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2026-11-03
2026-11-04
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Hotels in Anna Maria Beach Holmes Beach area of Florida

Siena Sky

10109 Gulf Dr, Anna Maria, United States Show map

Located only an 8-minute walk from Palmetto Avenue Beach, the 1-bedroom Siena Sky Villa Anna Maria is suitable for 8 guests and provides a Jacuzzi for a truly relaxing stay. This villa features… More

From US$ 1367 Book Now

Once Upon A Time Managed By Beach Retreats

703 Fern, Anna Maria, United States Show map

Situated nearly a 5-minute walk from Bean Point Beach, the 4-bedroom Once Upon A Time Managed By Beach Retreats Anna Maria villa is ideal for up to 8 guests. The holiday home features opportunities… More

From US$ 1664 Book Now

Coastal Queen

791 Jacaranda Rd, Us, Anna Maria, United States Show map

The 5-bedroom Coastal Queen Anna Maria villa, located about 5 minutes' walk from Rod and Reel Pier, entices guests with an outdoor swimming pool as well as a Jacuzzi to relax in. This accommodation… More

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The Salty Fern - Pool -Steps To Beach - Golf Cart

612 Fern Street, Anna Maria, United States Show map

Situated merely a 10-minute walk from Anna Maria Beach, The Salty Fern - Pool -Steps To Beach - Golf Cart Anna Maria villa entices guests to explore various tourist attractions in the area. More

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Beach Escape

789 Jacaranda Rd, Us, Anna Maria, United States Show map

Located about 5 minutes' walk from Rod and Reel Pier, the 5-bedroom Beach Escape Anna Maria villa has an outdoor swimming pool and is ideal for up to 12 guests. The property offers guests a relaxing… More

From US$ 909 Book Now

Private Pool - Fern Cottage By Seabreeze Vacation

705 Fern Street, Anna Maria, United States Show map

Situated about a 25-minute walk from Palmetto Avenue Beach, Private Pool - Fern Cottage By Seabreeze Vacation Anna Maria offers guests to enjoy spa therapy and playground. This 3-bedroom villa… More

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A Charming Beach Cottage On Elm

207 Elm Ave, Us, Anna Maria, United States Show map

Located just an 8-minute walk from Coquina Baywalk Park, the 4-bedroom A Charming Beach Cottage On Elm Anna Maria invites guests to enjoy a Jacuzzi. This 3-bathroom villa features opportunities for… More

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Beach Breeze

205 Elm Ave, Anna Maria, United States Show map

The 4-bedroom Beach Breeze Anna Maria villa offers proximity to nearby tourist spots, such as Island Fine Art Gallery West, situated approximately a 10-minute ride away. More

From US$ 1175 Book Now

Mahi Mahi:North End, Pool & Spa, Game Room, 1.5 Blocks To Beach By Anna Maria Life Vacation Rentals

213 Elm Ave, Anna Maria, United States Show map

Located merely a 9-minute walk from Anna Maria Island Historical Museum, the 4-bedroom Mahi Mahi:North End, Pool & Spa, Game Room, 1.5 Blocks To Beach By Anna Maria Life Vacation Rentals villa is… More

From US$ 1565 Book Now

Love Me Blue

792 Jacaranda Rd, Anna Maria, United States Show map

Located merely 5 minutes' walk from Bean Point Beach, the 1-bedroom Love Me Blue Anna Maria villa is suitable for 8 guests and provides a Jacuzzi for a truly relaxing stay. The holiday home features… More

From US$ 1211 Book Now

Hawaiian Punch -3 Blocks To Beach, Pool, Dock On Canal, Dog Friendly By Anna Maria Life

125 Crescent Drive, Anna Maria, United States Show map

Hawaiian Punch -3 Blocks To Beach, Pool, Dock On Canal, Dog Friendly By Anna Maria Life villa is located a 12-minute walk from Bean Point Beach and invites guests to join windsurfing, snorkelling… More

From US$ 849 Book Now

Bean Point Retreat By Seabreeze Vacation

793 North Shore Drive, Anna Maria, United States Show map

Situated only 1.8 km from Coquina Baywalk Park, the 4-bedroom Bean Point Retreat By Seabreeze Vacation Villa Anna Maria entices guests with a Jacuzzi, ensuring a more relaxing stay. This Anna Maria… More

