Anna Maria Vacation Rentals
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
Our top choices for Anna Maria vacation rentals
1. AUG, SEPT. SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog
AUG, SEPT. SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog
2. Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
3. Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
4. Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
5. Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
6. Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
7. Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
8. Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B
Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B
Find vacation rentals that suit your style
Top Anna Maria Hotel Reviews
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
Price trends for vacation rentals in Anna Maria
Less expensive | More expensive | Next month |
|---|---|---|
September | March | $540 |
Month | Price |
|---|---|
January | $648 |
February | $861 |
March | $887 |
April | $725 |
May | $551 |
June | $691 |
July | $777 |
August | $571 |
September | $540 |
October | $588 |
November | $561 |
December | $708 |
Find out more about Anna Maria
Everything you need to know about Anna Maria vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna Maria vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Anna Maria vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Anna Maria. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Anna Maria in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $460 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Anna Maria rentals
At Expedia, we put the best Anna Maria vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Anna Maria rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna Maria vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna Maria. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Explore a world of travel with Expedia
- Oceanfront Hotels in Anna Maria Island
- Hotels near Tampa Intl.
- Siesta Key Hotels
- Tampa Hotels
- Oceanfront Hotels in Siesta Key
- Oceanfront Hotels in St. Pete Beach
- Resorts in Anna Maria Island
- Beach Hotels in Siesta Key
- All-Inclusive Resorts in St. Petersburg - Clearwater
- St. Pete Beach Hotels
- All-Inclusive Resorts in St. Pete Beach
- Oceanfront Hotels in Clearwater Beach
- Clearwater Hotels
- Hotels near Port of Tampa
- Oceanfront Hotels in Sarasota
- St. Petersburg - Clearwater Hotels
- Cheap Hotels in Tampa
- Oceanfront Hotels in Tampa
- Clearwater Beach Hotels
- Bradenton Hotels
- Sarasota Hotels
- Flights from Tampa Intl.
- Flights from Dallas (DFW) to Tampa (TPA)
- Flights from Detroit (DTW) to Tampa (TPA)
- Flights from Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
- Flights from Fort Lauderdale (FLL) to Tampa (TPA)
- Flights from Chicago (ORD) to Tampa (TPA)
- Flights from Raleigh (RDU) to Tampa (TPA)
- Flights from Boston (BOS) to Tampa (TPA)
- Flights from Philadelphia (PHL) to Sarasota (SRQ)
- Flights to Anna Maria Island
- Flights from Charlotte (CLT) to Tampa (TPA)
- Flights from New York (NYC) to Tampa (TPA)
- Flights to Clearwater Beach
- Flights from Minneapolis (MSP) to Sarasota (SRQ)
- Flights from Philadelphia (PHL) to Tampa (TPA)
- Flights from Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
- Flights from Washington (DCA) to Tampa (TPA)
- Flights from Sarasota-Bradenton Intl.
- Flights from St. Petersburg - Clearwater
- Flights from Atlanta (ATL) to Tampa (TPA)
- Flights from Denver (DEN) to Tampa (TPA)
- Flights to Tampa
- Flights from Boston (BOS) to Sarasota (SRQ)
- Flights from Hartford (BDL) to Tampa (TPA)
- Flights from Minneapolis (MSP) to Tampa (TPA)
- Flights to Siesta Key
- Flights from Baltimore (BWI) to Tampa (TPA)
- Flights from Miami (MIA) to Tampa (TPA)
- Flights from Pittsburgh (PIT) to Tampa (TPA)
- Flights to Sarasota
- Flights from New York (JFK) to Sarasota (SRQ)
- Flights from Chicago (ORD) to Sarasota (SRQ)
- Flights from Cleveland (CLE) to Tampa (TPA)
- Flights from Los Angeles (LAX) to Tampa (TPA)
- Flights to St. Petersburg - Clearwater
- St. Petersburg Vacation Rentals
- Siesta Key Vacation Rentals
- Holmes Beach Vacation Rentals
- Longboat Key Vacation Rentals
- Tampa Vacation Rentals
- Lakewood Ranch Vacation Rentals
- Anna Maria Island Vacation Rentals
- Shell Key Preserve Vacation Rentals
- St. Petersburg - Clearwater Vacation Rentals
- Clearwater Beach Vacation Rentals
- Venice Vacation Rentals
- Parrish Vacation Rentals
- St. Pete Beach Vacation Rentals
- Indian Rocks Beach Vacation Rentals
- Ruskin Vacation Rentals
- Bradenton Beach Vacation Rentals
- Tierra Verde Vacation Rentals
- Redington Beach Vacation Rentals
- Palmetto Vacation Rentals
- Seminole Vacation Rentals
- North Redington Beach Vacation Rentals
- Sarasota Vacation Rentals
- Lido Key Vacation Rentals
- Madeira Beach Vacation Rentals
- Bradenton Vacation Rentals
- Treasure Island Vacation Rentals
- Egmont Key State Park Vacation Rentals
- Ellenton Vacation Rentals
- Gulfport Vacation Rentals
- Indian Shores Vacation Rentals
