Anna Maria Vacation Rentals, Private Rental Homes & Cottages.
Large selection of Rentals, book your Anna Maria Vacation Rental Home Here and Save!
Many rental properties to choose from, including private Homes, Cottages or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities that will make your Florida visit the perfect getaway.
Newer Custom Home Walking Distance from the Gulf ! NOT LISTED ON FACEBOOK
Anna Maria Vacation Rental 
4.8 Star Review
This large home was constructed in 2009. It is a decorator furnished, pool home and considered top of the line in vacation rental homes. With approximately 3200 square feet of conditioned space and over 2000 square feet of covered balconies, poolside dining and lounging areas, there is plenty of room for a family to spread out and relax in this Fl.......read more
4 Bedrooms
- Sleeps 8
Vacation Rental Home in Anna Maria
BEAUTIFUL BEAN POINT LOCATION 200 FEET TO ROD AND REEL PIER! EVERYTHING INCLUDED
Anna Maria Cottage 4.9 Star Review
The Ballyhoo is a ground floor rental on historic Bean Point in Anna Maria City. 200 feet to the beach, the Rod & Reel Pier/restaurant/bar and its great food and world class fishing . Enjoy panoramic views of Tampa Bay, the Skyway Bridge, historic Egmont Key and lighthouse, and Passage Key. Our beach offers beautiful blue water, with soft white san.......read more
2 Bedrooms
- Sleeps 6
Cottage in Anna Maria
Brand New Home w/private Pool and Spa, awesome tropical backyard! Walk to Beach
Anna Maria Vacation Rental 5.0 Star Review
Are you Feelin\' Beachy?
This 4 bedroom, 4.5 bathroom home is a brand new construction luxury home! Each of the 4 bedrooms has an ensuite bathroom and there is a larger master suite with a bonus den attached. No detail has gone unfinished as you will notice when you walk up the front stairs to the home accented with white and blue tile t.......read more
4 Bedrooms
- Sleeps 8
Vacation Rental Home in Anna Maria
Beach block/Pvt Heated Pool/Spa/Cabana/SUP/Kayaks/Bicycles/4 bed/4.5 bath
Anna Maria Vacation Rental 5.0 Star Review
CabAnna Maria is a completely renovated 4 bedroom, 4.5 bathroom beach block vacation property that sleeps 8 comfortably. Three of the bedrooms have king sized beds and each has a private bath with a shower. The bunk room has custom built-in twin over full bunk beds. All bedrooms have large flat screen TVs. A common bath with a tub is next to th.......read more
4 Bedrooms
Vacation Rental Home in Anna Maria
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
ANNA MARIA Vacation Rental 4.8 Star Review
Welcome to Sea Waves, our newly renovated home with 3 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natural view of Bimini Bay. Smart TV, WiFi, free access to Netflix, washer/dryer, and a full kitchen with cooking essentials. Sea Waves cottage is located at the North End of Anna Maria Island, sailboat direct to Bimini Bay, walking di.......read more
3 Bedrooms
- Sleeps 6
Vacation Rental Home in ANNA MARIA
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria Cottage 4.7 Star Review
Welcome to Sea Breeze, our newly renovated home with 2 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natural view of Bimini Bay. Smart TV, WiFi, free access to Netflix, washer/dryer, and a full kitchen with cooking essentials. Sea Breeze cottage is located at the North End of Anna Maria Island, sailboat direct to Bimini Bay, walking .......read more
2 Bedrooms
- Sleeps 4
Cottage in Anna Maria
Bean Point Cottage: North End Pool Home, Close to Beach & Bay by Anna Maria Life Vacation Rentals
Anna Maria Vacation Rental 4.8 Star Review
709 North Bay Blvd., Anna Maria, FL 34216
What You\'ll Love About This Home:
Location! North End of AMI and 500 Steps To The Beach!
3 Bedrooms / 2 Bathrooms
1 King ,1 Queen, & 2 Twins
Private Heated Pool
Outdoor Shower
Fully Equipped Kitchen
Gas BBQ Grill
Washer & Dryer & Complimentary WIFI
Beach Chairs & Beach.......read more
3 Bedrooms
- Sleeps 6
Vacation Rental Home in Anna Maria
Ground level Tampa Bay front home.
