
Cottage rentals near Anna Maria Island
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Top-rated cottage rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness, and more.
Popular amenities for cottage rentals near Anna Maria Island
Cottage rentals with a hot tub

Charming Home w/ Hot Tub, 20 min to Beach + Garden

Beachy Keen Cottage A only steps to the Beach

Close to the Beach+ Private heated pool and spa!

Corner Cottage Sleeps 5, Steps to Beach, Pets OK.

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail

Cozy Cottage 1 block from Beach

Quaint Cottage,150 steps away from Crescent Beach!

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub
Pet-friendly cottage rentals

Good Vibes Cozy Cottage on Million $ Row

Sunny PaG Island rental w/bikes-just steps2beach

Artsy guest house; near downtown w/ private patio

Vintage Florida Beach Cottage B

Casa Azul. 2 bed/2 bath on lake

Cozy up in a French Country nest NEAR EVERYTHING

Beachy Paradise

ALL NEW! Coral Sands II ~Coastal Modern 2/2 IRB
Private cottage rentals

Yachtsman Gulf front on sand, Sleeps 6 Heated Pool

Palm Villa by Beach Boutique Rentals

Cozy Cottage

Water Front Super Chic 2BD/ 1 bath - Cottage Wi-Fi

Sailfish Gulf Suites #4, Garden Views, Steps from

*Fall Special* NEW 3BR | Near AMI, IMG & Beach

Waterfront+Pool+Putting Green+Beach Gear! 2BR/2BA

Kamp Komfort Historic Family Beach House
Luxury cottage rentals

Location 3 Bed Cottage 1 block to SiestaKey beach

3 Palms Beachfront Cottages - Beachfront

Seashell Cottage

Luxury Beach Bungalow | Walk to Dining & Sunset

Pass-a-Grille Historic Cottage Duplex

The All Hands On Deck Cottage at Casa Limonada

Bayside Bliss: 1BR Cottage on Longboat Key

Seaside Retreat Cottages #3
Quick stats about cottage rentals near Anna Maria Island
Total rentals
60 properties
Nightly prices starting at
€ 95 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- Rentals with outdoor seating Anna Maria Island
- Waterfront rentals Anna Maria Island
- Rentals with beach access Anna Maria Island
- Hotel rentals Anna Maria Island
- Apartment rentals Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with lake access Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Beach house rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Condo rentals Anna Maria Island
- Beach condo rentals Anna Maria Island
- House rentals Anna Maria Island
- Rentals with pools Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Townhouse rentals Anna Maria Island
- Villa rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Cottage rentals Manatee County
- Cottage rentals Florida
- Cottage rentals United States
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park