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Aloha Fern: North End Beach House, Pool By Anna Maria Life Vacation Rentals

702 Fern Street, Anna Maria, United States Show map

The 3-bedroom Aloha Fern: North End Beach House, Pool By Anna Maria Life Vacation Rentals villa is nestled only a 7-minute walk from Bean Point Beach and can accommodate up to 8 guests. Located 4.3… More

From US$ 721 Book Now

Costa Bella

10107 Gulf Dr, Anna Maria, United States Show map

During the stay at Costa Bella Villa Anna Maria, guests can indulge in snorkelling, hiking, and horseback riding or visit Tucked Away, located a 13-minute walk away. The 1-bedroom villa offers an… More

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Lavender Lagoon

123 Crescent Dr, Us, Anna Maria, United States Show map

Situated a 9-minute walk from Pine Avenue, Lavender Lagoon Anna Maria villa offers a hot tub and can accommodate up to 6 guests. The 3-bedroom holiday home features opportunities for mini golf in the… More

From US$ 2286 Book Now

Mcbean Point - Dog Friendly! Walk To Bean Point! By Anna Maria Life Vacation Rentals

795 Jacaranda Rd. - Unit A, Anna Maria, United States Show map

The 2-bedroom Mcbean Point - Dog Friendly! Walk To Bean Point! By Anna Maria Life Vacation Rentals villa, located about 5 minutes' walk from Rod and Reel Pier, can host up to 6 guests. This property… More

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Azure

268 Gladiolus St, Us, Anna Maria, United States Show map

Along with proximity to Bayfront Park, only a 5-minute walk away, the 3-bedroom Azure Villa Anna Maria offers opportunities for snorkelling, hiking, and horseback riding in the area. Providing guests… More

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Anna Maria Guest House 212

212 Pine Ave, Us, Anna Maria, United States Show map

Along with proximity to Anna Maria Island Historical Museum, only a 5-minute walk away, the 3-bedroom Anna Maria Guest House 212 villa offers opportunities for snorkelling, hiking, and horseback… More

From US$ 492 Book Now

North End Chic

260 Gladiolus St, Us, Anna Maria, United States Show map

North End Chic Villa Anna Maria is located a 5-minute walk from Rod and Reel Pier and invites guests to join mini golf. The 4-bedroom villa features a heated pool and is ideal for up to 8 guests. More

From US$ 1236 Book Now

Beach To Bay Getaway

Anna Maria, United States Show map

During the stay at Beach To Bay Getaway Anna Maria villa, guests can indulge in fisheries or visit Anna Maria City Pier, located a 15-minute walk away. The 4-bedroom holiday home features a swimming… More

From US$ 1048 Book Now

Poolside Comfort Just Steps From The Ami Beaches

210 Pine Avenue, Anna Maria, United States Show map

Located within 5 minutes' walk of Anna Maria Island Historical Museum, the 3-bedroom Poolside Comfort Just Steps From The Ami Beaches Anna Maria villa has an outdoor swimming pool and is ideal for up… More

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La Hacienda - Dock On Canal, Full Game Room, Pool

103 Los Cedros Drive, Anna Maria, United States Show map

Located merely 7 minutes' walk from Pine Avenue, the 4-bedroom La Hacienda - Dock On Canal, Full Game Room, Pool Anna Maria villa offers an outdoor swimming pool for guests to relax by. The holiday… More

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High Tide Haven

306 Pine Ave, Us, Anna Maria, United States Show map

During the stay at High Tide Haven Villa Anna Maria, guests can indulge in snorkelling, hiking, and horseback riding or visit Bayfront Park, located a 13-minute walk away. Offering horse riding tours… More

From US$ 629 Book Now

The Palm Leaf Home

138 Crescent Drive, Anna Maria, United States Show map

The 3-bedroom The Palm Leaf Home Anna Maria hosts up to 6 guests and provides proximity to Bayfront Park, situated a mere 8 minutes' walk away. More

