Arriving: Departing:
Categories:
Bedrooms:Guests:
Advanced Search
Wireless Inernet Waterfront
Water View Pool
Pets


Quick View | Page: 1 of 1 | 44 Rentals
Sort by:
My Beach House- 101 Spring Ave, Anna Maria
Nothing better than having the beach at your doorstep! Located in the heart of Anna Maria city this 2 bedroom, 2 bath Direct Gulf Front cottage has 10......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $260.00
Cedar Getaway- 102 Cedar Ave, Anna Maria
Comfortable 3 bedroom, 2.5 bath Gulf front cottage with private tropical setting and fantastic gulf views! Great family home with large enclosed sun p......
Bedrooms: 3 | Bathrooms: 2.5 | Max Occupancy: 8
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $200.00
Cedar Getaway Apartment- 102 Cedar Ave Apt., Anna Maria
Just steps to the beach! This charming 1 bedroom, 1 bath apartment is situated above the garage and has a large open deck with views of the Gulf. Smal......
Bedrooms: 1 | Bathrooms: 1 | Max Occupancy: 4
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $93.00
Paradise On Palmetto- 105 Palmetto Ave, Anna Maria
Spacious and comfortable three bedroom, two bath home located only one house to the beach! Enjoy the "beachy" atmosphere in this great beach......
Bedrooms: 3 | Bathrooms: 2 | Max Occupancy: 8
Location: Anna Maria
Pets Allowed: No
Chateau Relaxo- 106 75th St, Holmes Beach
Relax and enjoy the charm of yesteryear at this elevated 3BR/3BA vintage beach cottage located just one house from the beautiful white sandy beaches o......
Bedrooms: 3 | Bathrooms: 3 | Max Occupancy: 6
Location: Holmes Beach
Pets Allowed: No
Nightly Rate Starting At: $136.00
Gee`s Gulf View- 106 Palm Ave, Anna Maria
This 2BR/2BA cottage is just steps to the beautiful white sand Gulf beaches and centrally located in Anna Maria Village. West of Gulf Drive so there a......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $115.00
Holmes Beach Bungalow West- 107 47th St
Great location just 3 properties from beach with no streets to cross, direct beach access and a quiet location. This 2BR/2BA unit also has a den for e......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 6
Location: Holmes Beach
Pets Allowed: Yes
Nightly Rate Starting At: $108.00
A Puff Away East- 114 Magnolia Ave East, Anna Maria
Located in the heart of Anna Maria Village and walking distance to everything fun! This 2BR/1.5 Duplex apartment has been recently updated and is loca......
Bedrooms: 2 | Bathrooms: 1.5 | Max Occupancy: 4
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $104.00
A Puff Away West- 114 Magnolia Ave West, Anna Maria
Located in the heart of Anna Maria Village this recently updated one bedroom apartment is located just a few houses from the beautiful Gulf Beaches. D......
Bedrooms: 1 | Bathrooms: 1 | Max Occupancy: 4
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $93.00
Mermaid House- 114 Palmetto Ave, Anna Maria
Looking for a spacious home that is just steps to the beach? This nicely appointed 3BR/2.5BA lsland home is just steps from the beautiful white sand b......
Bedrooms: 3 | Bathrooms: 2.5 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: No
Sandy Toes- 116 Palmetto Ave, Anna Maria
This Charming 2BR/1BA beach cottage is just a few properties to the beach and has direct beach access. No streets to cross to get to the beach! Update......
Bedrooms: 2 | Bathrooms: 1 | Max Occupancy: 4
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $100.00
Las Palmas - 120 Park Avenue, Anna Maria
Anna Maria, close to beach, nice amenities and a beautiful heated Pool makes this the perfect Island getaway!!! This newly remodeled beach bungalow is......
Bedrooms: 3 | Bathrooms: 2 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: No
The Tree House- 124 Hammock, Anna Maria
Located at the quiet North end of Anna Maria this 3BR/2BA canal front home comes with exceptional views! There are two screened lanais, a boat dock an......
Bedrooms: 3 | Bathrooms: 2 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $136.00
Hals Haven With Pool- 205 70th St, Holmes Beach
This nicely appointed 2 bedroom, 2 bath ground floor home with Private Pool is located one very short block to the beautiful white sand beaches o......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 6
Location: Holmes Beach
Pets Allowed: No
Nightly Rate Starting At: $165.00
The Cats Paw- 206 Palmetto Ave, Anna Maria
Bring the family and come enjoy our beautiful beaches! This 4BR/4BA elevated home is only one short block to the beach with direct beach access. This ......
