House vacation rentals in Anna Maria Island
Find and book unique houses on Airbnb
Top-rated house rentals in Anna Maria Island
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Tampa
4.9 out of 5 average rating, 125 reviewsPool Oasis | Karaoke | 5G | Theater 135" | Grill
Home in Sarasota
4.93 out of 5 average rating, 134 reviewsCentrally located oasis.
Home in Seminole
4.92 out of 5 average rating, 105 reviews4 bedroom and private pool, near to Clearwater
Home in Seminole
4.88 out of 5 average rating, 140 reviewsHuge & Heated Pool Home 5 Minutes Away from Beach!
Home in Siesta Key
4.92 out of 5 average rating, 115 reviewsSiesta Peace Retreat a private home rental
Home in Clearwater
4.87 out of 5 average rating, 164 reviewsSunny Clearwater Getaway! Heated-pool/Spa
Home in Bradenton
4.86 out of 5 average rating, 279 reviewsLarge 4 bedroom pool home tiki bar close to Ami
Home in Largo
4.95 out of 5 average rating, 130 reviewsBeautiful Heated Pool house, 10 mins to the beach!
Weekly house rentals
Home in Tampa
4.92 out of 5 average rating, 99 reviewsSeminole Heights Gem
Home in Largo
4.94 out of 5 average rating, 102 reviewsSlice of Life, pet free heated pool 10 min 2 beach
Home in Siesta Key
4.89 out of 5 average rating, 102 reviewsSpacious & Modern Gem ~ Walk to Gated Beach ~ Pool
Home in Sarasota
4.83 out of 5 average rating, 116 reviewsSeagrass Cottage- Hot tub near downtown/beaches
Home in Bradenton
4.84 out of 5 average rating, 242 reviewsComfortable & modern house in Central Bradenton
Home in Sarasota
4.94 out of 5 average rating, 148 reviewsWood Street Retreat 4/2 Near Beaches & Downtown
Home in Sarasota
4.92 out of 5 average rating, 66 reviewsThe Happy House - Seeing is Believing!
Home in Apollo Beach
4.86 out of 5 average rating, 44 reviewsMansion@Golf&Sea 3 MBR, Not affected by hurricane!
Private house rentals
Home in Bradenton
4.97 out of 5 average rating, 34 reviewsAmazing heated pool and grill! The Farm House
Home in Tampa
5 out of 5 average rating, 177 reviewsMulti-Award Winning & Top 1% Rated on Airbnb
Home in Sarasota
4.96 out of 5 average rating, 55 reviews2223 Doud Street, Sarasota, FL
Home in Tampa
4.92 out of 5 average rating, 93 reviewsVacational, private heated pool house
Home in Longboat Key
4.86 out of 5 average rating, 110 reviewsSummer House longboat key
Home in Largo
4.92 out of 5 average rating, 53 reviewsWalk to Beach Food Drinks & Shops! “The Big House”
Home in Largo
4.81 out of 5 average rating, 75 reviewsTranquil Home. 2 minutes to Indian Rock Beach...
Home in Seminole
4.89 out of 5 average rating, 19 reviewsParadise House~ 2.5mi from beach
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
- Earth house rentals United States
- Lighthouse rentals United States
- Guesthouse rentals United States
- House rentals United States
- Townhouse rentals United States
- Beach house rentals Florida
- House rentals Florida
- Lakehouse rentals Florida
- Tiny house rentals Florida
- Guesthouse rentals Florida
- Townhouse rentals Florida
- Beach house rentals Florida
- House rentals Florida
- Lakehouse rentals Florida
- Tiny house rentals Florida
- Guesthouse rentals Florida
- Townhouse rentals Florida
- Rentals with a fireplace Anna Maria Island
- Rentals with pools Anna Maria Island
- Rentals with beach access Anna Maria Island
- Condo rentals Anna Maria Island
- Apartment rentals Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Kid-friendly rentals Anna Maria Island
- Villa rentals Anna Maria Island
- Monthly Rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Beach house rentals Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Waterfront rentals Anna Maria Island
- Beach condo 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
- Luxury rentals Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Cottage rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Rentals with lake access Anna Maria Island
- Townhouse rentals Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Townhouse rentals Kissimmee
- House rentals Kissimmee
- Tiny house rentals Kissimmee
- Guesthouse rentals Tampa
- Townhouse rentals Tampa
- House rentals Tampa
- Beach house rentals Tampa
- Tiny house rentals Tampa
- Townhouse rentals Manatee County
- Guesthouse rentals Manatee County
- House rentals Manatee County
- Tiny house 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