Anna Maria Vacation Rental 4.5 Star Review
Beautiful waterfront home located on the north end of Anna Maria Island. Located on North Shore Drive, approx 9 houses east of the Rod n Reel Pier and half a mile from the Historical City Pier. Anna Maria Island is a piece of old Florida. Perfect for family vacations, swimming, and watching the dolphins. 100 ft of private beach is all yours! Relax .......read more
4 Bedrooms
- Sleeps 8
Vacation Rental Home in Anna Maria
Completely remodeled Canal front home with boat dock & lift.
Anna Maria Vacation Rental 4.9 Star Review
Make your way to Anna Maria Island and experience a one-of-a-kind paradise when you stay in this beautiful, stylish, recently renovated Four-bedroom, Four bath home with a private heated pool and bonus cottage complete with game room. Not only will you have easy access to dining, the beach is only a short distance away. Sea Horse is perfectly loca.......read more
4 Bedrooms
Vacation Rental Home in Anna Maria
Unique beach house near Bean Point, heated pool and just 2 min to beach.
Anna Maria Vacation Rental 5.0 Star Review
Beautiful elevated Beach House with a private heated pool situated in the sought after residential north end of Anna Maria Island. Superbly located, only 2 minutes walk to the best beaches, only in the north end do you have access to the Gulf and Bay beaches, watch the dolphins, see the huge variety of birds and watch the glorious sunsets. The loca.......read more
3 Bedrooms
- Sleeps 6
Vacation Rental Home in Anna Maria
Island in the Sun - Two Bedroom House, Sleeps 6
Anna Maria Vacation Rental 5.0 Star Review
WELCOME to “Island in the Sun” ...this newly renovated home on AMI offers charm, comfort, and luxury. Island in the Sun is located just one block south of Pine Ave and just a few flip flop steps away from the City Pier Bay Beach and the popular restaurant - The Waterfront. The City Pier Bay Beach offers narrow white sand beaches, amazing views .......read more
2 Bedrooms
- Sleeps 6
Vacation Rental Home in Anna Maria
Crescent Palms - Three Bedroom House, Sleeps 8
Anna Maria Vacation Rental 4.9 Star Review
*3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* Treat yourself to “Crescent Palms” on the north end of Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedroom, 2 bath beach house offers comfort, luxury, and relaxation. Crescent Palms is loca.......read more
3 Bedrooms
- Sleeps 8
Vacation Rental Home in Anna Maria
Zen Gardens - Three Bedroom House, Sleeps 8
Anna Maria Vacation Rental 4.6 Star Review
*3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* Welcome to Zen Gardens on beautiful AMI. BIG NEWS: a brand new, full sized pool and spa was installed and is ready for your use. Zen Gardens is located just north of Pine Ave - and 1 house from the beach - in the City of Anna Maria.......read more
3 Bedrooms
- Sleeps 8
Vacation Rental Home in Anna Maria
Pineapple Cottage - Four Bedroom House, Sleeps 8
Anna Maria Vacation Rental 4.9 Star Review
Welcome to “Pineapple Cottage” – a beautifully updated ground level beach cottage located in the heart of Anna Maria City and just 1 block from all the shops, restaurants and fun on Pine Avenue. This charming cottage has been professionally decorated and offers all the luxuries you will come to expect from Staying with Salty Mermaid Vacation .......read more
4 Bedrooms
- Sleeps 8
Vacation Rental Home in Anna Maria
Sept $2299/wk*! - Waterfront/Backyard Beach/Hot Tub/Pool/Dock/Putting Green!
Anna Maria Vacation Rental 4.9 Star Review
Sept 17 - 24, 2022 Last Minute Deal
$2,299/wk* plus fees and taxes.
Hurry this won\'t last!
*Applies to new reservations only
Renovated!
-new putting green
-new master bathroom upstairs
-new master balcony enlarged and with seating
-new metal roof
-new exterior paint, lighting, garage doors, etc..
-new composit.......read more
4 Bedrooms
- Sleeps 10
Vacation Rental Home in Anna Maria
Vacation Rentals by Owner in Anna Maria Florida.
We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for places to rent in Anna Maria Florida.