Bedrooms: 4 | Bathrooms: 4 | Max Occupancy: 8
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $158.00
Sand Dollar- 208 76th St, Holmes Beach
Old Florida at it's best! Come enjoy this true Island home with its cute and comfy interior. Located just two short blocks to the beautiful beache......
Bedrooms: 2 | Bathrooms: 1.5 | Max Occupancy: 6
Location: Holmes Beach
Pets Allowed: No
Nightly Rate Starting At: $93.00
Egrets Perch - 208 Palmetto Ave, Anna Maria
Updated home with Pool!! Elevated 2BR/2BA home with open floor plan and large screened lanai. One short block with direct access to the beautiful whit......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $165.00
Palm Court Villas- 210 B Magnolia Ave, Anna Maria
Palm Court Villas are located in the heart of Anna Maria Village with a short stroll to great local restaurants, shops and the Community Center. Beaut......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 4
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $140.00
Surfer Girl- 211 77th St
Enjoy an endless summer at this cute and cozy 1 bedroom, 1 bath ground floor duplex unit located just a short block and half to the beach. Direct beac......
Bedrooms: 1 | Bathrooms: 1 | Max Occupancy: 4
Location: Holmes Beach
Pets Allowed: No
Nightly Rate Starting At: $72.00
Beach Walk- 219 81st St, Holmes Beach
This great 3 bedroom, 2.5 bath family pool home is just a short 1 1/2 blocks to the beach with direct beach access. Amenities include a Private heated......
Bedrooms: 3 | Bathrooms: 2.5 | Max Occupancy: 6
Location: Holmes Beach
Pets Allowed: No
Nightly Rate Starting At: $200.00
Concha Marina- 235 Chilson Ave, Anna Maria
This cute beachy Canal front 3 bedroom, 2 bathroom Home has a Pool and a boat dock and is just 2 short blocks to the beach. Kitchen includes a di......
Bedrooms: 3 | Bathrooms: 2 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $186.00
Fun In The Sun- 304 Gulf Blvd, Anna Maria
This vintage Island beachfront home has 4 sleeping rooms and 2 bathrooms. Enjoy the charm of yesterday in this great family beach house located betwee......
Bedrooms: 4 | Bathrooms: 2 | Max Occupancy: 8
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $229.00
Canary Cottage- 317 Magnolia Ave, Anna Maria
The Canary Cottage has 2 bedrooms plus a bunkroom - and 2 full baths and will Sleep up to 6. Located in the heart of Anna Maria City- This Key West ch......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $118.00
Bayside Bliss- 515 Loquat Dr, Anna Maria
Enjoy quiet seclusion of this bayside location. This 3BR/2BA spacious canal front home is located on a cul-de-sac street. The home has a fully equippe......
Bedrooms: 3 | Bathrooms: 2 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: No
Martinique South Beach Front Unit 102- 5200 Gulf Dr, Holmes Beach
The views from this unit make you feel like your sitting right on the beach! Enjoy the beach and gulf views from this direct beach front unit (#102) a......
Bedrooms: 1 | Bathrooms: 1 | Max Occupancy: 2
Location: Holmes Beach
Pets Allowed: No
Nightly Rate Starting At: $104.00
Waters Edge Condo Unit 206- 5808 Gulf Dr, Holmes Beach
What a great complex located directly on the beach. Enjoy the beautiful gulf views while swimming in the pool. Unit 206 is an updated 2BR/2BA unit wit......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 4
Location: Holmes Beach
Pets Allowed: No
Nightly Rate Starting At: $129.00
Dolphins Playground- 604 South Bay Blvd, Anna Maria
Watch the Dolphin's play from your deck, covered patio or right on your beach! You will enjoy this direct Bay Front home that has direct Bay Views......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $136.00
Cranes Landing- 610 South Bay Blvd, Anna Maria
It doesn't get much better than this! Relaxing on the Screened lanai overlooking the blue waters of Tampa Bay and the Gulf of Mexico. This elevate......
Bedrooms: 3 | Bathrooms: 2 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $129.00
La Casita- 699 North Shore Dr, Anna Maria
This cute 2BR/1BA beach bungalow is on the Gulf side very close to the beach and located at the quiet north end of the Island. Direct beach access jus......
Bedrooms: 2 | Bathrooms: 1 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $104.00
Gladiolus Get Away- 712 Gladiolus St, Anna Maria Villa A
712 Gladiolus, Anna Maria  "Villa A" - This cute 2 bedroom, 1 bath Villa is located at the quiet North End of Anna Maria Island just st......