From US$ 588 Book Now

North End Escape

800 Jacaranda Rd, Anna Maria, United States Show map

Located only a 9-minute walk from Bayfront Park, the 1-bedroom North End Escape Villa Anna Maria boasts a heated pool and can accommodate up to 6. This holiday home features opportunities for… More

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Under The Sun

797 Jacaranda Rd., Us, Anna Maria, United States Show map

Up to 8 guests can stay at the 5-bedroom Under The Sun Villa Anna Maria and enjoy Rod and Reel Pier, located nearly 5 minutes' walk away. Located merely 1.3 km from Anna Maria City Pier, this 5… More

From US$ 1476 Book Now

Minnow 1

Anna Maria, United States Show map

The 1-bedroom Minnow 1 Anna Maria villa is located only 1.3 km from Anna Maria Historic Green Village and allows guests to enjoy parasailing and boating. The cosy holiday home can accommodate up to 2… More

From US$ 301 Book Now

Minnow 2 Villa

Anna Maria, United States Show map

The 2-bedroom Minnow 2 Villa Anna Maria, located approximately 5 minutes' walk from Rod and Reel Pier, can host up to 4 guests. More

From US$ 158 Book Now

The Big Yellow House

104 Pine Avenue, Us, Anna Maria, United States Show map

The Big Yellow House Anna Maria villa with a beachfront location merely a 7-minute walk from Coquina Baywalk Park entices guests with a hot tub. Located not far from Bayfront Park, the 5-bedroom… More

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Mangrove Mojito By Prime Vacations

104 Los Cedros Dr, Anna Maria, United States Show map

During the stay at Mangrove Mojito By Prime Vacations Villa Anna Maria, guests can indulge in a Jacuzzi or visit Bayfront Park, located a 13-minute walk away. The 1-bedroom villa features… More

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Casa Amiga Managed By Beach Retreats

144 Crescent Drive, Anna Maria, United States Show map

Located just 450 metres from Bayfront Park, the 4-bedroom Casa Amiga Managed By Beach Retreats Anna Maria offers guests to relax in a Jacuzzi, or enjoy hiking, cycling, and fisheries. This Anna Maria… More

From US$ 2142 Book Now

Vitamin Sea Managed By Beach Retreats

Gr14 Po Box 1268, Anna Maria, United States Show map

Located a mere 600 metres from Tucked Away, the 5-bedroom Vitamin Sea Managed By Beach Retreats Anna Maria villa offers an outdoor swimming pool, a hot tub for a truly relaxing stay. This Anna Maria… More

From US$ 2978 Book Now

Grande Haven

804 N Shore Dr, Us, Anna Maria, United States Show map

Located merely 650 metres from Anna Maria City Pier, the 7-bedroom Grande Haven Villa Anna Maria boasts a heated pool, a Jacuzzi for a relaxing experience. Hosting up to 18 guests, this Anna Maria… More

From US$ 2355 Book Now

Waves - Heated Pool -Steps To Beach -Golf Cart - Putting Green

409 North Bay Boulevard, Anna Maria, United States Show map

Waves - Heated Pool -Steps To Beach -Golf Cart - Putting Green Anna Maria villa is located approximately a 20-minute walk from Coquina Baywalk Park and provides horseback riding, cycling, and… More

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Dolphin Pointe

711 Gladiolus St, Us, Anna Maria, United States Show map

Located about a 5-minute walk from Bean Point Beach, the 3-bedroom Dolphin Pointe Villa Anna Maria boasts a heated pool and can accommodate up to 8. This 4-bathroom villa features opportunities for… More

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Just Breathe

415 N Bay Blvd, Anna Maria, United States Show map

During the stay at Just Breathe Villa Anna Maria, guests can indulge in a Jacuzzi or visit Palmetto Avenue Beach, located a 20-minute walk away. The 4-bedroom villa features opportunities for… More

From US$ 1308 Book Now

Deckadence

407 N Bay Blvd, Anna Maria, United States Show map

Deckadence Villa Anna Maria enjoys a prime location, a 12-minute walk from Anna Maria Island Historical Museum, and offers guests to unwind in a hot tub. Offering boat tours, the 1-bedroom villa can… More

