home STEPS TO BEACH!
Jan 17 – 24
Cottage in Bradenton
4.95 out of 5 average rating, 82 reviewsCoastal Home w/ Pool & Hot Tub
Aug 23 – 30
Cottage in Palm Harbor
4.85 out of 5 average rating, 52 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Dec 1 – 8
Cottage in Bradenton
5.0 out of 5 average rating, 4 reviewsCozy Casita Close to Anna Maria Island!
May 9 – 16
Pet-friendly cottage rentals
Cottage in Indian Rocks Beach
4.89 out of 5 average rating, 243 reviewsVintage Florida Beach Cottage B
Aug 25 – Sep 1
Cottage in Gulfport
4.99 out of 5 average rating, 257 reviewsGulfport Art District - One Block From Beach!
Oct 22 – 29
Cottage in Myakka City
4.99 out of 5 average rating, 113 reviewsNEW! Peaceful Country Cottage near Lakewood Ranch
Nov 18 – 25
Cottage in Tampa
4.99 out of 5 average rating, 144 reviewsBay Lake Cottage
Jan 9 – 16
Cottage in Treasure Island
4.93 out of 5 average rating, 102 reviewsTreasure Island Beach Cottage
Aug 7 – 14
Cottage in Dunedin
4.97 out of 5 average rating, 265 reviewsWalk to Downtown & Waterfront- Barefoot Parrot 3
Aug 21 – 28
Cottage in Sarasota
4.97 out of 5 average rating, 128 reviewsTropical Oasis SRQ.
Jun 15 – 22
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 155 reviewsCottage w/ Private Patio | 3 Min Walk to the Beach
Nov 9 – 16
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
$190 before taxes and fees
Destinations to explore
- Anna Maria Island Vacation rentals
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- Beachfront rentals Anna Maria
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- Family-friendly rentals Anna Maria
- Rentals with a hot tub Anna Maria
- Pet-friendly rentals Anna Maria
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- Monthly Rentals Anna Maria
- Cottage rentals Manatee County
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