Bedrooms: 2 | Bathrooms: 1 | Max Occupancy: 4
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $108.00
Casa De Playa- 712 North Shore Dr, Anna Maria
Located at the quiet North end of Anna Maria this 2BR/2BA home is located just across from the Gulf of Mexico. Interior has Mexican tiled floors, upda......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 4
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $104.00
Herons Watch- 766 North Shore Dr, Anna Maria
This elevated 2BR/2BA home is located directly across from the beach at the quiet North end of the Island. Enjoy the gulf breezes from the large scree......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: Yes
Nightly Rate Starting At: $100.00
Beach Beauty- 7700 Gulf Dr, Holmes Beach
We call this Home Beach Beauty for good reason! This beautiful home is West of Gulf Drive and only 175 steps to the beach with no streets to cross to ......
Bedrooms: 3 | Bathrooms: 2.5 | Max Occupancy: 6
Location: Holmes Beach
Pets Allowed: No
Nightly Rate Starting At: $142.00
Islands End- 792 North Shore Dr, Anna Maria
Tropical paradise awaits at this 2BR/1BA villa located across the street from the beach at the beautiful, quiet North End of Anna Maria Island. Sleeps......
Bedrooms: 2 | Bathrooms: 1 | Max Occupancy: 4
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $86.00
North Bay Hideaway- 809 North Bay Blvd, Anna Maria
The best of both worlds on the Island is where the Gulf meets the Bay at the "Tip" of Island in Anna Maria. Beautiful Sunsets, Fishing Piers......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 8
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $156.00
After All- 856 North Shore Dr, Anna Maria
This charming 2BR/1BA cottage is located across the street from the Bay and just doors away from the Rod-n-Reel Pier. Home has a queen size bed and tw......
Bedrooms: 2 | Bathrooms: 1 | Max Occupancy: 4
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $86.00
The Triton House- 5617 Gulf Drive, Holmes Beach
Enjoy Lazy Days on Beautiful Anna Maria Island. This 2 bedroom, 1 bath single family home is located across the street from the beach in central Holme......
Bedrooms: 2 | Bathrooms: 1 | Max Occupancy: 4
Location: Holmes Beach
Pets Allowed: Yes
Nightly Rate Starting At: $100.00
Palm Court Villas- 210 A Magnolia Ave, Anna Maria
Palm Court Villas are located in the heart of Anna Maria Village with a short stroll to great local restaurants, shops and the Community Center. Beaut......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 4
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $140.00
Seabatical- 225 Willow Ave, Anna Maria
Anna Maria Canal Home with 36 ft pool and spa.  Newly remodeled home just 2 short blocks to the beach and located on a quiet canal street. &......
Bedrooms: 2 | Bathrooms: 2 | Max Occupancy: 6
Location: Anna Maria
Pets Allowed: Yes
Island Oasis - 94 North Shore Drive, Anna Maria
Anna Maria Island Oasis- Pamper yourself by staying in this brand new Island home with vaulted ceilings, custom tile and cabinetry, along with your ow......
Bedrooms: 4 | Bathrooms: 4.5 | Max Occupancy: 8
Location: Anna Maria
Pets Allowed: No
Gulfpath - 104 29th St Unit 1, Holmes Beach
Gulfpath Condo is located directly across the street from beautiful white sand beaches.  Enjoy the Gulf Views and beautiful sunsets from this uni......
Bedrooms: 3 | Bathrooms: 2 | Max Occupancy: 6
Location: Holmes Beach
Pets Allowed: No
Nightly Rate Starting At: $141.42
Cabana- 104 29th St Unit 2, Holmes Beach
Cabana Condo is located just one property from the beach and has direct beach access down a tropical sandy path just a few steps away from your front ......
Bedrooms: 1 | Bathrooms: 1 | Max Occupancy: 2
Location: Holmes Beach
Pets Allowed: No
Nightly Rate Starting At: $130.00
Tarpon Point - 302 Tarpon Street, Anna Maria
Swaying palms and a beautiful paver double drive lead the way to this Tropical Retreat on Anna Maria Island, Located just one block from Tampa Bay and......
Bedrooms: 3 | Bathrooms: 2 | Max Occupancy: 8
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $286.00
Gladiolus Get Away- 712 Gladiolus St, Anna Maria Villa B
712 Gladiolus, Anna Maria  "Villa B" - This cute 2 bedroom, 1 bath Villa is located at the quiet North End of Anna Maria Island just st......
Bedrooms: 2 | Bathrooms: 1 | Max Occupancy: 4
Location: Anna Maria
Pets Allowed: No
Nightly Rate Starting At: $108.00