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Cloud Nine On Pine

303 Pine Ave, Us, Anna Maria, United States Show map

Situated merely 5 minutes' walk from Anna Maria Island Historical Museum, the 6-bedroom Cloud Nine On Pine Villa Anna Maria is ideal for up to 8 guests. More

From US$ 1098 Book Now

Getaway On Gladiolus

234 Gladiolus St, Anna Maria, United States Show map

Featuring horse riding tours to make your visit more entertaining, Getaway On Gladiolus Villa Anna Maria is 13 minutes' walk from Pine Avenue. Guests can enjoy horseback riding, ping-pong, and… More

From US$ 341 Book Now

The Salty Dog W Private Pool, Well Stocked

904 North Shore Drive, Anna Maria, United States Show map

Located a mere 600 metres from Bean Point Beach, the 4-bedroom The Salty Dog W Private Pool, Well Stocked Villa Anna Maria offers a heated pool, a hot tub for a truly relaxing stay. This property is… More

From US$ 850 Book Now

Shores Nice

912 N Shore Dr, Anna Maria, United States Show map

Suitable for 4 guests, Shores Nice Anna Maria villa offers a location just near Anna Maria Bayfront Park and features spa therapy and a golf course. Located a 9-minute walk from Pine Avenue, this… More

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Gladiolus On The Water Home

Anna Maria, United States Show map

Up to 6 guests can stay at the 3-bedroom Gladiolus On The Water Home Anna Maria and enjoy Anna Maria Beach, located around 5 minutes' walk away. More

From US$ 861 Book Now

Coconut Breeze Estate

703 N Bay Blvd, Anna Maria, United States Show map

Suitable for 12 guests, Coconut Breeze Estate Villa Anna Maria offers a location a 5-minute walk from Rod and Reel Pier and features spa therapy and a golf course. Located within reach of Anna Maria… More

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Beach Paradise

805 Jacaranda Road, Us, Anna Maria, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Beach Paradise Anna Maria villa is located approximately a 5-minute walk from Rod and Reel Pier and is suitable for up to 8 guests. Offering a… More

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Meant To Be - 1 Block To Beach! North End! Pool & Spa,Loaded Game Room By Anna Maria Life

804 Jacaranda Road, Anna Maria, United States Show map

Situated approximately 5 minutes on foot from Bean Point Beach, the 3-bedroom Meant To Be - 1 Block To Beach! North End! Pool & Spa,Loaded Game Room By Anna Maria Life villa can host up to 6 guests… More

From US$ 1369 Book Now

Peace Of Paradise - Pool Spa & Amazing Views Of Tampa Bay

604 N Bay Blvd., Anna Maria, United States Show map

Located a mere 7 minutes' walk from Bean Point Beach, the 4-bedroom Peace Of Paradise - Pool Spa & Amazing Views Of Tampa Bay Anna Maria villa boasts a swimming pool and can accommodate up to 8. More

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A Bean Point Paradise - 5 Beds And 4,5 Bathrooms In Anna Maria

803 Gladiolus Street, Anna Maria, United States Show map

The 1-bedroom A Bean Point Paradise - 5 Beds And 4,5 Bathrooms In Anna Maria villa offers easy access to such tourist spots as Rod and Reel Pier, located just 5 minutes' walk away. More

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Sandcastle -Steps To Beach -Pool - Golf Cart

401 North Bay Boulevard, Anna Maria, United States Show map

Situated just a 7-minute stroll from Pine Avenue, Sandcastle -Steps To Beach -Pool - Golf Cart Anna Maria villa ensures a great leisure experience by offering table tennis. Featuring parking, the… More

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Private Pool - Island Dream

157 Crescent Drive, Anna Maria, United States Show map

Located only 9 minutes on foot from Anna Maria Island Historical Museum, the 4-bedroom Private Pool - Island Dream Villa Anna Maria provides a heated pool as well as mini golf to diversify guests'… More

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Coconut Palm Paradise

512 N Bay Blvd, Anna Maria, United States Show map

Located about a 5-minute walk from Bayfront Park, the 3-bedroom Coconut Palm Paradise Anna Maria villa boasts a heated pool and can accommodate up to 8. The holiday home features opportunities for… More

From US$ 1107 Book Now