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 hot tub
Cottage in Safety Harbor
4.96 out of 5 average rating, 156 reviewsHarbor Oasis with Hot Tub
Jun. 5 – 12
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 293 reviewsPrivate Heated pool/spa home!
Mar. 26 – Apr. 2
Cottage in Clearwater
4.77 out of 5 average rating, 123 reviewsCorner Cottage Sleeps 5, Steps to Beach, Pets OK.
Oct. 19 – 26
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 63 reviewsNEW! Updated Stilt Home STEPS TO BEACH!
Nov. 19 – 26
Cottage in Bradenton
4.95 out of 5 average rating, 82 reviewsCoastal Cottage w/ Pool & Hot Tub
Oct. 28 – Nov. 4
Cottage in Palm Harbor
4.84 out of 5 average rating, 49 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Jan. 24 – 31
Cottage in Largo
4.95 out of 5 average rating, 58 reviewsHidden Oasis #1, just a few minutes to the beaches
Jan. 7 – 14
Cottage in Odessa
5.0 out of 5 average rating, 15 reviewsBreathtaking Lakefront Glass Cottage
Aug. 23 – 30
Pet-friendly cottage rentals
Cottage in Palm Harbor
4.78 out of 5 average rating, 167 reviewsCrystal Beach Cottage #1
Aug. 17 – 24
Cottage in Myakka City
4.99 out of 5 average rating, 113 reviewsNEW! Peaceful Country Cottage near Lakewood Ranch
Mar. 12 – 19
Cottage in Tampa
4.99 out of 5 average rating, 140 reviewsBay Lake Cottage
Dec. 11 – 18
Cottage in Dunedin
4.96 out of 5 average rating, 303 reviewsWalk to Downtown & Waterfront- Barefoot Parrot 1
Sep. 16 – 23
Cottage in Sarasota
4.97 out of 5 average rating, 128 reviewsTropical Oasis SRQ.
Aug. 25 – Sep. 1
Cottage in Tampa
4.97 out of 5 average rating, 265 reviewsHistoric Heights Hideaway *LOW FEES*
Nov. 18 – 25
Cottage in Siesta Key
4.89 out of 5 average rating, 143 reviewsSiesta Key Cozy Cottage across from the beach!
Aug. 15 – 22
Cottage in Saint Pete Beach
4.86 out of 5 average rating, 155 reviewsSunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
Aug. 31 – Sep. 7
Private cottage rentals
Cottage in Sarasota
4.94 out of 5 average rating, 138 reviewsSea-esta Cottage-cheerful 2bd/1ba w/ free parking
Nov. 18 – 25
Cottage in Bradenton Beach
4.9 out of 5 average rating, 170 reviewsOhana Gulfside C Historic 1 Bed - 250 ft. to Beach
Dec. 21 – 28
Cottage in Largo
4.94 out of 5 average rating, 124 reviewsFall special 3rd night free! “The Sweet”
Mar. 13 – 20
Cottage in Madeira Beach
4.8 out of 5 average rating, 163 reviews20% OFF Quaint Madeira Beach Cottage w Heated Pool
Dec. 13 – 20
Cottage in Gulfport
4.95 out of 5 average rating, 235 reviewsGulfport Cottage STEPS to Beach & Restaurants
Jun. 23 – 30
Cottage in Treasure Island
4.91 out of 5 average rating, 114 reviewsHistoric Holly House on Treasure Island
Sep. 25 – Oct. 2
Cottage in Sarasota
4.83 out of 5 average rating, 150 reviewsCharming Beach Cottage
Nov. 9 – 16
Cottage in St. Petersburg
4.87 out of 5 average rating, 142 reviewsBeachy St. Pete Cottage Retreat!
May 10 – 17
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
$259 CAD before taxes and fees
Destinations to explore
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- Rentals with a hot tub Anna Maria
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