Cottage vacation rentals in Anna Maria Island
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Anna Maria Island
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 Island cottage rentals
Cottage rentals with a hot tub
Cottage in Safety Harbor
4.96 out of 5 average rating, 169 reviewsHarbor Oasis with Hot Tub
Cottage in Tampa
4.95 out of 5 average rating, 95 reviewsHot tub, 2 floors riverfront, Bush Gardens, kajaks
Cottage in Holmes Beach
4.92 out of 5 average rating, 51 reviewsKiwi Cottage *Heated Pool+Spa+ walk to the Beach!
Cottage in Dunedin
5 out of 5 average rating, 11 reviews1000 Oaks Cottage 3bed/2bath with hot tub
Cottage in Largo
5 out of 5 average rating, 32 reviewsFamily FUN~Pool, GameRoom+Bikes, Near Beach/Trail
Cottage in Palm Harbor
4.83 out of 5 average rating, 90 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Cottage in Saint Petersburg
4.99 out of 5 average rating, 72 reviews"TROPI COTTAGE"
Cottage in Largo
4.96 out of 5 average rating, 78 reviewsHidden Oasis #1, high&dry near the beach
Pet-friendly cottage rentals
Cottage in Madeira Beach
5 out of 5 average rating, 7 reviewsPet friendly cozy Cottage close to the beach - OB!
Cottage in Tampa
4.76 out of 5 average rating, 139 reviewsGood Vibes Cozy Cottage on Million $ Row
Cottage in Dunedin
5 out of 5 average rating, 9 reviewsZero damage from hurricane: Downtown Dunedin Cotta
Cottage in Clearwater
4.73 out of 5 average rating, 257 reviewsClearwater cottage
Cottage in Clearwater
4.84 out of 5 average rating, 122 reviewsBeach Guest Cottage. Gulf Semi Private Area.
Cottage in Nokomis
4.97 out of 5 average rating, 138 reviewsSanctuary for Post-Hurricane Travelers
Cottage in St. Petersburg
4.84 out of 5 average rating, 43 reviewsThe Green Bench Cottage - Pet Friendly
Cottage in Bradenton
4.97 out of 5 average rating, 72 reviewsCortez ~ Grouper Cottage. BRING YOUR BOAT!
Private cottage rentals
Cottage in Indian Shores
4.87 out of 5 average rating, 95 reviewsYour Beach Paradise Awaits!
Cottage in Redington Shores
4.75 out of 5 average rating, 309 reviewsBelow -Deck Studio Gulf Side 40 steps to the beach
Cottage in Sarasota
5 out of 5 average rating, 19 reviewsBamboo Cottage, minutes from the beach.
Cottage in Bradenton Beach
4.86 out of 5 average rating, 70 reviewsSweet Escape Beach Cottage
Cottage in Nokomis
4.83 out of 5 average rating, 47 reviewsThe "Sun Cottage" - your relaxing interlude!
Cottage in St. Petersburg
4.93 out of 5 average rating, 14 reviewsBeach Cottage- Pass a Grille- Steps to beach
Cottage in Indian Rocks Beach
4.9 out of 5 average rating, 94 reviewsHistoric Florida Beach Cottage steps from the sand
Cottage in Bradenton
5 out of 5 average rating, 45 reviewsDiscover Hidden Cove #2 - Water Views with Privacy
Destinations to explore
- St Petersburg Vacation rentals
- Fort Myers Vacation rentals
- Cape Coral Vacation rentals
- Sarasota Vacation rentals
- Tampa Vacation rentals
- Key West Vacation rentals
- Naples Vacation rentals
- Kissimmee Vacation rentals
- Miami Beach Vacation rentals
- Miami Vacation rentals
- Fort Lauderdale Vacation rentals
- Orlando Vacation rentals
- Cottage rentals Florida
- Cottage rentals Florida
- Family-friendly rentals 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
- Rentals with lake access Anna Maria Island
- Townhouse rentals Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Rentals with pools Anna Maria Island
- Kid-friendly rentals Anna Maria Island
- Beach house rentals Anna Maria Island
- Monthly Rentals Anna Maria Island
- Condo rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Apartment rentals Anna Maria Island
- Villa rentals Anna Maria Island
- Rentals with beach access Anna Maria Island
- House rentals Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Waterfront rentals Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Beach condo rentals Anna Maria Island
- Cottage rentals Kissimmee
- Cottage rentals Tampa
- Cottage rentals Manatee County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom